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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43793Generated: October 29, 2026

1-Hydroxybenzotriazole → Ethyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylate

https://huagongshe.com/reaction/43793

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67548929—
ReactantEthyl cis(+/-)-2-(4-amino-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylateHCID 86648743—
ProductEthyl cis(+/-)-2-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylateHCID 86648742—

Reaction Steps

The same operation as in Example (1g) was performed using ethyl cis(±)-2-(4-amino-3-methoxypiperidin-1-yl)-5-methylpyridine-4-carboxylate obtained in Example (180b) (26.1 mg, 0.09 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (14.8 mg, 0.08 mmol), WSC hydrochloride (48.8 mg, 0.25 mmol) and HOBt (11.5 mg, 0.08 mmol), to obtain 28.8 mg of the title compound as a yellow oily substance (76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-32d81b9deb074a1dbd8960600139cb88
Source noteuspto-grants-2013_09