Category: 460-37-7

Reference of 460-37-7, 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.

To zinc dust (3.24 g, 49.5 mmol, 3.41 eq) in a nitrogen-purged 40 mL vial with stir bar were added trimethylsilyl chloride (100 muL, 120 mg, 1.1 mmol, 8 mol %) and 1,2-dibromoethane (100 muL, 220 mg, 1.2 mmol, 8 mol %) by syringe. Anhydrous THF (16 mL) was added, followed by 1-iodo-3,3,3-trifluoropropane (3.8 g, 17.0 mmol, 1.17 eq) portionwise at RT with stirring over 20 min, keeping the exotherm below 50 C. The suspension was then stirred for 1 h at 50 C. To a separate 100 mL round bottom flask purged with nitrogen containing a stir bar were added RuPhos (655 mg, 1.40 mmol, 10 mol %), Pd2dba3 (629 mg, 0.687 mmol, 5 mol %), and DMF (20 mL). This was stirred for 30 min at 23 C. Trans-2-bromo-1-methylvinyl MIDA boronate (Aldrich cat. no. 763853, 3.79 g, 14.5 mmol, 1.00 eq) was then added to this solution in 13 mL DMF. The alkyl zinc suspension was filtered through a syringe filter and the filtrate was added to the DMF solution. The remaining alkylzinc solution was washed over with additional THF (2 mL). The reaction was then stirred for 24 h at 50 C., after which time nearly complete conversion of the vinyl bromide was observed by TLC (Cis plate, 2:1 H2O:MeCN, KMnO4 stain). In a separatory funnel, the reaction was diluted with EtOAc and saturated aqueous NH4Cl was added. The aqueous phase was extracted twice with EtOAc. The combined organic phase was washed three times with H2O, each time adding a few mL of brine to break the emulsion. The organic phase was dried with Na2SO4, concentrated to a dark orange foam, then dissolved in DCM and adsorbed onto celite. The celite pad was loaded onto a Cis silica column of 100 mL volume, eluting with a gradient of 30% to 60% MeCN in H2O. The product-containing fractions were combined and solid NaCl was added to induce phase separation. The organic phase was separated and the aqueous layer extracted with EtOAc (×2). The combined organic phases were dried and concentrated to give SI-10 as a yellow solid (2.91 g, 9.93 mmol 68% yield). (0225) 1H NMR (500 MHz, CDCl3) delta 5.87 (t, J=7.2 Hz, 1H), 3.81 (d, J=16.3 Hz, 2H), 3.69 (d, J=16.3 Hz, 2H), 2.79 (s, 3H), 2.41 (q, J=7.3 Hz, 2H), 2.27-2.14 (m, 2H), 1.68 (dt, J=1.6, 0.9 Hz, 3H). 13C NMR (126 MHz, CDCl3) delta166.90, 136.96, 61.77, 46.25, 33.06 (q, JC-F=27.7 Hz), 21.23 (q, JC-F=2.5 Hz), 14.39. 19F NMR (470 MHz, CDCl3) -66.33 (t, J=11.0 Hz). 11B NMR (128 MHz, CDCl3) delta 11.02. HRMS (ES+) Calculated for C11H16NO4BF3: 294.1124; Found: 294.1121.

The chemical industry reduces the impact on the environment during synthesis 1,1,1-Trifluoro-3-iodopropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; The Board of Trustees of the University of Illinois; BURKE, Martin D.; CROUCH, Ian; LEHMANN, Jonathan; PALAZZOLO, Andrea; SIMONS, Claire; US2018/305381; (2018); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 460-37-7, A common heterocyclic compound, 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, molecular formula is C3H4F3I, its 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.

Compound 2 was added to 21 three-necked bottles(5 (^, 0.167111 O1), 0.5111 O1 / 1He 0 field of liquid(84011 ^), stirmixLOmin. A solution of trifluoroiodopropaneLt; / RTI & gt;The reaction was stirred at room temperature4-5 hours.Add 5001 ^AcetateThe organic phase was dried over anhydrous sodium sulfate, filtered and the filtrate was evaporated to dryness to give 55.5 g of a yellow solid in 84% yield.

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

Reference:
Patent; Zhejiang Yongning Pharmaceutical Co., Ltd; YE, TIANJIAN; LU, XIUWEI; YU, GUAMGLIANG; HE, SI; PAN, PENG; TIAN, JIAHUA; (10 pag.)CN105949258; (2016); A;,
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., Formula: C3H4F3I

