4-Ethyl-1-methyl-1H-pyrazol-5-amine → 4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (4-ethyl-2-methyl-2H-pyrazol-3-yl)-amide

HRID 2186469Notes

Reaction equation

HRID 2186469 reaction equation
[N+](C1C=CC(O[C:11]([C:13]2[C:21]3[O:20][C:19]([CH2:22][CH3:23])=[N:18][C:17]=3[C:16]([O:24][CH:25]([F:27])[F:26])=[CH:15][CH:14]=2)=[O:12])=CC=1)([O-])=O.[CH2:28]([C:30]1[CH:34]=[N:33][N:32]([CH3:35])[C:31]=1[NH2:36])[CH3:29]>>[CH2:28]([C:30]1[CH:34]=[N:33][N:32]([CH3:35])[C:31]=1[NH:36][C:11]([C:13]1[C:21]2[O:20][C:19]([CH2:22][CH3:23])=[N:18][C:17]=2[C:16]([O:24][CH:25]([F:26])[F:27])=[CH:15][CH:14]=1)=[O:12])[CH3:29]

Participants

3

Reactant 2

HCID 224566444-Ethyl-1-methyl-1H-pyrazol-5-amineHCID 545360974-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid 4-nitrophenyl ester

Product 1

HCID 99471834-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (4-ethyl-2-methyl-2H-pyrazol-3-yl)-amide

Procedure

Starting from 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid 4-nitro-phenyl ester (100 mg) and 4-ethyl-2-methyl-2H-pyrazol-3-ylamine (64 mg). Purification by column chromatography on silica eluting with 5% methanol in dichloromethane afforded the title compound as an off white solid (55 mg).

Workup

  1. customPurification by column chromatography on silica eluting with 5% methanol in dichloromethane

Sources & evidence

ORD record
ord-8ccb8b1a631248d6bfc7e43dd395bb52
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

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