4-(Trifluoromethoxy)phenylboronic acid → HCID 59654834, compound
Reaction equation
[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16](Br)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1.[F:21][C:22]([F:34])([F:33])[O:23][C:24]1[CH:29]=[CH:28][C:27](B(O)O)=[CH:26][CH:25]=1>>[CH3:1][O:2][C:3](=[O:20])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]([C:14]2[O:15][C:16]([C:27]3[CH:26]=[CH:25][C:24]([O:23][C:22]([F:21])([F:33])[F:34])=[CH:29][CH:28]=3)=[CH:17][CH:18]=2)=[O:13])[CH:6]=1Participants
3
Procedure
The methyl ester (16) (100 mg, 0.30 mmol) was coupled to 4-(trifluoromethoxy)-phenylboronic acid (67 mg, 0.33 mmol) using Method E. The crude compound was purified by column chromatography, eluting in 17% EtOAc in heptane to give the title compound.
Workup
- customThe crude compound was purified by column chromatography
- washeluting in 17% EtOAc in heptane
Sources & evidence
- ORD record
- ord-72c6a151cac04b25b13c65f26a6da4c9
- Source dataset
- uspto-grants-2008_02
- Patent number
- US07326732B2
Reaction notes
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