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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1694149Generated: November 1, 2026

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

https://huagongshe.com/reaction/1694149

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 numberUS08158657B2
Source datasetuspto-grants-2012_04
ORD IDord-86e5661bd9774d03922725fd6f97b131
Source noteuspto-grants-2012_04