Ammonia → 2-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid amide

HRID 1695383Notes

Reaction equation

HRID 1695383 reaction equation
C[O:2][C:3]([C:5]1[N:6]([CH3:24])[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.[NH3:25]>CO>[CH3:24][N:6]1[C:5]([C:3]([NH2:25])=[O:2])=[CH:9][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])=[N:7]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 666438022-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester

Product 1

HCID 497929912-Methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid amideYield 20%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

As described for example 42e, 2-methyl-5-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid methyl ester (170 mg, 0.52 mmol) was converted, using ammonia in methanol instead of ethanolamine, to the title compound (32 mg, 20%) which was obtained as a white solid. MS: m/e=313.1 [M+H]+.

Sources & evidence

ORD record
ord-65f19af08f0742bdb27405cf27ddd1a3
Source dataset
uspto-grants-2012_04
Patent number
US08163728B2

Reaction notes

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