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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947242Generated: November 4, 2026

Methanol → 2,4-Diamino-6-ethoxypyrimidine

https://huagongshe.com/reaction/1947242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
ReactantEthyl trifluoromethanesulphonateHCID 67924—
ReactantHCID 178507952HCID 178507952—
SolventDimethylformamideHCID 6228—
Product2,4-Diamino-6-ethoxypyrimidineHCID 222663—

Reaction Steps

174 mg of sodium hydride (60% in mineral oil, 4.36 mmol) are added in portions under an argon atmosphere to a vigorously stirred solution of 500 mg (3.96 mmol) of 2,6-diaminopyrimidin-4-ol in 10 ml of DMF. After 30 min, 700 μl (5.15 mmol) of ethyl trifluoromethanesulfonate are added dropwise, and the solution is stirred for a further 20 min. Methanol (1 ml) is then added to the reaction mixture, which is directly purified by preparative HPLC. Combining the product fractions and removing the solvent result in 370 mg (64% 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-832eba073aa44a17a97c71e3a73ca919
Source noteuspto-grants-2013_03