2-(2,4-Difluorobenzyloxy)-5-trifluoromethylphenylboronic acid → 3-{2-[5-Trifluoromethyl-2-(2,4-difluorobenzyloxy)phenyl]cyclopent-1-enyl}-5-methylbenzoic Acid Ethyl Ester

HRID 1767253Notes

Reaction equation

HRID 1767253 reaction equation
[CH2:1]([O:3][C:4](=[O:18])[C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]2[CH2:16][CH2:15][CH2:14][C:13]=2Br)[CH:6]=1)[CH3:2].[F:19][C:20]([F:41])([F:40])[C:21]1[CH:22]=[CH:23][C:24]([O:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][C:33]=2[F:39])=[C:25](B(O)O)[CH:26]=1>>[CH2:1]([O:3][C:4](=[O:18])[C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]2[CH2:16][CH2:15][CH2:14][C:13]=2[C:23]2[CH:22]=[C:21]([C:20]([F:40])([F:41])[F:19])[CH:26]=[CH:25][C:24]=2[O:30][CH2:31][C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][C:33]=2[F:39])[CH:6]=1)[CH3:2]

Participants

3

Reactant 2

HCID 211129052-(2,4-Difluorobenzyloxy)-5-trifluoromethylphenylboronic acidHCID 695077393-(2-Bromocyclopent-1-enyl)-5-methylbenzoic acid ethyl ester

Product 1

HCID 695076243-{2-[5-Trifluoromethyl-2-(2,4-difluorobenzyloxy)phenyl]cyclopent-1-enyl}-5-methylbenzoic Acid Ethyl Ester

Procedure

Prepared by general procedure B(iii) but using 3-(2-bromocyclopent-1-enyl)-5-methylbenzoic acid ethyl ester instead of 3-(2-bromo-cyclopent-1-enyl)-6-methyl benzoic acid ethyl ester and using [5-trifluoromethyl-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-913f5a1eee6a4f84be5751687f0c3295
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

Loading…