2-(2-브로모페닐)-피롤리딘

2-(2-브로모페닐)-피롤리딘 C화학적 특성, 용도, 생산

개요

2-(2-Bromophenyl)pyrrolidine is a drug that has been studied for its effects on cyclophilins, which are involved in the regulation of cell division. The crystal structure of 2-bromopyrrolidine has been determined by x-ray crystallography and computational simulations. The distal phenyl group of the molecule binds to the active site of cyclophilin A, and this binding prevents ATP from binding, leading to inhibition of cell division. This compound also inhibits cyclophilin B and D. 2-(2-Bromophenyl)pyrrolidine is a member of the family of drugs called pyrazolopyrimidines that target cyclophilins for treatment of cancer and inflammatory diseases.

화학 반응

2-(2-Bromophenyl)pyrrolidine is an important building block for the synthesis of various organic compounds. It could be employed to couple with ethyl 2-{[(cyclopropylmethyl)[(4-nitrophenyl)methyl]carbamoyl]amino}acetate to synthesize 3-{2-[(2S)-2-(2-bromophenyl)pyrrolidin-1-yl]-2-oxoethyl}-1-[(1-methyl-1H-1,2,3-triazol-4-yl)methyl]-1-[(4-nitrophenyl)methyl]urea (1), which is an important intermediate for the synthesis of tri-vectors Cyps ligands. Through the coupling of the amine, it can also synthesize tert-butyl 2-(2-bromophenyl)pyrrolidine-1-carboxylate (2) with Boc2O.

Synthesis

5-(2-Bromophenyl)-3,4-dihydro-2H-pyrrole (393 mmol, 88 g) was dissolved in methanol (1300 mL), then the acetic acid (330 mL) was added and the solution cooled to -65° C. under a nitrogen atmosphere. Sodium borohydride (589 mmol, 22.28 g) was added portionwise over 1 hour. The reaction was stirred at -65° C. for 30 minutes, then the cooling bath was removed and the reaction mixture temperature was allowed to rise to room temperature. The bulk of the methanol was removed under vacuum then 5N HCl (950 mL) was added and the solution extracted with ether (2×500 mL). The aqueous solution was then basified with sodium hydroxide pellets (310 g) with ice-bath cooling, maintaining the reaction temperature less than 30° C. The basified aqueous was then extracted with ethyl acetate (3×800 mL), the combined organics washed with brine (800 mL), dried with sodium sulfate, evaporated and chromatographed on 1 Kg of silica gel eluting with 19:1 to 9:1 methylene chloride-ethanol to give 2-(2-bromophenyl)pyrrolidine (68.5 g).

2-(2-브로모페닐)-피롤리딘 준비 용품 및 원자재

원자재

준비 용품

2-(2-브로모페닐)-피롤리딘 공급 업체

공급자	전화	이메일	국가	제품 수	이점
Tianjin Xinghan Biotechnology Co., Ltd	+8618698089028	1725517238@qq.com	China	2479	58
Alchem Pharmtech,Inc.	8485655694	sales@alchempharmtech.com	United States	63711	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49391	58
Fuxin Pharmaceutical	+86-021-021-50872116 +8613122107989	contact@fuxinpharm.com	China	10297	58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd	+8613580539051	joe@yuhengpharm.com	CHINA	21149	58
Zhengzhou Alfa Chemical Co.,Ltd	+8618530059196	sale04@alfachem.cn	China	13156	58
Shanghai zaiqi biology technology co., ltd	+86-21-54824098 13817598959	sales@chemzq.com	CHINA	136	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	China	52861	58
Labnetwork lnc.	+86-27-50766799 +8618062016861	contact@labnetwork.com	China	19994	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418684 +8618949823763	sales@tnjchem.com	China	25363	58

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