N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamide → 1-(5-(4-Bromo-3,5-dimethoxyphenyl)oxazol-2-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone

HRID 56590Notes

Reaction equation

HRID 56590 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[O:14][CH:13]=[N:12][CH:11]=2)=[CH:4][C:3]=1[O:15][CH3:16].CON(C)[C:20](=[O:36])[CH:21]([O:34][CH3:35])[C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][O:31][CH2:30][CH2:29]2)=[CH:24][CH:23]=1>>[Br:1][C:2]1[C:3]([O:15][CH3:16])=[CH:4][C:5]([C:10]2[O:14][C:13]([C:20](=[O:36])[CH:21]([O:34][CH3:35])[C:22]3[CH:23]=[CH:24][C:25]([N:28]4[CH2:29][CH2:30][O:31][CH2:32][CH2:33]4)=[CH:26][CH:27]=3)=[N:12][CH:11]=2)=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 58431993N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamideHCID 584321505-(4-Bromo-3,5-dimethoxyphenyl)oxazole

Product 1

HCID 584321391-(5-(4-Bromo-3,5-dimethoxyphenyl)oxazol-2-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone

Procedure

1-(5-(4-Bromo-3,5-dimethoxyphenyl)oxazol-2-yl)-2-methoxy-2-(4-morpholinophenyl) ethanone was prepared from 5-(4-bromo-3,5-dimethoxyphenyl)oxazole and N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamide according to the procedure used in Example 30. Recrystallization from EtOAc gave the product as a yellow solid (0.308 g, 56% yield). MS: m/z 517.3 [M+H]+.

Workup

  1. customRecrystallization from EtOAc

Sources & evidence

ORD record
ord-a2a2dc803fa442c4915a751a546cdc25
Source dataset
uspto-grants-2016_09
Patent number
US09434707B2

Reaction notes

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