4-(Aminosulphonyl)benzeneboronic acid → 4-[6-Methyl-4-(4-trifluoromethyl-phenyl)-[2,4']bipyridinyl-2'-yl]-benzenesulfonamide

HRID 1928358Notes

Reaction equation

HRID 1928358 reaction equation
Cl[C:2]1[CH: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][N:3]=1.[NH2:25][S:26]([C:29]1[CH:34]=[CH:33][C:32](B(O)O)=[CH:31][CH:30]=1)(=[O:28])=[O:27]>>[CH3:24][C:10]1[N:9]=[C:8]([C:6]2[CH:5]=[CH:4][N:3]=[C:2]([C:32]3[CH:33]=[CH:34][C:29]([S:26]([NH2:25])(=[O:28])=[O:27])=[CH:30][CH:31]=3)[CH: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 223919774-(Aminosulphonyl)benzeneboronic acidHCID 866154422'-Chloro-6-methyl-4-(4-trifluoromethylphenyl)-[2,4']bipyridinyl

Product 1

HCID 247599474-[6-Methyl-4-(4-trifluoromethyl-phenyl)-[2,4']bipyridinyl-2'-yl]-benzenesulfonamide

Procedure

The title compound was prepared from 2′-chloro-6-methyl-4-(4-trifluoromethyl-phenyl)-[2,4′]bipyridinyl (example E.28) (0.150 g, 0.430 mmol) and commercially available (4-aminosulfonylphenyl)boronic acid [CAS-No. 613660-87-0] (0.146 g, 0.516 mmol) according to the general procedure VI. Obtained as a white solid (0.075 g, 37%). MS (ISP) 470.3 [(M+H)+].

Sources & evidence

ORD record
ord-71d62074ffa64d6b91a8c806cd1e5ad9
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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