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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 451408Generated: October 25, 2026

Diisopropylethylamine → [1-(2-Methyl-pyrimidin-4-yl)-piperidin-4-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/451408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4-Chloro-2-methylpyrimidineHCID 424447—
Reactant4-Amino-1-Boc-piperidineHCID 1268291—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product[1-(2-Methyl-pyrimidin-4-yl)-piperidin-4-yl]-carbamic acid tert-butyl esterHCID 67343389—

Reaction Conditions

Temperature150 °C

Reaction Steps

A suspension of Boc-4-aminopiperidine (715.3 mg, 3.5 mmol), 4-chloro-2-methylpyrimidine (521 mg, 3.85 mmol) and N,N-diisopropylethyl amine (899 L, 5.25 mmol) in dioxane (14 mL) was heated to 150° C. in the microwave for 30 minutes. The reaction was diluted with water and extracted twice with ethyl acetate. The combined organic layers were washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The title compound was obtained after stirring of the crude product with diethyl ether and drying as white crystals (649.5 mg, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486967B2
Source datasetuspto-grants-2013_07
ORD IDord-d23cd134480144c9ab18247b9b85fa32
Source noteuspto-grants-2013_07