Category: 460-37-7

Synthetic Route of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a tubular reactor, evacuated and replaced twice with nitrogen, and 10 ml of methyl tert-butyl ether solvent was added under a nitrogen atmosphere.1 mmol of the compound of the above formula (II),2mmol of the above formula iodide compound,2.5 mmol of azide trimethylsilane,2mmol tert-butyl peroxybenzoateAnd 0.02 mmol of a copper hexafluorophosphate tetraacetonitrile catalyst is dissolved in the above solvent,The reaction was stirred at a temperature of 30 C for 2 hours. After the reaction was completed, the reaction liquid was cooled to room temperature, filtered, and the solvent was evaporated under reduced pressure.Purification of the compound of formula III by column chromatography,The yield was 92.7%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; Zhang Haiying; Zhou Lanlan; (12 pag.)CN108440503; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 460-37-7 as follows. HPLC of Formula: C3H4F3I

Example 66A 3-Isobutyl-5-methyl-1-(3,3,3-trifluoropropyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione 3.23 g (23.39 mmol) of potassium carbonate were added to a solution of 2.23 g (9.35 mmol) of the compound from Ex. 44A in 82.6 ml of DMF, and the mixture was stirred at RT for 15 min. Then 6.48 g (28.07 mmol) of 1,1,1-trifluoro-3-iodopropane were added, and the mixture was stirred at RT for 73 h. The DMF was then very substantially distilled off and the remaining residue was partitioned between semisaturated sodium chloride solution (200 ml) and ethyl acetate (100 ml). The aqueous phase was extracted with ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and concentrated. The residue obtained was chromatographed using a silica gel cartridge (Biotage, 340 g of silica gel, eluent: hexane/ethyl acetate). In this way, 2.67 g (84% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 6.88 (d, 1H), 4.13 (t, 2H), 3.71 (d, 2H), 2.84-2.70 (m, 2H), 2.38 (d, 3H), 2.11-1.96 (m, 1H), 0.85 (d, 6H). LC/MS (Method 3): Rt=1.4 min, m/z=335 [M+H]+.

According to the analysis of related databases, 460-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 1,1,1-Trifluoro-3-iodopropane

2.0 g (9:51 mmol) of the compound from Ex. 164A and 3.29 g (23.8 mmol) of potassium carbonate were stirred in 50 ml of anhydrous DMF for 15 min at RT before 3.3 ml (28.5 mmol) 1,1,1-trifluoro-3-iodopropane have been added .Since the conversion was not complete after stirring overnight at RT , further 1.39 g (9:51 mmol) of potassium carbonate with 1.1 ml (9.51 mmol) of 1,1,1-trifluoro-3-iodopropane are added and the mixture was heated for 2 h at 60 C .After cooling to RT was diluted with ethyl acetate and washed successively twice with water and once with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, was filtered and the filtrate concentrated to dryness.The crude product was purified by chromatography on a silica gel cartridge (Biotage, 340 g silica gel, eluent: cyclohexane / ethyl acetate 24: 1 -> 10: 1).After concentration and drying of the product fractions 2:06 g (70% d. Th.) Of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-37-7, its application will become more common.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAERTER, MICHAEL; DELBECK, MARTINA; KALTHOF, BERND; LUSTIG, KLEMENS; LINDNER, NIELS; KAST, RAIMUND; WASNAIRE, PIERRE; SUESSMEIER, FRANK; (372 pag.)TW2016/7950; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

