HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90418967, compound → HCID 90419025, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90418967 | HCID 90418967 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90419025 | HCID 90419025 | 82.4% |
Reaction Steps
A solution of tert-butyl 4-(3,3-difluoroprop-1-yn-1-yl)-4-hydroxypiperidine-1-carboxylate (350 mg, 1.273 mmol) in 30 mL of anhydrous THF was stirred with Pd/C (200 mg) under H2 atmosphere at 15 psi at 48° C. for 8 h. The reaction mixture was cooled to r.t. and filtered, and the resulting mixture was concentrated in vacuo to afford 293 mg of title compound. 1H NMR (CHLOROFORM-d) δ: 5.89 (tt, J=56.9, 4.3 Hz, 1H), 3.84 (dd, J=9.8, 3.5 Hz, 2H), 3.24-3.10 (m, 2H), 2.05-1.89 (m, 2H), 1.67-1.60 (m, 2H), 1.55 (m, 4H), 1.47 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108921B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-bae0deaf8a8c47e2a488e5ca89cf82bb |
| Source note | uspto-grants-2015_08 |