Picolinic acid → HCID 67215438, compound

HRID 2421098Notes

Reaction equation

HRID 2421098 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].[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[C:23](O)=O>>[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:23]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][N:17]=2)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 1018Picolinic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215438HCID 67215438, compoundYield 15%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 2-picolinic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=60:20:20 to 0:80:20, 43 mg, 15%) which was obtained as an off-white solid. MS: m/e 305.2 [M+H]+.

Sources & evidence

ORD record
ord-8fb62e2bc5eb4383beef2307f38168e1
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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