HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propanal → HCID 44181558, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propanal | HCID 527 | — |
| Reactant | HCID 66621492 | HCID 66621492 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 44181558 | HCID 44181558 | 23.5% |
Reaction Steps
A solution of 2-(4-(piperidin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide (200 mg, 0.62 mmol), 10% Pd/C (50 mg) and propanal (0.8 mL, 1.86 mmol) in methanol (20 mL) was purged with hydrogen at room temperature overnight. The solution was filtered and the filtrate was concentrated, the residue was purified by prep-HPLC to give 2-(4-(1-propylpiperidin-4-yl)phenyl)benzo[d]oxazole-7-carboxamide (53 mg, yield 23%). 1H-NMR (400 MHz, CD3OD) δ (ppm): 1.01 (s, 3H), 1.79 (s, 2H), 2.03-2.09 (m, 4H), 3.31-3.34 (m, 2H), 3.67 (s, 2H), 7.30-7.41 (m, 3H), 7.83 (s, 2H), 8.16 (s, 2H); LC-MS (ESI) m/z: 364 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088760B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-9a5c4fffd96543fab826697b440f2e81 |
| Source note | uspto-grants-2012_01 |