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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967741Generated: October 25, 2026

Ammonia → N-[4-(2-Furyl)-5-morpholinothiazol-2-yl]piperidine-4-carboxamide

https://huagongshe.com/reaction/1967741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDimethyl SulfideHCID 1068—
Reactant1-(Benzyloxycarbonyl)-N-[4-(2-furyl)-5-morpholinothiazol-2-yl]piperidine-4-carboxamideHCID 23144107—
SolventDichloromethaneHCID 6344—
ProductN-[4-(2-Furyl)-5-morpholinothiazol-2-yl]piperidine-4-carboxamideHCID 2314454239.5%

Reaction Steps

Compound 43 (4.71 g, 9.50 mmol) was dissolved in dichloromethane (100 mL), and dimethyl sulfide (29.4 mL, 400 mmol) and boron trifluoride-diethyl ether complex (24.6 mL, 200 mmol) were added thereto, followed by stirring overnight at room temperature. The reaction mixture was poured into 28% aqueous ammonia, followed by extraction with chloroform. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure to afford the entitled Compound 44 (1.36 g, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420827B2
Source datasetuspto-grants-2013_04
ORD IDord-f7981a50443b477886fc481f1c3298f7
Source noteuspto-grants-2013_04