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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1425238Generated: November 4, 2026

1-Hydroxybenzotriazole → Methyl cis(+/-)-4-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-2-carboxylate

https://huagongshe.com/reaction/1425238

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(+/-)-4-(4-amino-3-methoxypiperidin-1-yl)-6-methylpyridine-2-carboxylateHCID 86648716—
ProductMethyl cis(+/-)-4-(4-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl]amino}-3-methoxypiperidin-1-yl)-6-methylpyridine-2-carboxylateHCID 86648715—

Reaction Steps

The same operation as in Example (1g) was performed using methyl cis(±)-4-(4-amino-3-methoxypiperidin-1-yl)-6-methylpyridine-2-carboxylate obtained in Example (168b) (129 mg, 0.44 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 174 mg of the title compound as a pale yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927588B2
Source datasetuspto-grants-2015_01
ORD IDord-ea77d56b89fc4f8abcc9051ad08d2417
Source noteuspto-grants-2015_01