4-Fluoro-2-methoxybenzoic acid → HCID 16722950, compound

HRID 1983151Notes

Reaction equation

HRID 1983151 reaction equation
[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:5]=2[C:15]([NH:17][NH2:18])=[O:16])[CH2:3][CH2:2]1.[F:19][C:20]1[CH:28]=[CH:27][C:23]([C:24](O)=O)=[C:22]([O:29][CH3:30])[CH:21]=1>>[CH:1]1([C:4]2[O:8][N:7]=[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:5]=2[C:15]2[O:16][C:24]([C:23]3[CH:27]=[CH:28][C:20]([F:19])=[CH:21][C:22]=3[O:29][CH3:30])=[N:18][N:17]=2)[CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 27745454-Fluoro-2-methoxybenzoic acidHCID 67215709HCID 67215709, compound

Product 1

HCID 16722950HCID 16722950, compoundYield 31%

Procedure

As described for example 2, 5-cyclopropyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (1.32 g, 5.43 mmol) was converted using 4-fluoro-2-methoxy-benzoic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 631 mg, 31%) which was obtained as a white solid. MS: m/e=319.0 [M+H]+.

Sources & evidence

ORD record
ord-959e3d088b3441cd8be69de45a9054cf
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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