Tag: M.W=200-300

Application of 2142-70-3, 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 2142-70-3 as follows.

General procedure: A tube was loaded with CuCl (50 mg, 0.50 mmol) and CsF (228 mg,1.50 mmol) and sealed with a rubber septum. Anhydrous acetonitrile (1 mL) was added and the mixture was cooled to 0 C. Diethyl [(trimethylsilyl)difluoromethyl]phosphonate (neat, 325 mg, 1.25 mmol) was added and the mixture was heated at 40C for 1 h, cooled to 0 C and stirred at this temperature for 1 h. Pd(PPh3)Cl2 (18 mg,0.025 mmol) was added followed by a solution of the corresponding iodoarene 1 (0.50 mmol) in MeCN (1 mL). The suspension was stirred for 16 h at 40C. The reaction mixture was diluted with diethyl ether(15 mL), the organic layer was washed with water (15 mL), Na2CO3 (concentrated solution, 15 mL), dried over Na2SO4, and solvents were carefully removed under vacuum. Reverse-phase chromatography (H2O/MeCN or MeOH, gradient: 9:1 to 0:1, rate: 1% MeCN or MeOH per minute) gave the product 2.

According to the analysis of related databases, 2142-70-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ivanova, Maria V.; Besset, Tatiana; Pannecoucke, Xavier; Poisson, Thomas; Synthesis; vol. 50; 4; (2018); p. 778 – 784;,
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Application of 216393-67-8,Some common heterocyclic compound, 216393-67-8, name is 4-Chloro-2-fluoro-6-iodoaniline, molecular formula is C6H4ClFIN, 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 350 mL glass pressure vessel with a threaded Teflon cap, 4-chloro-2-fluoro-6-iodoaniline (3.25 g, 12.0 mmol), CuI (30 mg, 0.16 mmol), and Pd(PPh3)2Cl2 (0.101 g, 0.144 mmol) were taken up in 165 mL triethylamine and cooled to -78 C. Propyne (2.7 mL, 1.9 g, 48 mmol) was condensed into a graduated cylinder and added to the reaction vessel. The vessel was then capped, the cooling bath removed, and the reaction mixture allowed to stir while warming to room temperature overnight behind a safety shield. Removal of the triethylamine by evaporation gave a crude material that was purified by flash chromatography over silica gel (1-10% ethyl acetate in hexanes) to give pure product (2.00 g, 91% yield): 1H NMR (CHLOROFORM-d) delta 7.00-7.04 (m, 1H), 6.95 (dd, J=10.6, 2.3 Hz, 1H), 4.18 (br. s., 2H), 2.13 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Chloro-2-fluoro-6-iodoaniline, its application will become more common.

Reference:
Patent; Wyeth, LLC; US2011/105509; (2011); A1;,
Iodide – Wikipedia,
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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. 101066-87-9, name is 4-Iodo-2-(trifluoromethyl)benzonitrile, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Iodo-2-(trifluoromethyl)benzonitrile

Step A. tert-butyl 3-(4-cvano-3-(trifluoromethyl)phenyl)-3-hvdroxypyrrolidine-l- carboxylate To a mixture of 4-iodo-2-(trifluoromethyl)benzonitrile (946 mg, 2.702 mmol) in THF (5 mL) at 0 C was added a solution of BuLi in hexane (1.29 mL, 3.25 mmol) and stirred under nitrogen for 1 hour. To the mixture at 0 C was added a solution of tert-butyl 3- oxopyrrolidine-l-carboxylate (500 mg, 2.702 mmol) in THF (5 mL) and stirred at room temperature for 4 hours. The reaction mixture was quenched with H20 (20 mL) and extracted with ethyl acetate (20 mL x 2). The extracts were combined, washed with brine (20 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford tert-butyl 3 -(4-cyano-3 -(trifluoromethyl)phenyl)-3 -hydroxypyrrolidine- 1 – carboxylate as a white solid (368 mg, 38%). LCMS (ESI) m/z: 301.0 [M-56+H]+.

