N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamide → HCID 58432134, compound

HRID 512692Notes

Reaction equation

HRID 512692 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[N:11]=[CH:12][O:13][C:14]=2[C:15]([F:18])([F:17])[F:16])=[CH:4][C:3]=1[O:19][CH3:20].CON(C)[C:24](=[O:40])[CH:25]([O:38][CH3:39])[C:26]1[CH:31]=[CH:30][C:29]([N:32]2[CH2:37][CH2:36][O:35][CH2:34][CH2:33]2)=[CH:28][CH:27]=1>>[Br:1][C:2]1[C:3]([O:19][CH3:20])=[CH:4][C:5]([C:10]2[N:11]=[C:12]([C:24](=[O:40])[CH:25]([O:38][CH3:39])[C:26]3[CH:27]=[CH:28][C:29]([N:32]4[CH2:33][CH2:34][O:35][CH2:36][CH2:37]4)=[CH:30][CH:31]=3)[O:13][C:14]=2[C:15]([F:16])([F:17])[F:18])=[CH:6][C:7]=1[O:8][CH3:9]

Participants

3

Reactant 2

HCID 58431993N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamideHCID 584320644-(4-Bromo-3,5-dimethoxyphenyl)-5-(trifluoromethyl)oxazole

Product 1

HCID 58432134HCID 58432134, compound

Procedure

1-(4-(4-Bromo-3,5-dimethoxyphenyl)-5-(trifluoromethyl)oxazol-2-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone was prepared from 4-(4-bromo-3,5-dimethoxyphenyl)-5-(trifluoromethyl)oxazole (prepared from 4-bromo-3,5-dimethoxybenzaldehyde according to Heterocycles, 1992, 34, 1047) and N,2-dimethoxy-N-methyl-2-(4-morpholinophenyl)acetamide according to the procedure used in Example 30. Purification by chromatography (20-40% EtOAc-hexanes) gave the product as a yellow solid (0.032 g, 14% yield). MS: m/z 585.3 [M+H]+.

Workup

  1. customPurification by chromatography (20-40% EtOAc-hexanes)

Sources & evidence

ORD record
ord-8eaa15a427a3439fa27442288856a127
Source dataset
uspto-grants-2015_08
Patent number
US09102643B2

Reaction notes

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