4-(Methanesulfonyl)phenylboronic acid → HCID 59004729, compound
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.[CH3:35][S:36]([C:39]1[CH:44]=[CH:43][C:42](B(O)O)=[CH:41][CH:40]=1)(=[O:38])=[O:37]>>[CH3:35][S:36]([C:39]1[CH:44]=[CH:43][C:42]([C:14]2[CH:15]=[C:10]([CH:5]([CH2:6][CH:7]([CH3:8])[CH3:9])[C:4]([OH:3])=[O:34])[CH:11]=[C:12]([C:24]3[CH:29]=[CH:28][C:27]([C:30]([F:31])([F:33])[F:32])=[CH:26][CH:25]=3)[CH:13]=2)=[CH:41][CH:40]=1)(=[O:38])=[O:37]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-methylsulfonyl-phenylboronic acid under the conditions described in Example 1; 1H NMR (400 MHz, MeOD) δ ppm 0.98 (dd, J=6.60, 3.18 Hz, 6H), 1.57 (dt, J=13.45, 6.72 Hz, 1H), 1.77 (ddd, J=13.69, 7.21, 6.97 Hz, 1H), 2.06 (ddd, J=13.57, 7.70, 7.58 Hz, 1H), 3.17 (s, 3H), 3.87 (t, J=7.83 Hz, 1H), 7.72 (d, J=1.71 Hz, 2H), 7.78 (d, J=8.56 Hz, 2H), 7.87-7.91 (m, 3H), 7.95-7.98 (m, 2H), 8.05-8.08 (m, 2H).
Sources & evidence
- ORD record
- ord-af12f99b947541f39d40f64c97968f1b
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08106236B2
Reaction notes
Loading…