HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 71114189, compound → HCID 71114184, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 71114189 | HCID 71114189 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 71114184 | HCID 71114184 | 20.6% |
Reaction Steps
Tert-butyl 4-{2-[4-(trifluoromethyl)phenyl]oxazolo[5,4-b]pyridin-6-yl}-5,6-dihydropyridine-1(2H)-carboxylate (170 mg, 0.38 mmol) was dissolved in methanol (10 ml) and added Pd/C (5%) (283 mg). This mixture was stirred under H2 pressure (6.5 kg) for 12 h. Combined methanol fractions were evaporated on rotavapour to obtain the crude. Crude was purified on combiflash using a gradient mixture of EtOAc and Petether (1:9) as eluent to afford the titled compound (35 mg) as a white solid. M. P.: 184-188° C. 1H-NMR (δ ppm, CDCl3, 400 MHz): 8.40 (d, J 8.1, 2H), 8.27 (d, J 2, 1H), 7.93 (d, J 2, 1H), 7.81 (d, J 8.3, 2H), 4.31 (d, J 13.5, 2H), 2.91-2.81 (m, 3H), 1.91 (d, J 12.9, 2H), 1.78-1.62 (m, 2H), 1.50 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181214B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-d3f81cb8beef4a63813f038ea1f0fb77 |
| Source note | uspto-grants-2015_11 |