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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1610101Generated: October 26, 2026

3-Pyridinemethanamine → N5-(3-Pyridylmethyl)-3-(4-fluorophenyl)-1H-5-indazolecarboxamide

https://huagongshe.com/reaction/1610101

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-PyridinemethanamineHCID 31018—
Reactant3-(4-Fluorophenyl)-1H-Indazole-5-Carboxylic AcidHCID 22260722—
SolventDimethylformamideHCID 6228—
Solvent1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ProductN5-(3-Pyridylmethyl)-3-(4-fluorophenyl)-1H-5-indazolecarboxamideHCID 2226070053.8%

Reaction Steps

To a solution of 150 mg of 3-(4-fluorophenyl)-1H-5-indazolecarboxylic acid produced in Production Example I-14 in 2.5 ml dimethylformamide were added a solution of 70 mg of 3-picolylamine in 0.5 ml dimethylformamide and 124 mg of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (=WSC.HCl), and the mixture was stirred at room temperature for four days. After removing the solvent by distillation, the residue was dissolved in 25 ml of ethyl acetate. The mixture was sequentially washed with water and brine, dried over anhydrous magnesium sulfate and the solvent was removed. The resulting crude crystals were recrystallized from ethyl acetate-diisopropyl ether, to give 109 mg of the title compound as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06982274B2
Source datasetuspto-grants-2006_01
ORD IDord-12c9bd26eafb486992feb9bd0881eb27
Source noteuspto-grants-2006_01