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; BEAUFOUR-IPSEN (TIANJIN) PHARMACEUTICAL CO., LTD.; AUVIN, Serge; LANCO, Christophe; DUTRUEL, Oliver; CHAO, Qi; GU, Kaichun; WO2015/100617; (2015); A1;,
Iodide – Wikipedia,
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Some common heterocyclic compound, 181765-85-5, name is Methyl 4-chloro-2-iodobenzoate, molecular formula is C8H6ClIO2, 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. Recommanded Product: Methyl 4-chloro-2-iodobenzoate

Example 3Bmethyl 2-(2-amino-5-(methoxycarbonyl)phenylamino)-4-chlorobenzoate Example 3 A (3.0 g, 10.12 mmol), methyl-3,4-diaminobenzoate (3.39 g, 10.12 mmol), 2C03 (1.47 g, 10.63 mmol), Cu (0.648 g, 10.12 mmol) and chlorobenzene ( 100 1 735 ml) were mixed. The reaction mixture was heated to reflux ( 135C) overnight then filtered hot through a thin layer of diatomaceous earth. The flask was rinsed and the cake was washed with CH2CI2 (100 ml). The filtrate was washed with water, dried (Na^SC^), filtered and concentrated. The crude product was purified by column chromatography with an Analogix SF-150 g Si column using 90: 10 CH2CI2: hexanes (25 minutes) then 1740 100% CH2CI2 to yield the title compound. MS ESI(+) m/z 334.9 [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 181765-85-5, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING(SHANGHAI) COMPANY, LTD.; VAN CAMP, Jennifer; PATEL, Jyoti, R.; SWANN, Steven; WO2012/45194; (2012); A1;,
Iodide – Wikipedia,
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Related Products of 627-31-6, 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. 627-31-6, name is 1,3-Diiodopropane(stabilized with Copper chip) belongs to iodides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

methyl 2-(4-bromo-2-nitrophenyl)acetate (2 g, 7.3 mmol, Eq: 1) and 1,3-diiodopropane (2.45 g, 956 muL, 8.03 mmol, Eq: 1.10) were combined with dimethylformamide (20 mL) at 0C. Sodium hydride (1.17 g, 29.2 mmol, Eq: 4.00) was slowly added. The dark blue reaction mixture was heated to room temperature and stirred for 16h. The reaction mixture was poured into water and extracted with ethyl acetate (3x). The organic layers were combined and washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The residue was purified by chromatography on silica gel to afford the desired product as a brown solid (285 mg, 12%).

The synthetic route of 1,3-Diiodopropane(stabilized with Copper chip) has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GAUFRETEAU, Delphine; HILPERT, Hans; HUMM, Roland; KOLCZEWSKI, Sabine; MUSER, Thorsten; PLANCHER, Jean-Marc; STOLL, Theodor; (55 pag.)WO2017/76931; (2017); A1;,
Iodide – Wikipedia,
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Related Products of 5460-32-2, 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. 5460-32-2, name is 4-Iodo-1,2-dimethoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Step E: A mixture of the intermediate prepared in Step D, (S)-tert-butyl 4-(4-ethynyl- 3-(methoxycarbonyl)phenyl)-2-methylpiperazine-l-carboxylate (716 mg, 2.0 mmol), 4-iodo-l,2- dimethoxybenzene (634 mg, 2.4 mmol), Cul (19.0 mg, 0.1 mmol), PdCl2(Ph3P)2(70 mg, 0.1 mmol), Et3N (0.56 mL, 202 mg, 4.0 mmol) and acetonitrile (2.0 mL) was irradiated in a microwave reactor, under argon at 120 °C for 20 minutes. The mixture was then cooled and chromatographed twice (silica gel, ethyl acetate in hexanes, 0-50percent, then ethyl acetate in dichloromethane, 7.5percent) to give the alkyne intermediate as a yellow oil (367 mg, 37percent). MS m/z 495.3 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 4-Iodo-1,2-dimethoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin; WO2013/112788; (2013); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Application of 56096-89-0,Some common heterocyclic compound, 56096-89-0, name is 4-Fluoro-2-iodobenzoic acid, molecular formula is C7H4FIO2, 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.

General procedure: A mixture of the appropriate benzoic acid (10.0 mmol) and oxalyl chloride (15 mmol) was stirred at 0C for 2 h. The oxalyl chloride was removed under reduced pressure.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Fluoro-2-iodobenzoic acid, its application will become more common.

Reference:
Article; Kong, Lu-Lu; Fan, Li-Yan; Chinese Chemical Letters; vol. 27; 6; (2016); p. 827 – 831;,
Iodide – Wikipedia,
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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. 6940-76-7, name is 1-Chloro-3-iodopropane, A new synthetic method of this compound is introduced below., COA of Formula: C3H6ClI

