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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535390Generated: October 31, 2026

Sodium Methoxide → 4-Methoxy-6-(2-phenylethynyl)-5-pyrimidin-5-ylpyridin-2-amine

https://huagongshe.com/reaction/535390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium MethoxideHCID 10942334—
Reactant4-Chloro-6-(2-phenylethynyl)-5-pyrimidin-5-ylpyridin-2-amineHCID 86694374—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product4-Methoxy-6-(2-phenylethynyl)-5-pyrimidin-5-ylpyridin-2-amineHCID 86694375—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 4-chloro-6-(2-phenylethynyl)-5-pyrimidin-5-ylpyridin-2-amine C3c (400 mg, 1.3 mmol), sodium methoxide (a solution of 2.61 mmol in 0.29 ml MeOH) and MeOH (2 ml) is stirred for 20 minutes at 100° C. and 10 minutes at 110° C. The mixture is diluted with water and extracted with DCM. The combined organic layers are dried over Na2SO4, concentrated in vacuo and the product purified by NP chromatography. Yield: 228 mg (58%). HPLC-MS: M+H=303.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859541B2
Source datasetuspto-grants-2014_10
ORD IDord-bcfa975a25bb4444b244572464c091b6
Source noteuspto-grants-2014_10