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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573976Generated: October 30, 2026

Pyrimidine, 2,4-dichloro-5-methyl- → HCID 89400315, compound

https://huagongshe.com/reaction/573976

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
ReactantDiisopropylethylamineHCID 81531—
Reactant(S)-1-(5-Fluoropyridin-2-yl)ethanamine dihydrochlorideHCID 89400394—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
ProductHCID 89400315HCID 8940031561%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of (S)-1-(5-fluoropyridin-2-yl)ethanamine dihydrochloride (prepared as described in WO2006/123113, 560 mg, 2.63 mmol), 2,4-dichloro-5-methylpyrimidine (620 mg, 2.63 mmol) and diisopropylethylamine (1.4 mL, 7.9 mmol) in n-butanol (1 mL) was stirred and heated for 45 min at 110° C. in a microwave oven. The reaction mixture was cooled to ambient temperature and diluted with ethyl acetate. The organic solution was washed with water and brine, dried (MgSO4), filtered and the solvent evaporated under reduced pressure. The residue was purified by flash chromatography (2:1 hexanes/ethyl acetate) to give the title compound (427 mg, 61%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034311B2
Source datasetuspto-grants-2015_05
ORD IDord-e3e958130c1c42a4b42301d50a7ba799
Source noteuspto-grants-2015_05