4-Methylthiophene-2-boronic acid → [4-(4-Methyl-thiophen-2-yl)-phenyl]-((S)-2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

HRID 646433Notes

Reaction equation

HRID 646433 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4](B(O)O)[S:5][CH:6]=1.[N:10]1([CH2:15][CH:16]2[CH2:20][CH2:19][CH2:18][N:17]2[C:21]([C:23]2[CH:28]=[CH:27][C:26](Br)=[CH:25][CH:24]=2)=[O:22])[CH2:14][CH2:13][CH2:12][CH2:11]1>>[CH3:1][C:2]1[CH:3]=[C:4]([C:26]2[CH:27]=[CH:28][C:23]([C:21]([N:17]3[CH2:18][CH2:19][CH2:20][C@H:16]3[CH2:15][N:10]3[CH2:11][CH2:12][CH2:13][CH2:14]3)=[O:22])=[CH:24][CH:25]=2)[S:5][CH:6]=1

Participants

3

Reactant 2

HCID 27343734-Methylthiophene-2-boronic acidHCID 11964813(4-Bromo-phenyl)-(2-pyrrolidin-1-ylmethyl-pyrrolidin-yl)methanone

Product 1

HCID 11631736[4-(4-Methyl-thiophen-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 4-Methyl-2-thiophene boronic acid and 4-(2-Pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl bromide to give 70 mg (67%). MS (ES+) 355.2

Workup

  1. customto give 70 mg (67%)

Sources & evidence

ORD record
ord-29b4bf06a7a744d9bdb77f33c9e9935f
Source dataset
uspto-grants-2010_04
Patent number
US07705025B2

Reaction notes

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