(5-Bromopentyl)benzene → (RS)-4-[1-(5-Phenyl-pentyl)-pyrrolidine-3-sulfonyl]-phenol

HRID 1280709Notes

Reaction equation

HRID 1280709 reaction equation
FC(F)(F)C(O)=O.[NH:8]1[CH2:12][CH2:11][CH:10]([S:13]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:9]1.Br[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[C:29]1([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][N:8]2[CH2:12][CH2:11][CH:10]([S:13]([C:16]3[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=3)(=[O:15])=[O:14])[CH2:9]2)[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

3

Reactant 2

HCID 285561(5-Bromopentyl)benzeneHCID 18425771(RS)-4-(Pyrrolidine-3-sulfonyl)-phenol trifluoroacetic acid

Product 1

HCID 18425828(RS)-4-[1-(5-Phenyl-pentyl)-pyrrolidine-3-sulfonyl]-phenol

Procedure

The title compound, MS: m/e=374.4 (M+H+) was prepared from (RS)-4-(pyrrolidine-3-sulfonyl)-phenol trifluoroacetic acid salt and (5-bromo-pentyl)-benzene. (5-Bromo-pentyl)-benzene is a known compound and has been prepared as described in the following reference: J. Thomas; W. Marlow; J. Med. Chem.; 6; 1963; 107-111.

Sources & evidence

ORD record
ord-5913ce2139c8479697a50f3b5071fbf4
Source dataset
uspto-grants-2002_09
Patent number
US06451819B2

Reaction notes

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