(5-Acetylthiophen-2-yl)boronic acid → 1-{5-[4-((S)-2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl]-thiophen-2-yl}-ethanone

HRID 646434Notes

Reaction equation

HRID 646434 reaction equation
[C:1]([C:4]1[S:8][C:7](B(O)O)=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[N:12]1([CH2:17][CH:18]2[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([C:25]2[CH:30]=[CH:29][C:28](Br)=[CH:27][CH:26]=2)=[O:24])[CH2:16][CH2:15][CH2:14][CH2:13]1>>[N:12]1([CH2:17][C@@H:18]2[CH2:22][CH2:21][CH2:20][N:19]2[C:23]([C:25]2[CH:26]=[CH:27][C:28]([C:7]3[S:8][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=3)=[CH:29][CH:30]=2)=[O:24])[CH2:13][CH2:14][CH2:15][CH2:16]1

Participants

3

Reactant 2

HCID 4143377(5-Acetylthiophen-2-yl)boronic acidHCID 11964813(4-Bromo-phenyl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-yl)methanone

Product 1

HCID 116466491-{5-[4-((S)-2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl]-thiophen-2-yl}-ethanone

Procedure

The title compound is prepared in a manner substantially analogous to Procedure Q starting from 5-Acetyl-2-thiophene boronic acid and 4-(2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl bromide to give 42 mg (37%). MS (ES+) 383.2

Workup

  1. customto give 42 mg (37%)

Sources & evidence

ORD record
ord-0fa13721827b4c289bbde79f6f506ebc
Source dataset
uspto-grants-2010_04
Patent number
US07705025B2

Reaction notes

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