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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78195Generated: October 25, 2026

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

https://huagongshe.com/reaction/78195

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 numberUS08841327B2
Source datasetuspto-grants-2014_09
ORD IDord-0106c4cd6f4b4a95b3cae1e3d2faafcc
Source noteuspto-grants-2014_09