2-(4-Fluorobenzyloxy)-5-trifluoromethylphenylboronic acid → 3-{2-[5-Trifluoromethyl-2-(4-fluorobenzyloxy)phenyl]cyclopent-1-enyl}-6-aminobenzoic Acid Ethyl Ester

HRID 1767225Notes

Reaction equation

HRID 1767225 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]([F:17])([F:16])[F:15])=[CH:10][C:9]=2B(O)O)=[CH:4][CH:3]=1.[CH2:23]([O:25][C:26](=[O:40])[C:27]1[C:32]([NH2:33])=[CH:31][CH:30]=[C:29]([C:34]2[CH2:38][CH2:37][CH2:36][C:35]=2Br)[CH:28]=1)[CH3:24]>>[CH2:23]([O:25][C:26](=[O:40])[C:27]1[C:32]([NH2:33])=[CH:31][CH:30]=[C:29]([C:34]2[CH2:38][CH2:37][CH2:36][C:35]=2[C:9]2[CH:10]=[C:11]([C:14]([F:17])([F:16])[F:15])[CH:12]=[CH:13][C:8]=2[O:7][CH2:6][C:5]2[CH:21]=[CH:22][C:2]([F:1])=[CH:3][CH:4]=2)[CH:28]=1)[CH3:24]

Participants

3

Reactant 2

HCID 211129212-(4-Fluorobenzyloxy)-5-trifluoromethylphenylboronic acidHCID 695077973-(2-Bromocyclopent-1-enyl)-6-aminobenzoic acid ethyl ester

Product 1

HCID 695079023-{2-[5-Trifluoromethyl-2-(4-fluorobenzyloxy)phenyl]cyclopent-1-enyl}-6-aminobenzoic Acid Ethyl Ester

Procedure

Prepared by general procedure C(iii) but using 2-(4-fluorobenzyloxy)-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)-6-methylbenzoic acid ethyl ester.

Workup

  1. customPrepared by general procedure C(iii)

Sources & evidence

ORD record
ord-49d3c15181be48b5bee315d1d748d73c
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

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