4-(4-Chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-6-methyl-pyrimidine → 5-{4-[4-(4-Chloro-phenyl)-6-methyl-pyrimidin-2-yl]-pyridin-2-yl}-thiophene-2-sulfonic acid tert-butylamide
Reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([C:15]3[CH:20]=[CH:19][N:18]=[C:17](Cl)[CH:16]=3)[N:9]=2)=[CH:4][CH:3]=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:17]2[CH:16]=[C:15]([C:10]3[N:9]=[C:8]([C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=4)[CH:13]=[C:12]([CH3:14])[N:11]=3)[CH:20]=[CH:19][N:18]=2)=[CH:33][CH:34]=1)(=[O:28])=[O:29])([CH3:25])([CH3:23])[CH3:24]Participants
3
Reactant 2
Product 1
Procedure
5-{4-[4-(4-Chloro-phenyl)-6-methyl-pyrimidin-2-yl]-pyridin-2-yl}-thiophene-2-sulfonic acid tert-butylamide was prepared from 4-(4-chloro-phenyl)-2-(2-chloro-pyridin-4-yl)-6-methyl-pyrimidine (example E.45) (0.22 g, 0.7 mmol) and N-tert-butyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-thiophene-2-sulfonamide (example F.1) (0.31 g, 0.9 mmol) according to the general procedure VI. Obtained as a light yellow solid (0.12 g) which was subsequently deprotected.
Sources & evidence
- ORD record
- ord-8c01cac1cab84220b4f43c22321d8f86
- Source dataset
- uspto-grants-2010_01
- Patent number
- US07642264B2
Reaction notes
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