HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86594844, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | Tert-butyl 4-{5-[(trimethylsilyl)ethynyl]pyridin-2-yl}piperazine-1-carboxylate | HCID 69606761 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86594844 | HCID 86594844 | 100% |
Reaction Steps
To a stirred solution of tert-butyl 4-{5-[(trimethylsilyl)ethynyl]pyridin-2-yl}piperazine-1-carboxylate (637 mg, 1.77 mmol), in THF (8 mL) at 25° C. was added tetrabutylammonium fluoride (1.77 mL, 1.0M in THF). The reaction was stirred for 1 hour. Water (5 mL) was then added and product extracted with ethyl acetate (2×5 mL). The combined organic extracts were then dried, (MgSO4), filtered and concentrated in vacuo to give tert-butyl 4-(5-ethynylpyridin-2-yl)piperazine-1-carboxylate as an orange solid (509 mg, 1.77 mmol, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07153857B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-29080fe439fd4da8b27031b6d5721378 |
| Source note | uspto-grants-2006_12 |