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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090596Generated: October 26, 2026

4-Methylmorpholine → 2-Pyridin-4-yl-1-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-1-yl}ethanone

https://huagongshe.com/reaction/2090596

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-Pyridineacetic acidHCID 34228—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-[4-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrobromideHCID 67166230—
SolventTetrahydrofuranHCID 8028—
Product2-Pyridin-4-yl-1-{4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidin-1-yl}ethanoneHCID 58246474—

Reaction Steps

200 mg (0.46 mmol) of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine hydrobromide, 81 mg (0.46 mmol) of pyridin-4-ylacetic acid, 202 μl (1.84 mmol) of 4-methylmorpholine, 361 mg (1.84 mmol) of EDCl and 135 mg (0.73 mmol) of HOBt are dissolved in 10 ml of THF and stirred at room temperature for 24 h. The reaction mixture is added to saturated ammonium chloride solution and extracted with ethyl acetate. The organic phase is separated off, dried over sodium sulfate and evaporated to dryness. The crude mixture is purified by column chromatography on silica gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436186B2
Source datasetuspto-grants-2013_05
ORD IDord-2fed1cc67a9a4b73a7b90901e8534fb3
Source noteuspto-grants-2013_05