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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
MDL Number:
MFCD02663433
MOL File:
129540-24-5.mol
Last updated:2024-04-18 09:20:08

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 price More Price(17)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B803308 2-(2-Bromophenyl)pyrrolidine 129540-24-5 500mg $125 2021-12-16 Buy
American Custom Chemicals Corporation HCH0142318 2-(2-BROMOPHENYL)PYRROLIDINE 95.00% 129540-24-5 1G $1085.7 2021-12-16 Buy
AK Scientific X9751 2-(2-Bromophenyl)pyrrolidine 129540-24-5 25g $1616 2021-12-16 Buy
American Custom Chemicals Corporation HCH0142318 2-(2-BROMOPHENYL)PYRROLIDINE 95.00% 129540-24-5 5G $2243.01 2021-12-16 Buy
Matrix Scientific 073555 2-(2-Bromophenyl)pyrrolidine 95+% 129540-24-5 1g $99 2021-12-16 Buy
Product number Packaging Price Buy
B803308 500mg $125 Buy
HCH0142318 1G $1085.7 Buy
X9751 25g $1616 Buy
HCH0142318 5G $2243.01 Buy
073555 1g $99 Buy

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.

Uses

2-(2-Bromophenyl)pyrrolidine acts as a reagent in the preparation of pyrroloisoquinolinone derivatives which are potential antidepressants.

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.	2-(2-Bromophenyl)pyrrolidine

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).

129540-26-7
129540-24-5
Synthesis of 2-(2-Bromophenyl)pyrrolidine from 5-(2-bromophenyl)-3,4-dihydro-2H-pyrrole

2-(2-Bromophenyl)pyrrolidine Preparation Products And Raw materials

2-(2-Bromophenyl)pyrrolidine Suppliers

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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