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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 243150Generated: October 27, 2026

Methanol → 4-Chloro-5-iodo-6-methylpyrimidin-2-amine

https://huagongshe.com/reaction/243150

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-Amino-4-chloro-6-methylpyrimidineHCID 21810—
ReactantN-IodosuccinimideHCID 120273—
SolventAcetonitrileHCID 6342—
Product4-Chloro-5-iodo-6-methylpyrimidin-2-amineHCID 1164472065%

Reaction Conditions

Temperature60 °C

Reaction Steps

4-Chloro-6-methylpyrimidin-2-ylamine (5 g, 0.04 mol) was suspended in acetonitrile (50 mL) and methanol (50 mL) and N-iodosuccinimide (12 g, 0.05 mol, 1.5 equiv.) added to the resulting mixture. The mixture was heated to 60° C. under a nitrogen atmosphere for 3 h. A solid precipitated in the resulting brown mixture and was isolated by filtration and washed with cyclohexane to give a white crystalline solid 6 g, 65%. Additional product (˜2.5 g) was present in the mother liquors. LCMS m/e 270 35Cl/272 37Cl (M++1);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08653089B2
Source datasetuspto-grants-2014_02
ORD IDord-ce675c4bb9cf4fa3b500a612e278c56f
Source noteuspto-grants-2014_02