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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051183Generated: October 30, 2026

Indazole-3-carboxylic acid → HCID 10428804, compound

https://huagongshe.com/reaction/2051183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIndazole-3-carboxylic acidHCID 78250—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 10082174HCID 10082174—
SolventDichloromethaneHCID 6344—
ProductHCID 10428804HCID 1042880454.3%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 6-amino-1-benzyl-4-methyl-hexahydro-1H-1,4-diazepine (1.0 g) in dichloromethane (20 ml), 1H-indazole-3-carboxylic acid (740 mg) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (877 mg) are added, and the resulting mixture is stirred at 25° C. for 2 hours. The reaction mixture is washed successively with water and 10% aqueous sodium hydroxide solution, and dried over magnesium sulfate. The solvent is evaporated under reduced pressure, and the residue is chromatographed on silica gel with elution of acetone. Fractions containing the title compound are pooled and evaporated under reduced pressure to give the title compound (0.9 g) as an oil. The free base thus obtained is converted to the hemifumarate of the title compound in a usual manner, m.p. 192-194° C. (recrystallized from ethanol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05017573
Source datasetuspto-grants-1991_05
ORD IDord-1014af833cae4d8fb1aac941961e007a
Source noteuspto-grants-1991_05