1H-Indole-5-Carboxylic Acid → HCID 67215437, compound

HRID 2421163Notes

Reaction equation

HRID 2421163 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].[NH:17]1[C:25]2[C:20](=[CH:21][C:22]([C:26](O)=O)=[CH:23][CH:24]=2)[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:26]([C:22]2[CH:21]=[C:20]3[C:25](=[CH:24][CH:23]=2)[NH:17][CH:18]=[CH:19]3)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 742801H-Indole-5-Carboxylic AcidHCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazide

Product 1

HCID 67215437HCID 67215437, compoundYield 55%

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (500 mg, 2.30 mmol) was converted using indole-5-carboxylic acid instead of o-toluic acid to the title compound (SiO2, heptane:ethyl acetate:dichloromethane=70:10:20 to 40:40:20, 430 mg, 55%) which was obtained as a colorless liquid. MS: m/e=343.1 [M+H]+.

Sources & evidence

ORD record
ord-1c66228c1c9940678744ad0271e9afdc
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

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