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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187739Generated: October 30, 2026

1-Hydroxybenzotriazole → 1-Benzhydryl-N-methylazetidine-3-carboxamide

https://huagongshe.com/reaction/1187739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-(Diphenylmethyl)azetidine-3-carboxylic acidHCID 2735440—
ReactantMethylamine hydrochlorideHCID 6364545—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
SolventEthyl AcetateHCID 8857—
Product1-Benzhydryl-N-methylazetidine-3-carboxamideHCID 1377284937.7%

Reaction Steps

400 mg of 1-benzhydrylazetidin-3-carboxylic acid (synthesized according to the method described in WO2005/49602) was dissolved in 4 ml of dimethylformamide, and 683 mg of triethylamine, 122 mg of methylamine hydrochloride, 304 mg of 1-hydroxybenzotriazole and 431 mg of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride were added thereto, and the mixture was stirred at room temperature overnight. The reaction solution was diluted with ethyl acetate. The solution was washed in turn with water and brine and then dried over magnesium sulfate. The solvent was distilled off under reduced pressure, and then the obtained residue was purified by silica gel column chromatography to obtain 158 mg of the objective compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673891B2
Source datasetuspto-grants-2014_03
ORD IDord-5548a1a452f443ebb26a3f4f707ee79c
Source noteuspto-grants-2014_03