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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 43903Generated: October 29, 2026

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

https://huagongshe.com/reaction/43903

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantEthyl 4-methyl-2-[3-(methylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylateHCID 67548189—
Reactant4-chloro-5-ethyl-1H-imidazole-2-carboxylic acidHCID 67548929—
ProductEthyl 2-(3-{[(4-chloro-5-ethyl-1H-imidazol-2-yl)carbonyl](methyl)amino}azetidin-1-yl)-4-methyl-1,3-thiazole-5-carboxylateHCID 6754914291%

Reaction Steps

The same operation as in Example (217c) was performed using ethyl 4-methyl-2-[3-(methylamino)azetidin-1-yl]-1,3-thiazole-5-carboxylate obtained in Example (226b) (114 mg, 0.45 mmol), 4-chloro-5-ethyl-1H-imidazole-2-carboxylic acid obtained in Example (1d) (78 mg, 0.45 mmol), WSC hydrochloride (256 mg, 1.34 mmol), 1-hydroxybenzotriazole (60 mg, 0.45 mmol) and N-methylmorpholine (0.10 mL, 0.89 mmol), to obtain 167 mg of the title compound as a white solid (91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08536197B2
Source datasetuspto-grants-2013_09
ORD IDord-0a3c9124fd1f43d98269fb96e2ca88da
Source noteuspto-grants-2013_09