HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 66710101, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(3-Methoxy-4-nitrophenyl)piperidin-4-one | HCID 25918857 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 66710101 | HCID 66710101 | 93.2% |
Reaction Steps
1-(3-Methoxy-4-nitrophenyl)piperidin-4-one (INTERMEDIATE 18, 0.70 g, 2.80 mmol), cyclopropanamine (0.160 g, 2.80 mmol) and sodium triacetoxyborohydride (0.889 g, 4.20 mmol) in DCE (15 mL)/THF (5 mL) were stirred at 25° C. for 2 h. The reaction mixture was concentrated in vacuo. The crude residue was taken up in EtOAc and washed with saturated aqueous sodium bicarbonate and brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by chromatography on silica gel (10% MeOH/EtOAc) to give the title product (0.76 g, 93%). m/z 292.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461170B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-604ea29e381347c5a2f27d071102251a |
| Source note | uspto-grants-2013_06 |