Benzo[b]furan-2-boronic acid → (4-Benzofuran-2-yl-phenyl)-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 646432Notes

Reaction equation

HRID 646432 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1B(O)O.[N:13]1([CH2:18][CH:19]2[CH2:23][CH2:22][CH2:21][N:20]2[C:24]([C:26]2[CH:31]=[CH:30][C:29](Br)=[CH:28][CH:27]=2)=[O:25])[CH2:17][CH2:16][CH2:15][CH2:14]1>>[O:1]1[C:2]2=[CH:3][CH:4]=[CH:9][C:8]2=[CH:7][CH:6]=[C:5]1[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=1[C:24]([N:20]1[CH2:21][CH2:22][CH2:23][C@H:19]1[CH2:18][N:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1)=[O:25]

Participants

3

Reactant 2

HCID 2776266Benzo[b]furan-2-boronic acidHCID 11964813(4-Bromo-phenyl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-yl)methanone

Product 1

HCID 68545718(4-Benzofuran-2-yl-phenyl)-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure Q starting from 2-Benzofuran boronic acid and 4-(2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl bromide to give 52 mg (47%). MS (ES+) 375.2

Workup

  1. customto give 52 mg (47%)

Sources & evidence

ORD record
ord-85b17540f59c4db085025727c8cb18db
Source dataset
uspto-grants-2010_04
Patent number
US07705025B2

Reaction notes

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