4-Amino-3,5-dimethylisoxazole → HCID 10155190, compound

HRID 1282039Notes

Reaction equation

HRID 1282039 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:17]([OH:19])=O)=[C:7]2[C:11]=1[O:10][C:9]([CH:12]1[CH2:16][CH2:15][CH2:14][O:13]1)=[CH:8]2.[CH3:20][C:21]1[C:25]([NH2:26])=[C:24]([CH3:27])[O:23][N:22]=1>>[CH3:20][C:21]1[C:25]([NH:26][C:17]([C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[C:11]3[O:10][C:9]([CH:12]4[CH2:16][CH2:15][CH2:14][O:13]4)=[CH:8][C:7]=23)=[O:19])=[C:24]([CH3:27])[O:23][N:22]=1

Participants

3

Reactant 2

HCID 1820404-Amino-3,5-dimethylisoxazoleHCID 18423650HCID 18423650, compound

Product 1

HCID 10155190HCID 10155190, compoundYield 66.8%

Procedure

Starting from 7-methoxy-2-(tetrahydrofuran-2-yl)-benzofuran-4-carboxylic acid (262 mg) and 3,5-dimethylisoxazol-4-ylamine (120 mg). Purification by column chromatography on silica eluting with 30% ethyl acetate in hexane afforded the title compound as an off-white solid (238 mg).

Workup

  1. customPurification by column chromatography on silica eluting with 30% ethyl acetate in hexane

Sources & evidence

ORD record
ord-7cf4d592544b4ca9bd15c58831aff9e5
Source dataset
uspto-grants-2002_09
Patent number
US06455561B1

Reaction notes

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