3-(tert-Butylaminosulphonyl)benzeneboronic acid → N-tert-Butyl-3-{1-[4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide

HRID 906260Notes

Reaction equation

HRID 906260 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]2[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:10]=[C:9]([N:17]3[CH:21]=[C:20](I)[N:19]=[CH:18]3)[N:8]=2)=[CH:4][CH:3]=1.[C:23]([NH:27][S:28]([C:31]1[CH:32]=[C:33](B(O)O)[CH:34]=[CH:35][CH:36]=1)(=[O:30])=[O:29])([CH3:26])([CH3:25])[CH3:24]>>[C:23]([NH:27][S:28]([C:31]1[CH:32]=[CH:33][CH:34]=[C:35]([C:20]2[N:19]=[CH:18][N:17]([C:9]3[N:8]=[C:7]([C:5]4[S:6][C:2]([Cl:1])=[CH:3][CH:4]=4)[CH:12]=[C:11]([C:13]([F:16])([F:15])[F:14])[N:10]=3)[CH:21]=2)[CH:36]=1)(=[O:30])=[O:29])([CH3:26])([CH3:24])[CH3:25]

Participants

3

Reactant 2

HCID 441195383-(tert-Butylaminosulphonyl)benzeneboronic acidHCID 67393367HCID 67393367, compound

Product 1

HCID 67393551N-tert-Butyl-3-{1-[4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide

Procedure

N-tert-Butyl-3-{1-[4-(5-chloro-thiophen-2-yl)-6-trifluoromethyl-pyrimidin-2-yl]-1H-imidazol-4-yl}-benzenesulfonamide was prepared from 4-(5-chloro-thiophen-2-yl)-2-(4-iodo-imidazol-1-yl)-6-trifluoromethyl-pyrimidine (example B.1) (0.46 g, 1.0 mmol) and commercially available 3-(tert.-butylsulfamoyl)-phenylboronic acid (0.28 g, 1.1 mmol) according to the general procedure III. Obtained as a light yellow solid (0.3 g) which was subsequently deprotected.

Sources & evidence

ORD record
ord-8cfcfc2f81e64aeabf0d8d35fff279a0
Source dataset
uspto-grants-2011_09
Patent number
US08012986B2

Reaction notes

Loading…