4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid → 4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (5-methyl-3-trifluoromethylisoxazol-4-yl)-amide

HRID 2186471Notes

Reaction equation

HRID 2186471 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][C:20]1[O:24][N:23]=[C:22]([C:25]([F:28])([F:27])[F:26])[C:21]=1[NH2:29]>>[CH3:19][C:20]1[O:24][N:23]=[C:22]([C:25]([F:28])([F:27])[F:26])[C:21]=1[NH:29][C:15]([C:7]1[C:8]2[O:12][C:11]([CH2:13][CH3:14])=[N:10][C:9]=2[C:4]([O:3][CH:2]([F:1])[F:18])=[CH:5][CH:6]=1)=[O:17]

Participants

3

Reactant 2

HCID 224566434-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acidHCID 224566485-Methyl-3-(trifluoromethyl)isoxazol-4-amine

Product 1

HCID 101118874-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (5-methyl-3-trifluoromethylisoxazol-4-yl)-amideYield 10.2%

Procedure

Starting from 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (0.1 g) and 5-methyl-3-trifluoromethylisoxazol-4-ylamine (78 mg). Purification by column chromatography eluting with 20-30% ethyl acetate in hexane afforded the title compound as a white solid (16 mg).

Workup

  1. customPurification by column chromatography
  2. washeluting with 20-30% ethyl acetate in hexane

Sources & evidence

ORD record
ord-1a490aa917c44ad684b2696f20f68fe3
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

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