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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226382Generated: October 30, 2026

Ethyl Acetate → ethyl (2E)-3-(2-{[(3R)-1-(cyclohexylmethyl)-3-pyrrolidinyl]amino}thiazol-4-yl)acrylate hydrochloride

https://huagongshe.com/reaction/226382

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactantethyl (2E)-5-chloro-4-oxo-2-pentenoateHCID 86603623—
Reactant1-[(3R)-1-(cyclohexylmethyl)-3-pyrrolidinyl]thioureaHCID 86603691—
SolventAcetonitrileHCID 6342—
Productethyl (2E)-3-(2-{[(3R)-1-(cyclohexylmethyl)-3-pyrrolidinyl]amino}thiazol-4-yl)acrylate hydrochlorideHCID 8660368960.9%

Reaction Conditions

Temperature70 °C

Reaction Steps

The mixture of ethyl (2E)-5-chloro-4-oxo-2-pentenoate (0.8 g) and 1-[(3R)-1-(cyclohexylmethyl)-3-pyrrolidinyl]thiourea (1.09 g) in CH3CN (16 mL) was stirred at 70° C. for 2 hrs. To the reaction mixture was added an AcOEt (32 mL) and isolated precipitate was collected by filtration to give ethyl (2E)-3-(2-{[(3R)-1-(cyclohexylmethyl)-3-pyrrolidinyl]amino}thiazol-4-yl)acrylate hydrochloride (1.10 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557127B2
Source datasetuspto-grants-2009_07
ORD IDord-83b57657a4ae4f03af0d89a94a34850a
Source noteuspto-grants-2009_07