2-Methoxy-2-(4-morpholinophenyl)acetic acid → 1-(3-(4-bromo-3,5-dimethoxyphenyl)-1H-pyrazol-1-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone

HRID 56577Notes

Reaction equation

HRID 56577 reaction equation
[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)=[CH:4][C:3]=1[O:15][CH3:16].[CH3:17][O:18][CH:19]([C:23]1[CH:28]=[CH:27][C:26]([N:29]2[CH2:34][CH2:33][O:32][CH2:31][CH2:30]2)=[CH:25][CH:24]=1)[C:20](O)=[O:21]>>[Br:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([C:10]2[CH:14]=[CH:13][N:12]([C:20](=[O:21])[CH:19]([O:18][CH3:17])[C:23]3[CH:24]=[CH:25][C:26]([N:29]4[CH2:30][CH2:31][O:32][CH2:33][CH2:34]4)=[CH:27][CH:28]=3)[N:11]=2)=[CH:4][C:3]=1[O:15][CH3:16]

Participants

3

Reactant 2

HCID 584321092-Methoxy-2-(4-morpholinophenyl)acetic acidHCID 178487564HCID 178487564, compound

Product 1

HCID 584320211-(3-(4-bromo-3,5-dimethoxyphenyl)-1H-pyrazol-1-yl)-2-methoxy-2-(4-morpholinophenyl)ethanoneYield 22%

Procedure

1-(3-(4-Bromo-3,5-dimethoxyphenyl)-1H-pyrazol-1-yl)-2-methoxy-2-(4-morpholinophenyl)ethanone was synthesized from 3-(4-bromo-3,5-dimethoxyphenyl)-1H-pyrazole (prepared according to Journal of Org. Chem., 2003, 68, 5381) and 2-methoxy-2-(4-morpholinophenyl)acetic acid using the analogous procedure as for Example 51 to give 1-(3-(4-bromo-3,5-dimethoxyphenyl)-1H-pyrazol-1-yl)-2-methoxy-2-(4-morpholinophenyl) ethanone as a solid (0.065 g, 22% yield). MS: m/z 516.1 [M+H]+.

Sources & evidence

ORD record
ord-0cae13e2516149f1bec0d1bc2ae412bb
Source dataset
uspto-grants-2016_09
Patent number
US09434707B2

Reaction notes

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