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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573993Generated: November 3, 2026

Water → HCID 71630631, compound

https://huagongshe.com/reaction/573993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4-DichloropyrimidineHCID 77531—
Reactanttert-butyl (3R)-3-aminopiperidine-1-carboxylateHCID 1501974—
SolventDimethylformamideHCID 6228—
ProductHCID 71630631HCID 7163063168.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of 2,4-dichloropyrimidine (2.0 g, 13.4 mmol), (R)-tert-butyl 3-aminopiperidine-1-carboxylate (2.7 g, 13.5 mmol) and NN-diisopropylethylamine (2.3 mL, 13.4 mmol) in N,N′-dimethylformamide (15 mL) was stirred and heated overnight at 90° C. After cooling to ambient temperature, water was added and the resulting mixture was extracted with ethyl acetate. The organic phase was washed with water and brine, dried (MgSO4), filtered and the solvent was evaporated under reduced pressure. The residue was purified by flash chromatography (2:1 hexanes/ethyl acetate) to give the title compound (2.87 g, 68%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034311B2
Source datasetuspto-grants-2015_05
ORD IDord-b5afeca2a15141d0ad953241c162e4c6
Source noteuspto-grants-2015_05