HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N-cyclopropyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(3-Phenyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-one | HCID 68290212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-cyclopropyl-1-(3-phenyl-1,2,4-oxadiazol-5-yl)piperidin-4-amine | HCID 68289604 | — |
Reaction Steps
A mixture of 1-(3-phenyl-[1,2,4]oxadiazol-5-yl)-piperidin-4-one (400 mg), cyclopropylamine (120 μL), sodium triacetoxyborohydride (420 mg), and glacial acetic acid (0.20 mL) in dichloromethane (7 mL) is stirred for two days at room temperature. Dichloromethane is added and the mixture is washed with aqueous K2CO3 solution. The organic phase is dried over Na2SO4 and concentrated in vacuo to afford the title compound. TLC: rf=0.30 (silica gel, CH2Cl2/MeOH 95:5); Mass spectrum (ESI+): m/z=285 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921398B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-0018413305a94f138368da39b32c1dc4 |
| Source note | uspto-grants-2014_12 |