4-(Trifluoromethyl)phenylboronic acid → HCID 21921313, compound

HRID 1245081Notes

Reaction equation

HRID 1245081 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([NH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=3)=[CH:14][C:13]=2[OH:27])=[O:10])=[CH:4][CH:3]=1.[F:28][C:29]([F:40])([F:39])[C:30]1[CH:35]=[CH:34][C:33](B(O)O)=[CH:32][CH:31]=1>>[OH:27][C:13]1[CH:14]=[C:15]([O:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([Cl:26])[CH:20]=2)[CH:16]=[CH:17][C:12]=1[NH:11][C:9](=[O:10])[CH2:8][C:5]1[CH:6]=[CH:7][C:2]([C:33]2[CH:34]=[CH:35][C:30]([C:29]([F:40])([F:39])[F:28])=[CH:31][CH:32]=2)=[CH:3][CH:4]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 219215852-(4-bromo-phenyl)-N-[2-Hydroxy-4-(3,4-dichloro-phenoxy)phenyl]-acetamide

Product 1

HCID 21921313HCID 21921313, compoundYield 50.5%

Procedure

The resin-bound 2-(4-bromo-phenyl)-N-[2-Hydroxy-4-(3,4-dichloro-phenoxy)-phenyl]-acetamide (120 mg, 0.1 mmol) prepared as described in Example 197 was reacted with 4-trifluoromethyl-phenyl boronic acid (56.7 mg, 0.3 mmol) as generally described in Example 197 to afford (26.9 mg, 50%) the title compound.

Sources & evidence

ORD record
ord-55c5d03b35df403aaf1a799b9b56658c
Source dataset
uspto-grants-2006_10
Patent number
US07122580B2

Reaction notes

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