HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 69937395, compound → HCID 69937498, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 69937395 | HCID 69937395 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69937498 | HCID 69937498 | 99.2% |
Reaction Steps
A solution of tert-butyl ((4aS,5S,7aS)-3-ethyl-7a-(2-fluoro-5-nitrophenyl)-4-oxo-5-(trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate (0.225 g, 0.46 mmol) in ethanol (30 mL) was hydrogenated over 10% Pd/C (50 mg) at RT under a balloon of hydrogen for 2 h. The catalyst was removed by filtration through Celite-washing with ethanol. The filtrate was evaporated to give the title compound (0.21 g, colourless foam). 1H NMR (400 MHz, CDCl3) δ ppm 1.14 (t, J=6.95 Hz, 3H) 1.53 (s, 9H) 3.90-4.12 (m, 3H) 4.31 (d, J=9.60 Hz, 1H) 4.45 (dd, J=9.60, 3.28 Hz, 1H) 4.47-4.56 (m, 1H) 6.46 (dd, J=6.32, 2.78 Hz, 1H) 6.63 (ddd, J=8.59, 3.79, 2.78 Hz, 1H) 6.94 (dd, J=11.12, 8.84 Hz, 1H) 10.49 (br. s., 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09139594B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-2c830c094f8c4517b61482913ccd65da |
| Source note | uspto-grants-2015_09 |