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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520301Generated: November 5, 2026

1-Hydroxybenzotriazole → HCID 131733106, compound

https://huagongshe.com/reaction/1520301

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactantethyl (3R)-piperidine-3-carboxylateHCID 185582—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 117840315HCID 117840315—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 131733106HCID 131733106—

Reaction Steps

A mixture of 4-((2-methyl-1-(2-methyl-4-(4,5,6,7-tetrahydro-2H-indazol-2-yl)phenyl)propyl)amino)benzoic acid obtained in step C, ethyl (3R)-piperidine-3-carboxylate (0.106 mL), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (132 mg), 1-hydroxybenzotriazole (93 mg), N,N-diisopropylethylamine (0.180 mL), 4-dimethylaminopyridine (4.2 mg) and DMF (0.860 mL) was stirred at room temperature overnight. To the reaction mixture was added water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (152.3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073864B2
Source datasetuspto-grants-2015_07
ORD IDord-b93d09049a6c46aa8db760192d7511d3
Source noteuspto-grants-2015_07