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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102815Generated: October 31, 2026

2,4-Dichloropyrimidine → 2-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/2102815

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantDiisopropylethylamineHCID 81531—
Reactant1H-Pyrazol-3-amine, 5-methyl-HCID 93146—
SolventEthanolHCID 702—
Product2-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 2313248219.2%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A mixture of 2,4-dichloropyrimidine (0.967 g, 6.49 mmol), 3-amino-5-methylpyrazole (0.63 g, 6.40 mmol), and ethyldiisopropylamine (2.8 mL, 16.22 mmol) in ethanol (13 mL) was stirred at −10° C. for 2 h, then at r.t. overnight, and finally at 50° C. for 3.5 h. The mixture was concentrated to a total volume of approximately 10 mL. Upon repeated addition of diethylether, (2-chloropyrimidin-4-yl)-(5-methylpyrazol-3-yl)amine (0.258 g, 1.23 mmol, 19%) was obtained as colourless crystals. LC/ESI-MS: m/z=210 [M(35Cl)+H]+; m/z=208 [M(35Cl)−H]−; Rt=230 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576090B2
Source datasetuspto-grants-2009_08
ORD IDord-22ed6f52820d4127b7ca3a9095359328
Source noteuspto-grants-2009_08