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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43907Generated: October 29, 2026

4-Methylmorpholine → Methyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl](n-propyl)amino}azetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylate

https://huagongshe.com/reaction/43907

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67548929—
ReactantMethyl 4-ethyl-2-[3-(n-propylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylateHCID 68406170—
ProductMethyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl](n-propyl)amino}azetidin-1-yl)-4-ethyl-1,3-thiazole-5-carboxylateHCID 6754948365.6%

Reaction Steps

The same operation as in Example (221c) was performed using methyl 4-ethyl-2-[3-(n-propylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylate obtained in Example (228b) (74 mg, 0.26 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1d) (46 mg, 0.26 mmol), WSC hydrochloride (150 mg, 0.78 mmol), 1-hydroxybenzotriazole (35 mg, 0.26 mmol) and N-methylmorpholine (0.06 mL, 0.52 mmol), to obtain 75 mg of the title compound as a colorless oily substance (65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-3c110367b791433198544c8a56b2c2c7
Source noteuspto-grants-2013_09