1.0 g (3.40 mmol) of the compound from Ex. 289A and 1.17 g (8.49 mmol) of potassium carbonate were stirred in 25 ml of anhydrous DMF at RT for 15 min, before 2.28 g (10.2 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Then the reaction mixture was stirred at 50 C. for about 16 h. After cooling to RT, water was added thereto and it was stirred at RT for 30 min. The product which precipitated out was filtered off with suction, washed with a little water and dried under high vacuum. 1.23 g (91% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 4.29 (q, 2H), 4.12 (t, 2H), 2.87-2.68 (m, 2H), 2.76 (s, 3H), 2.65-2.58 (m, 1H), 1.30 (t, 3H), 1.08-0.98 (m, 2H), 0.73-0.64 (m, 2H). LC/MS (Method 1, ESIpos): Rt=2.06 min, m/z=391.09 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; HAERTER, Michael; KOSEMUND, Dirk; CANCHO GRANDE, Yolanda; DELBECK, Martina; KALTHOF, Bernd; LUSTIG, Klemens; SUESSMEIER, Frank; US2020/16159; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, This compound has unique chemical properties. The synthetic route is as follows., category: iodides-buliding-blocks

The reference gathers the precedent 11 the obtained 1 – [trans-4 – (hydroxy methyl) cyclohexyl] – 3,7-bis-{ [2 – (trimethyl silicon alkyl) ethoxy] methyl} – 1H-pyrrolo [3 ‘, 2’ : 5,6] pyrido [4,3-d] pyrimidine -2,4 (3H, 7H)-dione (1.35g, 2 . 35mmol) bis methyl chloride (14 ml) is added in the solution 1, 1, 1-trifluoro-3- propyl iodide (1.34 ml, 11 . 8mmol), 2,6-di-tert-butyl pyridine (2.38 ml, 10 . 8mmol) and trifluoro methane sulfonic acid silver (2.60g, 10 . 1mmol), stirring 113 hours. Furthermore, filter the reaction mixture, added to the resulting filtrate extraction of chloroform and water. The resulting organic layer after drying with anhydrous sodium sulfate, concentrated under reduced pressure. Residues to silica gel column chromatography (section 1 time: hexane/ethyl acetate = 1/0 ? 78/22(v/v), paragraph 2 time: hexane/ethyl acetate = 1/0 ? 4/1(v/v), paragraph 3 time: hexane/ethyl acetate = 1/0 ? 4/1(v/v)) purification of 3 time, to obtain the colorless amorphous title compound (1.34g, yield 85%).

According to the analysis of related databases, 460-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NISSAN CHEMICAL INDUSTRIES, LTD.; WATANABE, TSUNEO; TAKAHASHI, KEIJI; HAYASHI, KEISHI; NAKAMURA, TAKANORI; MINAMI, MASATAKA; KURIHARA, KAZUNORI; YAMAMOTO, AKIO; NISHIMURA, TAKUYA; UNI, MIYUKI; KAMIYAMA, TOSHIHIKO; IWAMOTO, SHUNSUKE; (96 pag.)TW2016/7947; (2016); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 460-37-7

