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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926588Generated: October 26, 2026

Chloroform → N-(2-methyl-5-nitropyridin-3-yl)-4-(pyridin-3-yl)pyrimidin-2-amine

https://huagongshe.com/reaction/1926588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroformHCID 6212—
ReactantSodium hydrideHCID 24758—
Reactant2-Methyl-5-nitropyridin-3-amineHCID 46909774—
Reactant2-(Methylsulfonyl)-4-(pyridin-3-yl)pyrimidineHCID 46909855—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-(2-methyl-5-nitropyridin-3-yl)-4-(pyridin-3-yl)pyrimidin-2-amineHCID 46910559—

Reaction Steps

To a stirred solution of 2-methylsulfonyl-4-(pyridin-3-yl)pyrimidine (3.0 g) and 2-methyl-3-amino-5-nitropyridine (5.0 g) in DMF (50 mL) at 0-5° C. was added sodium hydride (60%, 2.3 g). The reaction mixture was naturally warmed to room temperature and stirred for 6 hours. Chloroform (50 mL) and water (50 mL) were added to the reaction and the phases were separated, the aqueous phase was extracted with Chloroform (2×100 mL). The organic extracts were combined, dried, filtered, concentrated and the residue was purified by chromatography to provide_N-(5-nitro-2-methylpyrid-3-yl)-4-(pyrid-3-yl)-2-pyrimidinamine (5.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183242B2
Source datasetuspto-grants-2012_05
ORD IDord-c1dae2c21b0740288ff7a3fedcf5757c
Source noteuspto-grants-2012_05