2-(4-(1H-pyrazol-1-yl)phenyl)-N,2-dimethoxy-N-methylacetamide → 2-(4-(1H-pyrazol-1-yl)phenyl)-1-(4-(4-bromo-3,5-dimethoxyphenyl)oxazol-2-yl)-2-methoxyethanone
Reaction equation
[N:1]1([C:6]2[CH:11]=[CH:10][C:9]([CH:12]([O:19][CH3:20])[C:13](N(OC)C)=[O:14])=[CH:8][CH:7]=2)[CH:5]=[CH:4][CH:3]=[N:2]1.[Br:21][C:22]1[C:27]([O:28][CH3:29])=[CH:26][C:25]([C:30]2[N:31]=[CH:32][O:33][CH:34]=2)=[CH:24][C:23]=1[O:35][CH3:36]>>[N:1]1([C:6]2[CH:7]=[CH:8][C:9]([CH:12]([O:19][CH3:20])[C:13]([C:32]3[O:33][CH:34]=[C:30]([C:25]4[CH:24]=[C:23]([O:35][CH3:36])[C:22]([Br:21])=[C:27]([O:28][CH3:29])[CH:26]=4)[N:31]=3)=[O:14])=[CH:10][CH:11]=2)[CH:5]=[CH:4][CH:3]=[N:2]1Participants
3
Procedure
2-(4-(1H-pyrazol-1-yl)phenyl)-1-(4-(4-bromo-3,5-dimethoxyphenyl) oxazol-2-yl)-2-methoxyethanone was synthesized from 2-(4-(1H-pyrazol-1-yl)phenyl)-N,2-dimethoxy-N-methylacetamide and 4-(4-bromo-3,5-dimethoxyphenyl)oxazole by a method similar to that used for Example 2 except that the amide was added to the reaction mixture at −50° C. MS: m/z 498.1 [M+H]+.
Workup
- additionwas added to the reaction mixture at −50° C
Sources & evidence
- ORD record
- ord-890392753c9f4cc49a8f77eae977af4d
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434707B2
Reaction notes
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