Isopropylamine → 5-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid isopropylamide

HRID 1695329Notes

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].[CH:24]([NH2:27])([CH3:26])[CH3:25]>>[CH:24]([NH:27][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])([CH3:26])[CH3:25]

Participants

Reactant 2

HCID 6363Isopropylamine

HCID 66643884HCID 66643884, compound

Product 1

HCID 497932415-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-2H-pyrazole-3-carboxylic acid isopropylamideYield 13%

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 isopropylamine instead of morpholine, to the title compound (14 mg, 13%), which was obtained as a colorless oil. MS: m/e=341.3 [M+H]+.

Sources & evidence

ORD record: ord-2290a58aa45848ddb2600884070cdd36
Source dataset: uspto-grants-2012_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08163728B2

Reaction notes

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