HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-Ethynylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(2-(Trimethylsilyl)ethynyl)pyridin-2-amine | HCID 22482858 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Ethynylpyridin-2-amine | HCID 21954827 | 99.1% |
Reaction Steps
To a solution of THF (1 mL) and methanol (1 mL) of 5-trimethylsilanylethynyl-pyridin-2-ylamine (26 mg) described in Manufacturing Example 3-2 was added potassium carbonate (38 mg) at room temperature, which was stirred for 1 hour at room temperature. Water was added at 0° C. to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtered, after which the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the titled compound (16 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183264B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-cb77dafaf87c48c5bb543e6459916674 |
| Source note | uspto-grants-2012_05 |