2-(4-Isopropoxyphenyl)-2-methoxyacetic acid → 1-(4-(4-Bromo-3,5-dimethoxyphenyl)oxazol-2-yl)-2-(4-isopropoxyphenyl)-2-methoxyethanone
Reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([O:15][CH3:16])[C:12]([OH:14])=O)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[CH:17]([O:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([O:34][CH3:35])[C:28]([N:30]([O:32][CH3:33])[CH3:31])=[O:29])=[CH:23][CH:22]=1)([CH3:19])[CH3:18].[Br:36][C:37]1[C:42]([O:43][CH3:44])=[CH:41][C:40]([C:45]2[N:46]=[CH:47][O:48][CH:49]=2)=[CH:39][C:38]=1[O:50][CH3:51]>>[CH:17]([O:20][C:21]1[CH:26]=[CH:25][C:24]([CH:27]([O:34][CH3:35])[C:28]([N:30]([O:32][CH3:33])[CH3:31])=[O:29])=[CH:23][CH:22]=1)([CH3:19])[CH3:18].[Br:36][C:37]1[C:42]([O:43][CH3:44])=[CH:41][C:40]([C:45]2[N:46]=[C:47]([C:12](=[O:14])[CH:11]([C:8]3[CH:7]=[CH:6][C:5]([O:4][CH:1]([CH3:2])[CH3:3])=[CH:10][CH:9]=3)[O:15][CH3:16])[O:48][CH:49]=2)=[CH:39][C:38]=1[O:50][CH3:51]Participants
5
Reactant 3
Product 2
Procedure
2-(4-Isopropoxyphenyl)-N,2-dimethoxy-N-methylacetamide was synthesized from 2-(4-isopropoxyphenyl)-2-methoxyacetic acid following the method used for the synthesis of Example 1. 1-(4-(4-Bromo-3,5-dimethoxyphenyl)oxazol-2-yl)-2-(4-isopropoxyphenyl)-2-methoxyethanone was synthesized from 2-(4-isopropoxyphenyl)-N,2-dimethoxy-N-methylacetamide and 4-(4-bromo-3,5-dimethoxyphenyl)oxazole following the method used for the synthesis of Example 7. MS: m/z 490.1 [M+H]+.
Workup
- customused for the synthesis of Example 1
- customused for the synthesis of Example 7
Sources & evidence
- ORD record
- ord-ffa65426dad0456ebd2ae1acdba2eafe
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434707B2
Reaction notes
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