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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091927Generated: November 2, 2026

Sodium Carbonate → 2-chloro-5-methyl-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/2091927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantPyrimidine, 2,4-dichloro-5-methyl-HCID 74508—
Reactant1H-Pyrazol-3-amine, 5-methyl-HCID 93146—
SolventEthanolHCID 702—
Product2-chloro-5-methyl-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amineHCID 50993643—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 5-methyl-1H-pyrazol-3-amine (3.00 g, 30.9 mmol), 2,4-dichloro-5-methylpyrimidine (5.03 g, 30.9 mmol, 1 equiv.) and Na2CO3 (3.60 g, 34.0 mmol, 1.1 equiv.) in EtOH (100 mL) is heated at 40° C. for 24 h. The solvent is removed in vacuo. The resulting residue is partitioned between EtOAc (350 mL) and water (100 mL). The EtOAc layer is washed with water (3×), saturated aqueous NaCl (1×), dried over Na2SO4, and concentrated in vacuo. The resulting crude product is sonicated in Et2O (200 mL) and the resulting precipitate collected by filtration. This powder is further washed with Et2O, providing the product 2-chloro-5-methyl-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine; ESMS m/z 224.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440681B2
Source datasetuspto-grants-2013_05
ORD IDord-6fdc81e08c5f460f9f4ae9550ac2491c
Source noteuspto-grants-2013_05