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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943779Generated: November 1, 2026

Pyrimidine, 2,4-dichloro-5-methyl- → 2-chloro-5-methyl-N-[(1S)-1-pyridin-3-ylbutyl]pyrimidin-4-amine

https://huagongshe.com/reaction/1943779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
ReactantDiisopropylethylamineHCID 81531—
Reactant(1s)-1-(3-Pyridyl)butylamineHCID 66838311—
SolventEthanolHCID 702—
Product2-chloro-5-methyl-N-[(1S)-1-pyridin-3-ylbutyl]pyrimidin-4-amineHCID 59777371—

Reaction Steps

To a solution of (1S)-1-pyridin-3-ylbutan-1-amine (600 mg, 4.0 mmol) in ethanol (20 mL) was added 2,4-dichloro-5-methylpyrimidine (717 mg, 4.4 mmol) and diisopropylethylamine (1.4 mL, 8 mmol). The solution was heated at reflux for 24 h after which time the solvent was removed under reduced pressure. The residue was dissolved in ethyl acetate (30 mL) and washed with H2O (2×15 mL), brine (15 mL) and dried (Na2SO4). The residue remaining after concentration in vacuo was chromatographed using ethyl acetate-hexanes (9:1) as eluant to separate the desired product (370 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394806B2
Source datasetuspto-grants-2013_03
ORD IDord-6ae9592d1bf2467197e84fcc753ad78c
Source noteuspto-grants-2013_03