Isonicotinic Acid → HCID 67215453, compound

HRID 2421129Notes

Reaction equation

[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([NH:15][NH2:16])=[O:14].[C:17](O)(=O)[C:18]1[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:14][C:17]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)=[N:16][N:15]=1

Participants

Reactant 2

HCID 5922Isonicotinic Acid

HCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215453HCID 67215453, compoundYield 20%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using isonicotinic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane:methanol=40:50:10:0 to 0:90:0:10, 57 mg, 20%) which was obtained as a white foam. MS: m/e=305.3 [M+H]+.

Sources & evidence

ORD record: ord-ea45df87652b4d4a977bd50d3a3804db
Source dataset: uspto-grants-2011_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07956074B2

Reaction notes

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