2-(2,4-Difluorobenzyloxy)-5-trifluoromethylphenylboronic acid → 3-{2-[5-Trifluoromethyl-2-(2,4-difluorobenzyloxy)phenyl]cyclopent-1-enyl)-6-aminobenzoic Acid Ethyl Ester

HRID 1767226Notes

Reaction equation

HRID 1767226 reaction equation
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:7]=1B(O)O.[CH2:24]([O:26][C:27](=[O:41])[C:28]1[C:33]([NH2:34])=[CH:32][CH:31]=[C:30]([C:35]2[CH2:39][CH2:38][CH2:37][C:36]=2Br)[CH:29]=1)[CH3:25]>>[CH2:24]([O:26][C:27](=[O:41])[C:28]1[C:33]([NH2:34])=[CH:32][CH:31]=[C:30]([C:35]2[CH2:39][CH2:38][CH2:37][C:36]=2[C:7]2[CH:8]=[C:9]([C:12]([F:15])([F:14])[F:13])[CH:10]=[CH:11][C:6]=2[O:5][CH2:4][C:3]2[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:2]=2[F:1])[CH:29]=1)[CH3:25]

Participants

3

Reactant 2

HCID 211129052-(2,4-Difluorobenzyloxy)-5-trifluoromethylphenylboronic acidHCID 695077973-(2-Bromocyclopent-1-enyl)-6-aminobenzoic acid ethyl ester

Product 1

HCID 695076623-{2-[5-Trifluoromethyl-2-(2,4-difluorobenzyloxy)phenyl]cyclopent-1-enyl)-6-aminobenzoic Acid Ethyl Ester

Procedure

Prepared by general procedure C(iii) but using 2-(2,4-difluorobenzyloxy)-5-trifluoromethylphenylboronic acid instead of 2-(benzyloxy)-5-chlorophenylboronic acid and 3-(2-bromocyclopent-1-enyl)-6-aminobenzoic acid ethyl ester instead of 3-(2-bromo-cyclopent-1-enyl)-methylbenzoic acid ethyl ester.

Workup

  1. customPrepared by general procedure C(iii)

Sources & evidence

ORD record
ord-c66621c2a7b74a1d81529a1f8278a5cb
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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