To a solution of (S)-l-(5-chloro-2-nitrophenyl)-3-methylpiperazine (21 g, 82 mmoL) in DMF (200 niL) was added DIPEA (21 g, 160 mmoL), followed by l ,l,l-trifluoro-3-iodopropane (27.5 g, 123 mmoL). The mixture was stirred at 120 C for 14 h. After cooling to room temperature, the mixture was concentrated at 60 C under high vacuum. The residue was diluted with ethyl acetate (100 mL), washed with water and brine, dried over Na2S04, and concentrated. The residue was purified by silica gel flash column chromatography to give the title compound (15 g, 51.7%). LC/MS m/z = 352.2 [M+l]+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 460-37-7.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; TRAN, Thuy-Anh; KRAMER, Bryan Aubrey; SHIN, Young-Jun; WO2014/182688; (2014); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1,1,1-Trifluoro-3-iodopropane

a) rac-2-(3-Chloro-phenyl)-5,5,5-trifluoro-pentanoic acid To a stirred solution of m-chlorophenylacetic acid (2.38 g, 14 mmol) in tetrahydrofuran (85 ml) was added at -78 0C lithium diisopropylamide solution (31 ml IM in THF, 31 mmol). After stirring the mixture for 20 min l-iodo-3,3,3-trifluoropropane (4.38 g, 20 mmol) was added and the mixture was allowed to warm to room temperature overnight. Water (5 ml) was added followed by 2N hydrochloric acid (10 ml). The reaction mixture was extracted twice with ethyl acetate. The combined organic layers were dried over MgSCU and evaporated and the residue was purified by column chromatography (Sitheta2, heptane/EtOAc= 9:1) to yield a colourless oil, (1.75 g, 47 %); MS (EI): 264.9 (M+ ).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2008/92785; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Adding a certain compound to certain chemical reactions, such as: 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 460-37-7, Quality Control of 1,1,1-Trifluoro-3-iodopropane

A solution of 11.3 g (26.2 mmol) of the compound from Ex. 13A in 250 ml DMF was treated with 6.10 g (57.6 mmol) of cesium carbonate and stirred for 15 min at RT.Then 11.7 g (52.3 mmol) 3,3,3-trifluoro-1-iodopropane were added, and the mixture was heated to 70 C.After 6 hours, were further 11.7 g (52.3 mmol) 3,3,3-trifluoro-1-iodopropane added.Stirring at 70 C was continued for 7 hours.After cooling to RT, most of the volatile components was (including DMF) removed on a rotary evaporator.The residue was mixed with 400 ml of ethyl acetate and washed successively with water and saturated sodium chloride solution.After drying the organic phase over anhydrous magnesium sulfate, was filtered and evaporated.The crude product was purified by MPLC on a Biotage cartridge (340 g silica gel, cyclohexane / ethyl acetate 5: 1).The product fractions were combined and evaporated.After stirring of the residue with pentane / dichloromethane (25:1).,Neuerlichem filtration and drying in a high vacuum were obtained 8.78 g (.. 63% of theory) of the title compound

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

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

Reference 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.

5.0 g (21.0 mmol) of the compound from Ex. 48A and 10.3 g (31.5 mmol) of caesium carbonate were stirred in 50 ml of DMF at RT for 15 min, before 3.7 ml (31.5 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Subsequently, the reaction mixture was stirred at a temperature of 60 C. for about 18 h. After cooling to RT, the mixture was diluted with about 200 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 concentrated to dryness. The crude product was purified by MPLC (Biotage cartridge, 80 g of silica gel, eluent: cyclohexane/ethyl acetate 3:1). Concentration and drying of the product fractions gave 4.8 g (62% of theory) 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 1,1,1-Trifluoro-3-iodopropane, its application will become more common.

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

Reference of 460-37-7, 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.

To a solution of N-isopropylpropan-2-amine (9.45 g, 93.35 mmol, 13.2 mL, 2 eq) in THF (100 mL) at -40 C. was added dropwise n-BuLi (2.5 M in hexanes, 28 mL, 1.5 eq) and the mixture was stirred at -10 C. for 1 h, then cooled to -70 C. A solution of ethyl 1,4-dioxaspiro[4.5]decane-8-carboxylate (10 g, 46.67 mmol, 1 eq) in THF (50 mL) was added dropwise and the reaction mixture was stirred at -70 C. for 1 h. A solution of 1,1,1-trifluoro-3-iodo-propane (15.68 g, 70.0 mmol, 8.21 mL, 1.5 eq) in THF (50 mL) was then added dropwise at -70 C. and the mixture was stirred for 14 hr at RT. The reaction was quenched by addition of saturated aq. NH4Cl (200 mL) and extracted with EtOAc (100 mL×3). The combined organic layers were washed with brine (200 mL), dried (Na2SO4), and concentrated under reduced pressure. The residue was purified by SiO2 gel chromatography (PE to PE: EtOAc=50:1) to give the title compound (10 g, 32.2 mmol, 69% yield) as a pale yellow oil. 1H NMR (400 MHz, CDCl3): delta 4.20-4.15 (m, 2H), 3.93 (s, 4H), 2.18-2.13 (m, 2H), 2.03-1.96 (m, 2H), 1.78-1.73 (m, 2H), 1.67-1.66 (m, 2H), 1.60-1.57 (m, 2H), 1.54-1.48 (m, 2H), 1.28-1.25 (m, 3H).

The chemical industry reduces the impact on the environment during synthesis 1,1,1-Trifluoro-3-iodopropane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Board of Regents, The University of Texas System; DI FRANCESCO, Maria Emilia; JONES, Philip; MCAFOOS, Timothy Joseph; (166 pag.)US2019/270739; (2019); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 460-37-7, 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.

