HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Ethynylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine | HCID 22482858 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Ethynylpyridin-2-amine | HCID 21954827 | 99% |
Reaction Steps
To a solution of 5-trimethylsilanylethynyl-pyridin-2-ylamine (26 mg, 137 mmol) described in Manufacturing Example 28-1-2 in tetrahydrofuran (1 mL) and methanol (1 mL) was added potassium carbonate (37.9 mg, 274 mmol) at room temperature, which was stirred for 1 hour at room temperature. The reaction solution was partitioned into water and ethyl acetate at 0° C. The organic layer was washed with saturated aqueous sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was concentrated under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (16 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841327B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-6a43d2ee26304e1db26883df77080a70 |
| Source note | uspto-grants-2014_09 |