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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714775Generated: October 29, 2026

Sodium Hydroxide → 4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amine

https://huagongshe.com/reaction/714775

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4 (3H)-oneHCID 117840331—
SolventAcetonitrileHCID 6342—
Product4-chloro-N-(1-methyl-1H-pyrazol-4-yl)pyrimidin-2-amineHCID 117840419—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-((1-methyl-1H-pyrazol-4-yl)amino)pyrimidin-4(3H)-one (3.4 g) obtained in Step B in acetonitrile (35 mL) was added dropwise phosphorus oxychloride (3.2 mL), and the mixture was stirred at 80° C. for 2 hr. The reaction mixture was neutralized with 8M aqueous sodium hydroxide solution, and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated to give the title compound (3.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-f717a65933504a04a34e67b16b899f34
Source noteuspto-grants-2015_11