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2-(2-Bromophenyl)pyrrolidine

CAS No.: 129540-24-5

Chemical Name:: 2-(2-Bromophenyl)pyrrolidine

Synonyms: 2-(2-BROMOPHENYL)-PYRROLIDINE;Pyrrolidine, 2-(2-bromophenyl)-;2-(2-BroMophenyl)pyrrolidine 97%;2-(2-bromophenyl)-Pyrrolidine (in HCl form)

CBNumber:: CB4470535

Molecular Formula:: C10H12BrN

Molecular Weight:: 226.11

MOL File:: 129540-24-5.mol

Modify Date:: 2024/4/18 9:20:08

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2-(2-Bromophenyl)pyrrolidine Properties

Boiling point	274℃
Density	1.369
Flash point	120℃
storage temp.	2-8°C(protect from light)
pka	9.45±0.10(Predicted)

SAFETY

Risk and Safety Statements

Risk Statements	36/37/38
Safety Statements	26-36/37/39

2-(2-Bromophenyl)pyrrolidine Chemical Properties,Uses,Production

Description

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.

Reactions

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-Bromophenyl)pyrrolidine Preparation Products And Raw materials

Raw materials

5-(2-bromophenyl)-3,4-dihydro-2H-pyrrole Ethyl 2-bromobenzoate

Preparation Products

2-(2-Bromophenyl)pyrrolidine Suppliers

Global( 72)Suppliers

Supplier	Tel	Country	ProdList	Advantage	Inquiry
A.J Chemicals	91-9810153283	New Delhi, India	6100	58	Inquiry
Tianjin Xinghan Biotechnology Co., Ltd	+8618698089028	China	2479	58	Inquiry
CONIER CHEM AND PHARMA LIMITED	+8618523575427	China	49374	58	Inquiry
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd	+8613580539051	CHINA	21142	58	Inquiry
Zhengzhou Alfa Chemical Co.,Ltd	+8618530059196	China	13507	58	Inquiry
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	China	52849	58	Inquiry
Labnetwork lnc.	+86-27-50766799 +8618062016861	China	19987	58	Inquiry
Hefei TNJ Chemical Industry Co.,Ltd.	+86-0551-65418684 +8618949823763	China	25356	58	Inquiry
PT CHEM GROUP LIMITED		China	35425	58	Inquiry
GIHI CHEMICALS CO.,LIMITED	+8618058761490	China	49979	58	Inquiry

Supplier	Advantage
A.J Chemicals	58
Tianjin Xinghan Biotechnology Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
Guangzhou Yuheng Pharmaceutical Technology Co., Ltd	58
Zhengzhou Alfa Chemical Co.,Ltd	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Labnetwork lnc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
PT CHEM GROUP LIMITED	58
GIHI CHEMICALS CO.,LIMITED	58

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2-(2-Bromophenyl)pyrrolidine:Function,Synthesis
2-(2-Bromophenyl)pyrrolidine is a white to beige crystals or crystalline powder,it is a drug that has been studied for its eff....
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129540-24-5( 2-(2-Bromophenyl)pyrrolidine)Related Search:

(R)-2-(2-BROMOPHENYL)PYRROLIDINE 2-(2-Bromophenyl)pyrrolidine (S)-2-(2-BROMOPHENYL)PYRROLIDINE (3S,4R)-4-(4-BROMOPHENYL)PYRROLIDINE-3-CARBOXYLIC ACID N-(4-BROMOPHENYL)PYRROLIDINE,1-(4-BROMOPHENYL)PYRROLIDINE

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(3S,4R)-4-(2-BROMOPHENYL)PYRROLIDINE-3-CARBOXYLIC ACID (S)-2-(4-BROMOPHENYL)PYRROLIDINE N-(3-BROMOPHENYL)PYRROLIDINE,1-(3-Bromophenyl)pyrrolidine 97%,1-(3-BROMOPHENYL)PYRROLIDINE (2S)-2-(2-BROMO-4-FLUOROPHENYL)PYRROLIDINE (2R)-2-(6-BROMO-2-FLUOROPHENYL)PYRROLIDINE

(2R)-2-(2-BROMO-3-CHLOROPHENYL)PYRROLIDINE (2R)-2-(2-BROMO-4,5-DIFLUOROPHENYL)PYRROLIDINE (2R)-2-(2-BROMO-5-FLUOROPHENYL)PYRROLIDINE

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2-(2-bromophenyl)-Pyrrolidine (in HCl form) 2-(2-BroMophenyl)pyrrolidine 97% 2-(2-BROMOPHENYL)-PYRROLIDINE Pyrrolidine, 2-(2-bromophenyl)- 129540-24-5