3-(Trifluoromethyl)phenylboronic acid → HCID 59004791, compound

HRID 426324Notes

Reaction equation

HRID 426324 reaction equation
C([O:3][C:4](=[O:34])[CH:5]([C:10]1[CH:11]=[C:12]([C:24]2[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=2)[CH:13]=[C:14](OS(C(F)(F)F)(=O)=O)[CH:15]=1)[CH2:6][CH:7]([CH3:9])[CH3:8])C.[F:35][C:36]([F:47])([F:46])[C:37]1[CH:38]=[C:39](B(O)O)[CH:40]=[CH:41][CH:42]=1>>[F:35][C:36]([F:47])([F:46])[C:37]1[CH:38]=[C:39]([C:14]2[CH:15]=[C:10]([CH:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:4]([OH:34])=[O:3])[CH:11]=[C:12]([C:24]3[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:29]=3)[CH:13]=2)[CH:40]=[CH:41][CH:42]=1

Participants

3

Reactant 2

HCID 27343883-(Trifluoromethyl)phenylboronic acidHCID 577550554-Methyl-2-(5-trifluoromethanesulfonyloxy-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester

Product 1

HCID 59004791HCID 59004791, compound

Procedure

The title compound was prepared from a Suzuki coupling of 4-Methyl-2-(5-trifluoromethanesulfonyloxy-4′-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester (intermediate Example 1g) with 3-trifluoromethyl-phenylboronic acid under the conditions described in Example 1; 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 0.88-0.99 (m, 6H), 1.53-1.63 (m, 1H), 1.78 (ddd, J=13.82, 7.09, 6.97 Hz, 1H), 2.0-2.15 (m, 1H), 3.83 (t, J=7.70 Hz, 1H), 7.56-7.61 (m, 3H) 7.63-7.74 (m, 6H) 7.74-7.86 (m, 2H); Calcd for C26H22F6O2 (M+H) 481.44, Found 481.

Sources & evidence

ORD record
ord-808ba164de8c4669a186a8f2794e3218
Source dataset
uspto-grants-2012_01
Patent number
US08106236B2

Reaction notes

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