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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280978Generated: October 30, 2026

Methanol → 2-chloro-5-fluoro-N-methylpyrimidin-4-amine

https://huagongshe.com/reaction/2280978

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethylamineHCID 6329—
ReactantEthyl AcetateHCID 8857—
Reactant2,4-Dichloro-5-fluoropyrimidineHCID 250705—
SolventEthanolHCID 702—
SolventHeptaneHCID 8900—
Product2-chloro-5-fluoro-N-methylpyrimidin-4-amineHCID 5072307—

Reaction Steps

To a 250 mL round bottom flask equipped with a stir bar was added 9.0 g 5-fluoro-2,4-dichloro-pyrimidine, 40 mL methanol and 15 mL of 8M methylamine in ethanol. The reaction heated up (mild exo-therm) and was allowed to stir at room temperature for ˜30 minutes. A check by TLC (1:1 EtOAc:heptane) and LCMS showed complete reaction. The reaction was concentrated down to give 9.77 g crude material which was purified on a silica column running a gradient of 1% to 10% MeOH in DCM over 35 minutes to give 6.77 g pure 2-chloro-5-fluoro-N-methylpyrimidin-4-amine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139566B2
Source datasetuspto-grants-2015_09
ORD IDord-8f7a26d092ab4ba48989a1642d194c88
Source noteuspto-grants-2015_09