Example 2; [0060]Synthesis of (4SV3-((2S)-5-chloro-2-r2-(trifluormethv?phenyllpentanovU-4-phenyl-L3- oxazolin-2-one [Formula 36][0061]LHMDS (1 M solution in THF, 94.3 mL, 94.3 mmol) was added dropwise to a solution of the compound of Example 1 (27.5 g, 78.7 mmol) in THF (275 mL) at -15C. 1- Chloro-3-iodopropane (33 mL, 315 mmol) and DMPU (94.8 mL, 787 mmol) were added dropwise thereto at -15C. The mixture was stirred at -150C for 23 hours and at 00C for 15 hours, followed by addition of a 5% sodium chloride solution (275 mL) and MTBE (275 mL). The organic layer was washed with a 5% sodium chloride solution (275 mL) and concentrated under reduced pressure. The residue was extracted with a mixture of MTBE (140 mL) and heptane (140 mL) and with water. The organic layer was concentrated under reduced pressure and then azeotropically distilled with MTBE (55 mL) twice. Ethanol (83 mL) was added to the residue, followed by heating to 500C. After confirming the formation of a homogeneous solution, a small amount of seed crystals were added. After one hour at room temperature, filtration was performed. The crystals were washed with cold ethanol (15 mL) and dried under reduced pressure to obtain 17.5 g of the title compound (content: 92%, 94.6% de) in a yield of 51.3%.Ethanol (48 mL) was added to the resulting title compound (content: 92%, 16 g, 34.6 mmol), and the compound was completely dissolved by heating to 500C. The solution was gradually cooled to room temperature. The generated crystals were washed with cold ethanol (15 mL) and dried under reduced pressure to obtain 14.9 g of the title compound (content: 96.3%, 100% de) in a yield of 97.8%.1H-NMR (400 MHz, CDCl3): delta 1.64-1.72 (m, IH), 1.74-1.84 (m, IH), 1.98-2.09 (m, IH), 2.12- 2.23 (m, IH), 3.44-3.53 (m, 2H), 4.31 (dd, J = 3.2, 8.8 Hz, IH), 4.68 (dd, J = 8.8, 8.8 Hz, IH), 5.36 (dd, J = 3.2, 8.8 Hz, IH), 5.54 (dd, J = 4.8, 9.2 Hz, IH), 7.28-7.34 (m, 2H), 7.35-7.46 (m, 4H), 7.52-7.59 (m, 1 H), 7.60-7.68 (m, 2H).

The synthetic route of 6940-76-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&;D Management CO., LTD.; UEMURA, Toshiyuki; SASAKI, Takeo; HOSHINO, Yorihisa; ISOMURA, Minetaka; WO2010/98496; (2010); 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. 29289-13-2, name is 2-Iodo-4-methylaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Iodo-4-methylaniline

In the reaction vessel, 1 mmol of 2-iodo-4-methylaniline, 1 mmol of benzaldehyde, and 2.4 mmol of potassium thiocyanate were added.Nickel/proline lithium complexes (the catalyst metal is nickel chloride, the ligand is lithium valine, the ratio of nickel chloride or nickel bromide to lithium vanadate is 1:1) 0.05 mmol,Sodium hydroxide 1 mmol, water 3 mL.After being placed under the microwave reactor,Set in a microwave reactor to 100 C was heated for 30 minutes at 150 W power, cooled to room temperature.The product was extracted with ethyl acetate and concentrated under reduced pressure. The product was purified by column chromatography to give a white solid with a yield of 90%.

According to the analysis of related databases, 29289-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujian Medical University; Ke Fang; Xu Yiwen; Xu Jianhua; Chen Xiaole; Lin Chen; Xu Shuqing; (8 pag.)CN107954945; (2018); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Electric Literature of 19094-56-5,Some common heterocyclic compound, 19094-56-5, name is 2-Chloro-5-iodobenzoic acid, molecular formula is C7H4ClIO2, 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.

2-Chloro-5-iodobenzoyl chloride (10.7 g, 35.5 mmol) was dissolved in methylene chloride (200 mL). The resulting mixture was cooled in an ice-water bath. To this mixture was added aluminum trichloride (10.4 g, 78.2 mmol) followed by the dropwise addition of a solution of anisole (4.2 g, 38.9 mmol) in methylene chloride (50 mL). After completion of the dropwise addition, the resulting mixture was warmed to room temperature and stirred for 3 hours. The reaction mixture was poured into ice water and quenched. 3 mol / L hydrochloric acid was added to the reaction mixture. The product mixture was separated into an aqueous phase and an organic phase. The aqueous phase was extracted with methylene chloride (150 mL x 2). The organic phases were combined, washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The resulting crude product was purified by silica gel column chromatography (ethyl acetate: petroleum ether = 0-1: 100) to give 12.0 g of product in 91% yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-iodobenzoic acid, its application will become more common.

Reference:
Patent; SENJU Pharma Corporation Limited; Woo, Frank; (28 pag.)KR2015/81220; (2015); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com