3-(Methylthio)benzeneboronic acid → 6-Methyl-6'-(3-methylsulfanyl-phenyl)-4-(4-trifluoromethyl-phenyl)-[2,2']bipyridinyl

HRID 1989663Notes

Reaction equation

HRID 1989663 reaction equation
Br[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH:11]=[C:10]([CH3:24])[N:9]=2)[CH:5]=[CH:4][CH:3]=1.[CH3:25][S:26][C:27]1[CH:28]=[C:29](B(O)O)[CH:30]=[CH:31][CH:32]=1>>[CH3:24][C:10]1[N:9]=[C:8]([C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([C:31]3[CH:30]=[CH:29][CH:28]=[C:27]([S:26][CH3:25])[CH:32]=3)[N:7]=2)[CH:13]=[C:12]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=2)[CH:11]=1

Participants

3

Reactant 2

HCID 27343833-(Methylthio)benzeneboronic acidHCID 866154406'-Bromo-6-methyl-4-(4-trifluoromethylphenyl)-[2,2']bipyridinyl

Product 1

HCID 247606616-Methyl-6'-(3-methylsulfanyl-phenyl)-4-(4-trifluoromethyl-phenyl)-[2,2']bipyridinyl

Procedure

The title compound was prepared from 6′-bromo-6-methyl-4-(4-trifluoromethylphenyl)-[2,2′]bipyridinyl (example E.26) (0.39 g, 1.1 mmol) and commercially available 3-(methylthio)phenylboronic acid (0.183 g, 1.1 mmol) according to the general procedure VI. Obtained as a white solid (0.150 g, 31%). MS (ISP) 437.1 [(M+H)+]; mp 144° C.

Sources & evidence

ORD record
ord-d5078445f5d34b95b2b2b737f7ac9b2e
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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