3-(Aminosulphonyl)benzeneboronic acid → 3'-[6-Trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-biphenyl-3-sulfonic acid amide

HRID 1928273Notes

Reaction equation

HRID 1928273 reaction equation
Br[C:2]1[CH:3]=[C:4]([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]([C:24]([F:27])([F:26])[F:25])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[S:28]([C:32]1[CH:33]=[C:34](B(O)O)[CH:35]=[CH:36][CH:37]=1)(=[O:31])(=[O:30])[NH2:29]>>[F:25][C:24]([F:27])([F:26])[C:10]1[N:9]=[C:8]([C:4]2[CH:3]=[C:2]([C:36]3[CH:35]=[CH:34][CH:33]=[C:32]([S:28]([NH2:29])(=[O:31])=[O:30])[CH:37]=3)[CH:7]=[CH:6][CH:5]=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 441193233-(Aminosulphonyl)benzeneboronic acidHCID 574687952-(3-Bromo-phenyl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine

Product 1

HCID 574690093'-[6-Trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-biphenyl-3-sulfonic acid amide

Procedure

The title compound was prepared from 2-(3-bromo-phenyl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine (example E.81) (0.200 g, 0.448 mmol) and 3-sulfamoyl-benzeneboronic acid (example F.2) (0.100 g, 0.488 mmol) according to the general procedure VI. Obtained as a white solid (0.040 g, 15%). MS (ISP) 523.3 [(M+H)+]; mp 187° C.

Sources & evidence

ORD record
ord-4277d4920f3444f8a164da3dfe6c9897
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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