A mixture of 109 3-ethyl-5-methylthieno-[2,3-d]pyrimidine-2,4(1H,3H)-dione (83) (2.0g, 9.51mmol) and 112 potassium carbonate (3.29g, 23.8mmol) in 45 DMF (50mL) was stirred for 15min at RT before 43 1,1,1-trifluoro-3-iodopropane (6.39g, 28.5mmol) was added. The reaction mixture was stirred at RT for 16h. Then the same amounts as before were added of 1,1,1-trifluoro-3-iodopropane and potassium carbonate, and stirring was continued at 50C. After 2h the conversion was complete. 113 Ethyl acetate was added to the cooled reaction mixture which was then successively washed with water (2 times) and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and evaporated to dryness. The crude was subjected to MPLC (Biotage Isolera, 340g silica cartridge, cyclohexane/ethyl acetate, 10:1). After evaporation of the solvent, 2.51g (85% yield) of the 114 title compound were obtained. 1H NMR (400MHz, DMSO-d6, delta/ppm): 6.88 (d, 1H), 4.12 (t, 2H), 3.91 (q, 2H), 2.78 (qt, 2H), 2.39 (d, 3H), 1.12 (t, 3H). 13C NMR (126MHz, DMSO-d6, delta/ppm): 157.90, 153.04, 149.47, 135.39, 126.19 (q), 113.23, 112.17, 41.51 (q), 35.68, 30.14 (q), 15.95, 12.68. LC/MS (method 2, ESIpos): Rt=1.90min, m/z=307.07 [M+H]+. HR-MS (ESIpos): m/z=307.0718 found, 307.0723 calculated [M+H]+. Mp: 104C.

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:
Article; Haerter, Michael; Kalthof, Bernd; Delbeck, Martina; Lustig, Klemens; Gerisch, Michael; Schulz, Simone; Kast, Raimund; Meibom, Daniel; Lindner, Niels; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 763 – 778;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Related Products of 460-37-7, The chemical industry reduces the impact on the environment during synthesis 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, I believe this compound will play a more active role in future production and life.

To a solution of 2.0 g (6.60 mmol) of the compound from Ex. 38A in 35 ml of DMF were added 2.30 g (16.6 mmol) of potassium carbonate, and the mixture was stirred at RT for 15 min. Then 2.3 ml (20.0 mmol) of 1,1,1-trifluoro-3-iodopropane were added. Since the conversion was still incomplete after stirring at RT for 3 days, the mixture was first stirred at 50 C. for 4.5 h, and then a further 0.92 g (6.60 mmol) of potassium carbonate and 0.78 ml (6.0 mmol) of 1,1,1-trifluoro-3-iodopropane were added. The reaction mixture was then stirred at 60 C. overnight. After cooling to RT, the mixture was diluted with water and stirred for 30 min. The precipitated product was filtered off with suction, washed to neutrality with water and dried. 2.15 g (78% of theory) of the title compound were obtained, which was used for subsequent reactions without further purification. LC/MS (Method 2, ESIpos): Rt=1.08 min, m/z=397 [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 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

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 460-37-7, name is 1,1,1-Trifluoro-3-iodopropane, A new synthetic method of this compound is introduced below., HPLC of Formula: C3H4F3I

Example 6 Preparation of 6-(2-chlorophenyl)-7-(4-chlorophenyl)-2-(3,3,3-trifluoropropyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one A suspension of 6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazin-3(2H)-one (36 mg, 0.1 mmol), 1,1,1-trifluoro-3-iodopropane (67 mg, 0.3 mmol) and solid K2CO3 (42 mg, 0.3 mmol) in anhydrous DMF (0.6 mL) was stirred at room temperature for 2 h. Analysis by HPLC/MS indicated the reaction was not complete. Additional 1,1,1-trifluoro-3-iodopropane (67 mg, 0.3 mmol) was added, the reaction was allowed to continue at room temperature for 16 h, then at 45 C. for 30 min. After cooling to room temperature, the reaction mixture was partitioned between water and EtOAc. The separated EtOAc layer was washed with water, saturated aqueous NaCl, dried (Na2SO4) and concentrated under reduced pressure. The crude product was purified using a silica gel cartridge (12 g) eluding with a gradient of EtOAc (0-60%) in hexanes to yield a yellow oily product, which was lyophilized in acetonitrile to afford 38 mg (84%) of the title compound as a yellow powder. LC/MS (method A): retention time=3.69 min, (M+H)+=453. 1H NMR (CDCl3, 400 MHz): delta 7.44 (m, 2H), 7.35 (m, 2H), 7.25 (m, 1H), 7.21 (d, J=8.8 Hz, 2H), 7.05 (d, J=8.8 Hz, 2H), 4.36 (m, 2H), 2.76 (m, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Sun, Chongqing; Huang, Yanting; Sitkoff, Doree F.; Yu, Guixue; Mikkilineni, Amarendra; Ewing, William R.; US2006/287322; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com