2-Methyl-2H-pyrazol-3-ylamine → 4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (2-methyl-2H-pyrazol-3-yl)-amide

HRID 2186460Notes

Reaction equation

HRID 2186460 reaction equation
[F:1][CH:2]([F:18])[O:3][C:4]1[C:9]2[N:10]=[C:11]([CH2:13][CH3:14])[O:12][C:8]=2[C:7]([C:15]([OH:17])=O)=[CH:6][CH:5]=1.[CH3:19][N:20]1[C:24]([NH2:25])=[CH:23][CH:22]=[N:21]1>>[CH3:19][N:20]1[C:24]([NH:25][C:15]([C:7]2[C:8]3[O:12][C:11]([CH2:13][CH3:14])=[N:10][C:9]=3[C:4]([O:3][CH:2]([F:1])[F:18])=[CH:5][CH:6]=2)=[O:17])=[CH:23][CH:22]=[N:21]1

Participants

3

Reactant 2

HCID 1369272-Methyl-2H-pyrazol-3-ylamineHCID 224566434-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid

Product 1

HCID 101318274-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (2-methyl-2H-pyrazol-3-yl)-amideYield 33.3%

Procedure

Starting from 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (0.23 g) and 2-methyl-2H-pyrazol-3-ylamine (0.1 g). Purification by column chromatography on silica eluting with 5% methanol in dichloromethane afforded the title compound as a cream solid (0.10 g).

Workup

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

Sources & evidence

ORD record
ord-ac8cfebe11464f3a9136c8a826761ec7
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

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