Example 182Preparation of 4-((lR,3aS,5aR,5bR,7aR,llaS,llbR,13aR,13bR)-5a,5b,8,8,lla- pentamethyl-l-(prop-l-en-2-yl)-3a-((3,3,3-trifluoropropyl)amino)- 2,3,3a,4,5,5a,5b,6,7,7a,8,ll,lla,llb,12,13,13a,13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoic acidStep 1. Preparation of methyl 4-((lR,3aS,5aR,5bR,7aR, l laS, l lbR, 13aR, 13bR)- 5a,5b,8,8, 1 1 a-pentamethyl- 1 -(prop- 1 -en-2-yl)-3 a-((3,3 ,3 -trifluoropropyl)amino)- 2,3,3a,4,5,5a,5b,6,7,7a,8, l l, l la, l lb, 12, 13, 13a, 13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate.To a sealable vial containing methyl 4-((lR,3aS,5aR,5bR,7aR, l laS,l lbR, 13aR, 13bR)-3a-amino-5a,5b,8,8, l la-pentamethyl- 1 -(prop- 1 -en-2-yl)-2,3,3 a,4,5,5a,5b,6,7,7a,8, 11 , 11 a, 1 lb, 12, 13, 13 a, 13b- octadecahydro-lH-cyclopenta[a]chrysen-9-yl)benzoate, HC1 (0.075 g, 0.129 mmol) was added potassium carbonate (0.036 g, 0.258 mmol). The mixture was diluted with DMF (1 mL) and l-iodo-3,3,3-trifluoropropane (0.045 mL, 0.388 mmol) was added. The vial was sealed and the mixture was heated to 75 C for 23h then was cooled to rt. LC/MS showed a mixture of starting material and product. An additional 0.045 mL of l-Iodo-3,3,3-trifluoropropane was added and the mixture and was heated to 75 C for 48h then was cooled to rt. LC/MS showed further progression, but the reaction was still not complete. An additional 0.045 mL of l-iodo-3,3,3-trifluoropropane was added and the mixture was heated to 75 C for 71h, then was cooled to rt and was concentrated under reduced pressure. The mixture was adsorbed to silica gel and was purified by flash chromatography using a 0-15% EtOAc in hexanes gradient with 0.1% ammonium hydroxide added to the mixture and a Thomson 12g silica gel column. The fractions containing the expected product were combined and were concentrated under reduced pressure to give methyl 4-((lR,3aS,5aR,5bR,7aR, l laS, l lbR, 13aR, 13bR)-5a,5b,8,8, l la-pentamethyl-l-(prop-l- en-2-yl)-3a-((3,3,3-trifluoropropyl)amino)-2,3,3a,4,5,5a,5b,6,7,7a,8, l l, l la, l lb, 12, 13, 13a, 13b-octadecahydro-lH- cyclopenta[a]chrysen-9-yl)benzoate (0.032 g, 0.044 mmol, 34.1 % yield) as a white foam. LCMS: m/e 640.6 (M+H)+, 2.15 min (method 2). XH NMR (500 MHz, chloroform-d) delta 7.92 (d, J=8.24 Hz, 2H), 7.19 (d, J=8.24 Hz, 2H), 5.28 (dd, J=1.53, 6.10 Hz, 1H), 4.70 (d, J=1.83 Hz, 1H), 4.59 (s, 1H), 3.90 (s, 3H), 2.60-2.73 (m, 2H), 2.56 (dt, J=5.34, 10.91 Hz, 1H), 2.21-2.32 (m, 2H), 2.09 (dd, J=6.41, 17.09 Hz, 1H), 1.68 (s, 3H), 1.07 (s, 3H), 0.98 (s, 6H), 0.92 (s, 3H), 0.92 (br. s., 3H), 0.84-2.01 (m, 21H).

The synthetic route of 460-37-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; REGUEIRO-REN, Alicia; LIU, Zheng; SWIDORSKI, Jacob; SIN, Ny; VENABLES, Brian Lee; SIT, Sing-Yuen; CHEN, Yan; CHEN, Jie; MEANWELL, Nicholas A.; WO2012/106190; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Reference of 460-37-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under nitrogen protection,Magnesium 13.4g (0.55mol) and magnesium were placed in the reaction flask.3-iodo-1,1,1-trifluoropropane7g is dissolved in 90g of tetrahydrofuran,Slowly raise the temperature to 35-40 C,After the reaction was initiated, 3-iodo-1,1,1-trifluoropropane 105g andA 220 g mixture of tetrahydrofuran was slowly added dropwise to the reaction flask to maintain the temperature at 60-65 C.After the completion of the dropwise addition, the reaction was kept for 2 hours, allowed to stand and cooled to room temperature, and the concentration was measured to be 1.64 mol/L, and the yield was 95%.Under nitrogen protection,2,5 g (0.39 mol) of N,N-dimethylformamide was placed in the reaction flask.2-methyltetrahydrofuran 70g,Cool down to -25 C to -20 C,1.64 mol/L of 1,1,1-trifluoropropyl magnesium iodide was added dropwise in this temperature range.183mL of 2-methyltetrahydrofuran solution, drip, heat for 1 hour, slowly rise to room temperature, add a small amount of water to quench and dissociate, then add 4NHydrochloric acid is adjusted to pH=3-4, and the layer is allowed to stand. The aqueous layer is extracted with a small amount of 2-methyltetrahydrofuran, and the organic phase is enriched and added.And sodium bisulfite was raised to 30-35 C for 1 hour, a large amount of solids were precipitated after cooling, filtered, and the filter cake was rinsed and dried to obtain a solid.The 4,4,4-trifluorobutanal obtained by dissociating the layer and the diluted hydrochloric acid at 35-40 C was dried over anhydrous sodium sulfate to obtain 29.5 g.Yield 78%, GC: 98.6%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Pulasi Science And Technology (Shanghai) Co., Ltd.; Cai Weibing; Xu Gengdu; (8 pag.)CN109369354; (2019); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C3H4F3I

