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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2352172Generated: October 31, 2026

Methyl iodide → N-(4-Methoxyphenyl)-N-methyl-4-(3-pyridinyl)-2-pyrimidinamine

https://huagongshe.com/reaction/2352172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantN-(4-Methoxyphenyl)-4-(pyridin-3-yl)pyrimidin-2-amineHCID 14346975—
SolventDimethylformamideHCID 6228—
ProductN-(4-Methoxyphenyl)-N-methyl-4-(3-pyridinyl)-2-pyrimidinamineHCID 14722206—

Reaction Steps

A 2.78 g portion of N-(4-methoxyphenyl)-4-(3-pyridinyl)-2-pyrimidinamine was dissolved in 30 ml of dimethylformamide. A 528 mg portion of sodium hydride (50% in oil) was added, the reaction sealed and stirred for 45 minutes. A solution of 1.70 g of methyl iodide in 2 ml of dimethylformamide was added, the sealed mixture was stirred overnight and the solvent removed. The residue was partitioned between water and chloroform. The organic phase was dried, filtered and evaporated. The residue was crystallized from ether-hexane giving 1.4 g of the desired product as yellow crystals, mp 88°-90° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04876252
Source datasetuspto-grants-1989_10
ORD IDord-7ca9f3a2f3af478dbca59f954336f613
Source noteuspto-grants-1989_10