3-(tert-Butylaminosulphonyl)benzeneboronic acid → N-tert-Butyl-3-{6-[4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-pyridin-2-yl}-benzenesulfonamide

HRID 1928389Notes

Reaction equation

HRID 1928389 reaction equation
Br[C:2]1[N:7]=[C:6]([C:8]2[N:13]=[C:12]([C:14]([F:17])([F:16])[F:15])[CH:11]=[C:10]([C:18]3[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][CH:19]=3)[N:9]=2)[CH:5]=[CH:4][CH:3]=1.[C:28]([NH:32][S:33]([C:36]1[CH:37]=[C:38](B(O)O)[CH:39]=[CH:40][CH:41]=1)(=[O:35])=[O:34])([CH3:31])([CH3:30])[CH3:29]>>[C:28]([NH:32][S:33]([C:36]1[CH:41]=[CH:40][CH:39]=[C:38]([C:2]2[CH:3]=[CH:4][CH:5]=[C:6]([C:8]3[N:13]=[C:12]([C:14]([F:15])([F:17])[F:16])[CH:11]=[C:10]([C:18]4[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:25])[F:26])=[CH:20][CH:19]=4)[N:9]=3)[N:7]=2)[CH:37]=1)(=[O:35])=[O:34])([CH3:31])([CH3:30])[CH3:29]

Participants

3

Reactant 2

HCID 441195383-(tert-Butylaminosulphonyl)benzeneboronic acidHCID 57468809HCID 57468809, compound

Product 1

HCID 57469050N-tert-Butyl-3-{6-[4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidin-2-yl]-pyridin-2-yl}-benzenesulfonamide

Procedure

The title compound was prepared from 2-(6-bromo-pyridin-2-yl)-4-trifluoromethyl-6-(4-trifluoromethyl-phenyl)-pyrimidine (example E.100) (0.600 g, 1.34 mmol) and commercially available 3-(tert-butylsulfamoyl)-benzeneboronic acid (0.448 g, 1.74 mmol) according to the general procedure VI. Obtained as a light yellow foam (0.318 g, 41%). MS (ISP) 581.6 [(M+H)+]; mp 75° C.

Sources & evidence

ORD record
ord-bec9e1283b4041a19dae23ae59da0e76
Source dataset
uspto-grants-2012_05
Patent number
US08183262B2

Reaction notes

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