4-Bromophenyl cyclopropyl ketone → HCID 57980118, compound

HRID 1867854Notes

Reaction equation

HRID 1867854 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.[C:13]([C:16]1[CH:21]=[CH:20][C:19](B(O)O)=[CH:18][C:17]=1[F:25])([OH:15])=O.[CH3:26][C@@H:27]1[CH2:31][CH2:30][CH2:29][N:28]1[CH2:32][C@@H:33]1[CH2:37][CH2:36][CH2:35][NH:34]1>>[CH:10]1([C:8]([C:5]2[CH:6]=[CH:7][C:2]([C:19]3[CH:20]=[CH:21][C:16]([C:13]([N:34]4[CH2:35][CH2:36][CH2:37][C@H:33]4[CH2:32][N:28]4[CH2:29][CH2:30][CH2:31][C@H:27]4[CH3:26])=[O:15])=[C:17]([F:25])[CH:18]=3)=[CH:3][CH:4]=2)=[O:9])[CH2:12][CH2:11]1

Participants

4

Reactant 3

HCID 813944-Bromophenyl cyclopropyl ketoneHCID 27632014-Carboxy-3-fluorophenylboronic acidHCID 46911921(R)-2-methyl-1-((S)-pyrrolidin-2-ylmethyl)pyrrolidine

Product 1

HCID 57980118HCID 57980118, compound

Procedure

The title compound is prepared in a manner, substantially analogous to Procedures QQ and B′ starting from commercially available (4-Bromo-phenyl)-cyclopropyl-methanone and (4-carboxy-3-fluorophenyl)boronic acid (CAS# 120153-08-4), then 2-(R)-Methyl-1-(2-(S)-pyrrolidinylmethyl)pyrrolidine. MS (M+H) 435.2

Sources & evidence

ORD record
ord-c5877a601dc548769d43c11e009ba3ba
Source dataset
uspto-grants-2009_12
Patent number
US07632857B2

Reaction notes

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