2-Chloro-4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidine → 4-(4-Chloro-3-methyl-phenyl)-2-(4-iodo-imidazol-1-yl)-6-methyl-pyrimidine
Reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([CH3:15])[CH:9]=2)[CH:5]=[C:4]([CH3:16])[N:3]=1.[I:17][C:18]1[N:19]=[CH:20][NH:21][CH:22]=1>>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:6]2[CH:5]=[C:4]([CH3:16])[N:3]=[C:2]([N:21]3[CH:22]=[C:18]([I:17])[N:19]=[CH:20]3)[N:7]=2)=[CH:9][C:10]=1[CH3:15]Participants
3
Procedure
The title compound was prepared from 2-chloro-4-(4-chloro-3-methyl-phenyl)-6-methyl-pyrimidine (example A.47) (3.5 g, 13.8 mmol) and commercially available 4-iodo-imidazole (2.95 g, 15.2 mmol) according to the general procedure IVa. Obtained as an off-white solid (2.67 g, 92%). MS (ISP) 485.1 [(M+H)+]; mp 223° C.
Sources & evidence
- ORD record
- ord-77ab69a603004638888f7e9aa7ecf25c
- Source dataset
- uspto-grants-2012_05
- Patent number
- US08183262B2
Reaction notes
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