2,3-Difluorobenzoic acid → HCID 16723005, compound

HRID 1983163Notes

Reaction equation

HRID 1983163 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].[F:17][C:18]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](O)=O>>[F:17][C:18]1[C:26]([F:27])=[CH:25][CH:24]=[CH:23][C:19]=1[C:20]1[O:14][C:13]([C:3]2[C:4]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:5][O:6][C:2]=2[CH3:1])=[N:15][N:16]=1

Participants

3

Reactant 2

HCID 3705902,3-Difluorobenzoic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 16723005HCID 16723005, compoundYield 35%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 2,3-difluorobenzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 108 mg, 35%) which was obtained as a white solid. MS: m/e=340.2 [M+H]+.

Sources & evidence

ORD record
ord-013c39f7155642868aa22eb83922446f
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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