HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Cyclopent-1-enyl-5-nitro-2-(2,2,2-trifluoro-ethoxy)-pyridine → 5-Cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Cyclopent-1-enyl-5-nitro-2-(2,2,2-trifluoro-ethoxy)-pyridine | HCID 71294294 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Cyclopentyl-6-(2,2,2-trifluoro-ethoxy)-pyridin-3-ylamine | HCID 71294172 | 69.3% |
Reaction Steps
To a solution of 3-cyclopent-1-enyl-5-nitro-2-(2,2,2-trifluoro-ethoxy)-pyridine (Example 1b) (600 mg, 2.08 mmol) in ethyl acetate (30 mL) was added 10% Pd/C (554 mg, 0.52 mmol) under argon atmosphere. The reaction mixture was stirred under hydrogen balloon pressure for 12 h. The catalyst was filtered off and the filtrate was concentrated under reduced pressure. The crude thus obtained was purified by column chromatography (Combi-Flash, 40 g, 25% ethyl acetate/hexane) to get the title compound (375 mg, 69.16%) as colorless liquid; MS (ESI): 259 [M−H]−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455501B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-39468a9e4dd149d5925ad3d06c84dc84 |
| Source note | uspto-grants-2013_06 |