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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691301Generated: October 26, 2026

Methanol → 5-Ethynyl-6-methylpyridin-2-amine

https://huagongshe.com/reaction/1691301

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPotassium CarbonateHCID 11430—
Reactant6-Methyl-5-trimethylsilanylethynyl-pyridin-2-ylamineHCID 59255232—
SolventWaterHCID 962—
Product5-Ethynyl-6-methylpyridin-2-amineHCID 5528593888%

Reaction Steps

To a mixture of 6-methyl-5-trimethylsilanylethynyl-pyridin-2-ylamine (450 mg, 1.9 mmol) described in Manufacturing Example 187-1-1 and methanol (5 mL) was added potassium carbonate (390 mg, 2.8 mmol), which was stirred for 30 minutes at the same temperature. Water was added to the reaction mixture, which was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride, and was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (220 mg, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153662B2
Source datasetuspto-grants-2012_04
ORD IDord-e3250f0633cd4d54b5d38d9fca0efcc3
Source noteuspto-grants-2012_04