4-Isopropylphenylboronic acid → 2-(4-Isopropyl-4''-trifluoromethyl-[1,1';3',1'']terphenyl-5'-yl)-4-methyl-pentanoic acid
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.[CH:35]([C:38]1[CH:43]=[CH:42][C:41](B(O)O)=[CH:40][CH:39]=1)([CH3:37])[CH3:36]>>[CH:35]([C:38]1[CH:43]=[CH:42][C:41]([C:14]2[CH:15]=[C:10]([CH:5]([CH2:6][CH:7]([CH3:9])[CH3:8])[C:4]([OH:3])=[O:34])[CH:11]=[C:12]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:33])([F:32])[F:31])=[CH:26][CH:25]=3)[CH:13]=2)=[CH:40][CH:39]=1)([CH3:37])[CH3:36]Participants
3
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-isopropyl-phenylboronic acid under the conditions described in Example 1; 1H NMR (400 MHz, MeOD) δ ppm 0.88 (dd, J=6.60, 3.42 Hz, 6H), 1.20 (d, J=6.85 Hz, 6H), 1.44-1.49 (m, 1H), 1.64-1.67 (m, 1H), 1.91-1.96 (m, 1H), 2.83-2.88 (m, 1H), 3.73 (t, J=7.70 Hz, 1H), 7.25 (d, J=8.07 Hz, 2H), 7.51 (dd, J=8.44, 1.83 Hz, 4H), 7.67 (m, 3H), 7.77 (d, J=8.07 Hz, 2H); Calcd for C28H29ClF3O2 (M+H) 455.5, Found 455.
Sources & evidence
- ORD record
- ord-40967f0a81e449bca97fa63c212c0ab5
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08106236B2
Reaction notes
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