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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470726Generated: October 27, 2026

Water → (S)-N-(1-{4-[1-(6-Chloro-pyrimidin-4-yl)-piperidin-4-yl]-phenyl}-ethyl)-acetamide

https://huagongshe.com/reaction/1470726

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4,6-DichloropyrimidineHCID 70943—
Reactant(S)-N-[1-(4-piperidin-4-yl-phenyl)ethyl]-acetamideHCID 67125412—
SolventTetrahydrofuranHCID 8028—
Product(S)-N-(1-{4-[1-(6-Chloro-pyrimidin-4-yl)-piperidin-4-yl]-phenyl}-ethyl)-acetamideHCID 86666700—

Reaction Conditions

Temperature80 °C

Reaction Steps

0.34 mL (2.43 mmol) TEA are added to a mixture of 181 mg (1.22 mmol) 4,6-dichloropyrimidine and 300 mg (1.22 mmol) (S)-N-[1-(4-piperidin-4-yl-phenyl)-ethyl]-acetamide (V.1) in 3 mL THF. The mixture is stirred for 5 min at 80° C. and for 2 h at rt. After that time, water is added and the mixture is extracted with dichloromethane (2×). The combined organic layers are dried over sodium sulphate. The solvent is evaporated and the residue is purified by column chromatography (silica gel; dichloromethane/methanol, gradient 98:2-95:5) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006450B2
Source datasetuspto-grants-2015_04
ORD IDord-1b8266295767487cb3c87cefc9bc87cc
Source noteuspto-grants-2015_04