4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid → HCID 10109411, compound

HRID 2186457Notes

Reaction equation

HRID 2186457 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.[CH2:19]([C:21]1[C:25]([NH2:26])=[C:24]([CH3:27])[O:23][N:22]=1)[CH3:20]>C(OCC)C.CCCCCC>[CH2:19]([C:21]1[C:25]([NH:26][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])=[C:24]([CH3:27])[O:23][N:22]=1)[CH3:20]

Participants

4

Reactant 2

HCID 224566434-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acidHCID 22456668HCID 22456668, compound

Product 1

HCID 10109411HCID 10109411, compoundYield 54.6%

Reagents, catalysts & solvents 1

HCID 21584099Diethylether hexaneSolvent

Procedure

Starting from 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (0.20 g) and 3-ethyl-5-methylisoxazol-4-ylamine (0.20 g). Purification by column chromatography on silica eluting 20-50% ethyl acetate in heptane afforded, after trituration with diethyl ether-hexane, the title compound as a white solid (0.155 g).

Workup

  1. customPurification by column chromatography on silica eluting 20-50% ethyl acetate in heptane
  2. customafforded

Sources & evidence

ORD record
ord-6189d3cd665344b5bd13e8a26fa74005
Source dataset
uspto-grants-2002_06
Patent number
US06403791B1

Reaction notes

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