4-Quinolinecarboxylic acid → HCID 67215164, compound

HRID 1983123Notes

Reaction equation

HRID 1983123 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[C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[C:20]([C:27](O)=O)=[CH:19][CH:18]=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:27]([C:20]2[C:21]3[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:17]=[CH:18][CH:19]=2)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 102434-Quinolinecarboxylic acidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215164HCID 67215164, compoundYield 23%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using quinoline-4-carboxylic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=50:30:20 to 20:60:20, 75 mg, 23%) which was obtained as a white solid. MS: m/e=355.2 [M+H]+.

Sources & evidence

ORD record
ord-b2f3c6c57ba04244870daa819b8ef4b1
Source dataset
uspto-grants-2009_06
Patent number
US07541372B2

Reaction notes

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