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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947244Generated: November 2, 2026

Methanol → 6-Isopropoxypyrimidine-2,4-diamine

https://huagongshe.com/reaction/1947244

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant2-BromopropaneHCID 6358—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178507952HCID 178507952—
SolventDimethylformamideHCID 6228—
Product6-Isopropoxypyrimidine-2,4-diamineHCID 59186918—

Reaction Conditions

Temperature40 °C

Reaction Steps

634 mg of sodium hydride (60% in mineral oil, 17.12 mmol) are added in portions under an argon atmosphere to a vigorously stirred solution of 1.8 g (14.27 mmol) of 2,6-diaminopyrimidin-4-ol in 20 ml of DMF. After 30 min, 1.6 ml (17.12 mmol) of isopropyl bromide are added dropwise, and the solution is stirred at 40° C. for 12 h. Methanol (1 mol) is then added to the reaction mixture, which is directly purified by preparative HPLC. Combining the product fractions and removing the solvent result in 250 mg (12% of theory) of the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399471B2
Source datasetuspto-grants-2013_03
ORD IDord-db5fb98a943a402caf8c7c4af9d3b453
Source noteuspto-grants-2013_03