HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Ethynyl-6-methylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Methyl-5-trimethylsilanylethynyl-pyridin-2-ylamine | HCID 59255232 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Ethynyl-6-methylpyridin-2-amine | HCID 55285938 | 88% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841327B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-0106c4cd6f4b4a95b3cae1e3d2faafcc |
| Source note | uspto-grants-2014_09 |