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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383508Generated: October 30, 2026

Sodium Iodide → 2-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amine

https://huagongshe.com/reaction/2383508

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
Reactant2,4-Dichloro-6-methylpyrimidineHCID 79471—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178418806HCID 178418806—
SolventDiethyl EtherHCID 3283—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amineHCID 5805504078.7%

Reaction Conditions

Temperature80 °C

Reaction Steps

To the solution of 2,4-dichloro-6-methylpyrimidine (3.00 g) and 1H-pyrazol-3-amine (1.31 g) in NMP (30 mL) was added NaI (2.36 g) and DIEA (6.33 mL). And the mixture was heated to 80° C. under stirring. After 1 day, the mixture was cooled to room temperature. The mixture was diluted with Et2O. The precipitate was collected by filtration, washed with the mixed solvent of hexane and EtOAc and dried in vacuo to give 2-chloro-6-methyl-N-(1H-pyrazol-5-yl)pyrimidin-4-amine (2.60 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263632B2
Source datasetuspto-grants-2012_09
ORD IDord-eb2ebfb76f194d14b6d1bf7c039fab7b
Source noteuspto-grants-2012_09