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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43773Generated: October 29, 2026

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

https://huagongshe.com/reaction/43773

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—
ReactantMethyl cis(+/-)-5-(4-amino-3-methoxypiperidin-1-yl)-2-methylpyridine-3-carboxylateHCID 86648721—
ProductMethyl cis(+/-)-5-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-2-methylpyridine-3-carboxylateHCID 86648720—

Reaction Steps

The same operation as in Example (1g) was performed using methyl cis(±)-5-(4-amino-3-methoxypiperidin-1-yl)-2-methylpyridine-3-carboxylate obtained in Example (171b) (113 mg, 0.4 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained by the method described in Example (1d) (64 mg, 0.37 mmol), WSC hydrochloride (211 mg, 1.1 mmol) and HOBt (49.7 mg, 0.37 mmol), to obtain 18.0 mg of the title compound as a pale yellow oily substance (11%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-7c533d55b6904364afe0af7191a7dd14
Source noteuspto-grants-2013_09