4-(Trifluoromethoxy)phenylboronic acid → HCID 59004733, compound

HRID 426332Notes

Reaction equation

HRID 426332 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:48])([F:47])[O:37][C:38]1[CH:43]=[CH:42][C:41](B(O)O)=[CH:40][CH:39]=1>>[CH3:8][CH:7]([CH3:9])[CH2:6][CH:5]([C:10]1[CH:11]=[C:12]([C:24]2[CH:25]=[CH:26][C:27]([C:30]([F:31])([F:32])[F:33])=[CH:28][CH:29]=2)[CH:13]=[C:14]([C:41]2[CH:42]=[CH:43][C:38]([O:37][C:36]([F:48])([F:47])[F:35])=[CH:39][CH:40]=2)[CH:15]=1)[C:4]([OH:34])=[O:3]

Participants

3

Reactant 2

HCID 27343864-(Trifluoromethoxy)phenylboronic acidHCID 577550554-Methyl-2-(5-trifluoromethanesulfonyloxy-4'-trifluoromethyl-biphenyl-3-yl)-pentanoic acid ethyl ester

Product 1

HCID 59004733HCID 59004733, 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 4-trifluoromethoxy-phenylboronic acid under the conditions described in Example 1; 1H NMR (400 MHz, MeOD) δ ppm 0.87-0.98 (m, 6H), 1.56 (dt, J=13.39, 6.63 Hz, 1H), 1.75 (dt, J=13.76, 6.94 Hz, 1H), 1.98-2.08 (m, 1H), 3.84 (t, J=7.83 Hz, 1H), 7.36 (t, J=8.56 Hz, 2H), 7.64 (d, J=5.62 Hz, 2H), 7.70-7.80 (m, 5H), 7.84-7.89 (m, 2H).

Sources & evidence

ORD record
ord-d95888bb28cd41998ca504e0216b2a39
Source dataset
uspto-grants-2012_01
Patent number
US08106236B2

Reaction notes

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