3-(tert-Butylaminosulphonyl)benzeneboronic acid → N-tert-Butyl-3-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide

HRID 1989600Notes

Reaction equation

HRID 1989600 reaction equation
I[C:2]1[N:3]=[CH:4][N:5]([C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=3)[CH:10]=[C:9]([C:23]([F:26])([F:25])[F:24])[N:8]=2)[CH:6]=1.[C:27]([NH:31][S:32]([C:35]1[CH:36]=[C:37](B(O)O)[CH:38]=[CH:39][CH:40]=1)(=[O:34])=[O:33])([CH3:30])([CH3:29])[CH3:28]>>[C:27]([NH:31][S:32]([C:35]1[CH:36]=[CH:37][CH:38]=[C:39]([C:2]2[N:3]=[CH:4][N:5]([C:7]3[CH:12]=[C:11]([C:13]4[CH:14]=[CH:15][C:16]([C:19]([F:20])([F:22])[F:21])=[CH:17][CH:18]=4)[CH:10]=[C:9]([C:23]([F:26])([F:25])[F:24])[N:8]=3)[CH:6]=2)[CH:40]=1)(=[O:34])=[O:33])([CH3:30])([CH3:28])[CH3:29]

Participants

3

Reactant 2

HCID 441195383-(tert-Butylaminosulphonyl)benzeneboronic acidHCID 574688062-(4-Iodo-imidazol-1-yl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine

Product 1

HCID 24760817N-tert-Butyl-3-{1-[6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide

Procedure

The title compound was prepared from 2-(4-iodo-imidazol-1-yl)-6-trifluoromethyl-4-(4-trifluoromethyl-phenyl)-pyridine (example E.93) (0.200 g, 0.41 mmol) and commercially available 3-(tert-butylsulfamoyl)-benzeneboronic acid (0.117 g, 0.46 mmol) according to the general procedure VI. Obtained as a white solid (0.120 g, 51%). MS (ISP) 569.2 [(M+H)+].

Sources & evidence

ORD record
ord-efb37614488940b6884b090b83d82f9a
Source dataset
uspto-grants-2010_01
Patent number
US07642264B2

Reaction notes

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