HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-Ethynylpyridine-2,6-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2,6-Pyridinediamine, 3-[2-(trimethylsilyl)ethynyl]- | HCID 59255471 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | 73.8% |
Reaction Steps
To a solution of 3-trimethylsilanylethynyl-pyridin-2,6-diamine (7.0 g, 34.1 mmol) described in Manufacturing Example 13-1-2 in tetrahydrofuran (100 mL) was added tetrabutylammonium fluoride (1M tetrahydrofuran solution, 17 mL, 17 mmol) on an ice bath, which was stirred for 10 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate 3 times. The extract was dried over sodium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate) to obtain the title compound (3.35 g, 73.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691882B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-b6862cfce49d44a2b9ccc9b094563608 |
| Source note | uspto-grants-2010_04 |