HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 66620506, compound → HCID 44181026, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 66620506 | HCID 66620506 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44181026 | HCID 44181026 | 44.1% |
Reaction Steps
A mixture of benzyl 2-(7-carbamoylbenzo[d]oxazol-2-yl)-2-methylpyrrolidine-1-carboxylate (144 mg, 0.37 mmol), 10% Pd/C (20 mg) in methanol (10 mL) was stirred at room temperature over 1 atm hydrogen for 3 h. Then the mixture was filtered and the filtrate was evaporated under reduced pressure. The residue was purified by flash chromatography. 40 mg of yellow oil of 2-(2-methylpyrrolidin-2-yl)benzo[d]oxazole-7-carboxamide was obtained, yield 43%. 1H-NMR (400 MHz, DMSO-d6): δ 1.58 (s, 3H), 1.76-1.87 (m, 3H), 2.47-2.49 (m, 1H), 2.86-2.91 (m, 1H), 2.97-3.02 (m, 1H), 7.41-7.44 (t, J=6.4 Hz, 1H), 7.69 (s, 1H), 7.74-7.76 (d, J=5.6 Hz, 1H), 7.82 (s, 1H), 8.85-8.87 (d, J=6.4 Hz, 1H). LC-MS (ESI) m/z: 246 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088760B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-3a02191ee8864d6c83a6e5ea4b57f9ff |
| Source note | uspto-grants-2012_01 |