[5-Chloro-2-(2,4-di-fluorobenzyloxy)phenyl]boronic acid → 3-{2-[5-Chloro-2-(2,4-difluorobenzyloxy)phenyl]cyclopent-1-enyl}-5-fluorobenzoic acid ethyl ester

HRID 1767256Notes

Reaction equation

HRID 1767256 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([C:12]2[CH2:16][CH2:15][CH2:14][C:13]=2Br)[CH:6]=1)[CH3:2].[Cl:19][C:20]1[CH:21]=[CH:22][C:23]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:32]=2[F:38])=[C:24](B(O)O)[CH:25]=1>>[CH2:1]([O:3][C:4](=[O:18])[C:5]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]([C:12]2[CH2:16][CH2:15][CH2:14][C:13]=2[C:22]2[CH:21]=[C:20]([Cl:19])[CH:25]=[CH:24][C:23]=2[O:29][CH2:30][C:31]2[CH:36]=[CH:35][C:34]([F:37])=[CH:33][C:32]=2[F:38])[CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 21112998[5-Chloro-2-(2,4-di-fluorobenzyloxy)phenyl]boronic acidHCID 57862528Ethyl 3-(2-bromocyclopent-1-enyl)-5-fluorobenzoate

Product 1

HCID 695082303-{2-[5-Chloro-2-(2,4-difluorobenzyloxy)phenyl]cyclopent-1-enyl}-5-fluorobenzoic acid ethyl ester

Procedure

Prepared by general procedure B(iii) but using 3-(2-bromocyclopent-1-enyl)-5-fluorobenzoic acid ethyl ester instead of 3-(2-bromo-cyclopent-1-enyl)-6-methylbenzoic acid ethyl ester and using [5-chloro-2-(2,4-di-fluorobenzyloxy)phenyl]boronic acid instead of (5-chloro-2-benzyloxyphenyl)boronic acid.

Workup

  1. customPrepared by general procedure

Sources & evidence

ORD record
ord-e40ec17bdcc340548c916e581aa77406
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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