To a solution of 2,6-dichloro-4-[1-(4-hydroxyphenyl)-1-methylethyl]phenol (1) (0.2 g, 0.67 mmol) in DMF (2 mL) were added 1,1,1-trifluoro-3-iodo-propane (2) (1.5 g, 6.7 mmol) and Cs2CO3 (0.66 g, 2.0 mmol). The resulting reaction was stirred at 60 C. for 16 hours. TLC showed the reaction was completed. The mixture was cooled down and poured into water (10 mL), extracted with EtOAc (10 mL¡Á3). The combined organic layers were washed with brine (10 mL¡Á3), dried over Na2SO4, filtered and concentrated. The residue was purified by p-TLC to give 4-[1-[3,5-dichloro-4-(3,3,3-trifluoropropoxy)phenyl]-1-methylethyl]phenol (3) (80 mg, yield: 30.2%) as colorless oil. 1H NMR (400 MHz, CHCl3-d) delta 7.13 (s, 2H), 7.09-7.05 (m, 2H), 6.78-6.75 (m, 2H), 4.71 (s, 1H), 4.21 (t, J=6.8 Hz, 2H), 2.78-2.66 (m, 2H), 1.62 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 460-37-7, its application will become more common.

Reference:
Patent; ESSA Pharma, Inc.; Zhou, Han-Jie; Virsik, Peter; (216 pag.)US2020/123117; (2020); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 460-37-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Example 302A Ethyl [6-formyl-5-methyl-2,4-dioxo-1-(3,3,3-trifluoropropyl)-1,4-dihydrothieno[2,3-d]pyrimidin-3(2H)-yl]acetate 1.0 g (3.37 mmol) of the compound from Ex. 289A and 1.65 g (5.06 mmol) of caesium carbonate were stirred in 17 ml of DMF at RT for 10 min, before 1.13 g (5.06 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Subsequently, the reaction mixture was stirred at a temperature of 100 C. in a microwave oven (Biotage Initiator with dynamic control of irradiation power). After 1.5 h, the mixture was cooled to RT, diluted with about 75 ml of ethyl acetate and washed successively with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and the filtrate was evaporated to dryness. The crude product was purified by preparative HPLC (Method 8). After concentration of the product fractions and drying under high vacuum, 938 g (70% of theory) of the title compound were obtained. 1H-NMR (500 MHz, DMSO-d6, delta/ppm): 10.12 (s, 1H), 4.64 (s, 2H), 4.22 (t, 2H), 4.15 (q, 2H), 2.89-2.74 (m, 2H), 2.79 (s, 3H), 1.21 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.98 min, m/z=393 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,1,1-Trifluoro-3-iodopropane, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

460-37-7,Some common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

28.4 g of 4,6-diamino-2-mercaptopyrimidine (SM) was weighed and dissolved in 100 mL of N,N-dimethylformamide.Then add 82.8 g of potassium carbonate to the system.Trifluoromethyl-iodopropane was added 179.2g,The reaction was carried out for 6 h under the conditions of a 130 C oil bath.The mixture was cooled to room temperature, and the mixture was combined with EtOAc.Recrystallization from methylene chloride gave 38.1 g of a yellow solid 2-[(3,3,3-trifluoropropyl)thio]pyrimidine-4,,6-diamino (intermediate 1),The yield was 80%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

Reference:
Patent; Changzhi Yuan Yan Pharmaceutical Technology Co., Ltd.; Zhou Jian; Cai Kun; (13 pag.)CN108440627; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com