N-Aminomorpholine → 5-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid morpholin-4-ylamide

HRID 1695389Notes

Reaction equation

HRID 1695389 reaction equation
CO[C:3]([C:5]1[N:6]([CH3:25])[N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[NH2:26][N:27]1[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1>>[N:27]1([NH:26][C:3]([C:5]2[N:6]([CH3:25])[N:7]=[C:8]([O:10][CH2:11][C:12]3[C:13]([C:18]4[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=4)=[N:14][O:15][C:16]=3[CH3:17])[CH:9]=2)=[O:4])[CH2:32][CH2:31][O:30][CH2:29][CH2:28]1

Participants

3

Reactant 2

HCID 20315N-AminomorpholineHCID 66643823HCID 66643823, compound

Product 1

HCID 595684085-[3-(4-Fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid morpholin-4-ylamideYield 87%

Procedure

As described for example 48c, 5-[3-(4-fluoro-phenyl)-5-methyl-isoxazol-4-ylmethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.29 mmol) was converted, using 4-aminomorpholine instead of N,N-dimethylhydrazine, to the title compound (104 mg, 87%) which was obtained as a colorless oil. MS: m/e=416.2 [M+H]+.

Sources & evidence

ORD record
ord-e996f01b68804052ac2936751e40dcba
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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