1,1-Dimethylhydrazine → 5-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid N',N'-dimethyl-hydrazide

HRID 1695332Notes

Reaction equation

HRID 1695332 reaction equation
CO[C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4].[CH3:24][N:25]([CH3:27])[NH2:26]>>[CH3:24][N:25]([CH3:27])[NH:26][C:3]([C:5]1[NH:6][N:7]=[C:8]([O:10][CH2:11][C:12]2[C:13]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[N:14][O:15][C:16]=2[CH3:17])[CH:9]=1)=[O:4]

Participants

3

Reactant 2

HCID 59761,1-DimethylhydrazineHCID 66643884HCID 66643884, compound

Product 1

HCID 497932405-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid N',N'-dimethyl-hydrazideYield 24%

Procedure

As described for example 1b, 5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (100 mg, 0.32 mmol) was converted, using N,N-dimethylhydrazine instead of morpholine, to the title compound (26 mg, 24%), which was obtained as a white solid. MS: m/e=342.1 [M+H]+.

Sources & evidence

ORD record
ord-39151b5be86f4dbfaac5578eb23d9c95
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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