HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 3-Ethynylpyridine-2,6-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 2,6-Pyridinediamine, 3-[2-(trimethylsilyl)ethynyl]- | HCID 59255471 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Ethynylpyridine-2,6-diamine | HCID 55281676 | 74.9% |
Reaction Steps
To a solution of THF (100 mL) of 3-trimethylsilanylethynyl-pyridin-2,6-diamine (7.0 g) described in Manufacturing Example 4-2 was added tetrabutylammonium fluoride (1M THF solution, 17 mL) under ice cooling, 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, then concentrated under a reduced pressure, and the residue was purified by silica gel chromatography (ethyl acetate) to obtain the titled compound (3.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183264B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-b3c6c09797a94148bcb969a3a1753ce3 |
| Source note | uspto-grants-2012_05 |