2-(3-Bromo-phenyl)-4-(4-chloro-phenyl)-6-methyl-pyrimidine → N-tert-Butyl-5-{3-[6-(4-chloro-phenyl)-4-methyl-pyrimidin-2-yl]-phenyl}-thiophene-2-sulfonic acid amide
Reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)[CH:11]=[C:10]([CH3:21])[N:9]=2)[CH:5]=[CH:6][CH:7]=1.[C:22]([NH:26][S:27]([C:30]1[S:31][C:32](B2OC(C)(C)C(C)(C)O2)=[CH:33][CH:34]=1)(=[O:29])=[O:28])([CH3:25])([CH3:24])[CH3:23]>>[C:22]([NH:26][S:27]([C:30]1[S:31][C:32]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([C:8]3[N:9]=[C:10]([CH3:21])[CH:11]=[C:12]([C:14]4[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=4)[N:13]=3)[CH:3]=2)=[CH:33][CH:34]=1)(=[O:28])=[O:29])([CH3:25])([CH3:23])[CH3:24]Participants
3
Reactant 2
Product 1
Procedure
N-tert-Butyl-5-{3-[6-(4-chloro-phenyl)-4-methyl-pyrimidin-2-yl]-phenyl}-thiophene-2-sulfonic acid amide was prepared from 2-(3-bromo-phenyl)-4-(4-chloro-phenyl)-6-methyl-pyrimidine (example E.44) (0.36 g, 1.0 mmol) and N-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-2-sulfonamide (example F.1) (0.41 g, 1.2 mmol) according to the general procedure VI. Obtained as a light yellow solid (0.14 g), which was subsequently deprotected.
Sources & evidence
- ORD record
- ord-f4d3b56f16ab4a469471c0ce481d961f
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183262B2
Reaction notes
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