HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium cyanoborohydride → HCID 86694484, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | Tert-butyl 3-(trifluoromethyl)piperazine-1-carboxylate | HCID 66599850 | — |
| Reactant | 2-(1-Oxo-1,3-dihydroisobenzofuran-5-yl)acetaldehyde | HCID 77231261 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86694484 | HCID 86694484 | — |
Reaction Steps
To a solution of (1-oxo-1,3-dihydro-2-benzofuran-5-yl)acetaldehyde (0.495 g, 2.8 mmol) and tert-butyl 3-(trifluoromethyl)piperazine-1-carboxylate (0.65 g, 2.6 mmol) in methanol (5 ml) at 0° C. was added sodium cyanoborohydride (0.21 g, 3.3 mmol) and the reaction stirred 12 hours at RT. The reaction mixture was concentrated and diluted with water. The aqueous was extracted with dichloromethane and the combined organics washed with brine, dried (MgSO4), filtered and concentrated. MPLC chromatography (2→20% EtOAc:hexane) provided tert-butyl 4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-3-(trifluoromethyl)piperazine-1-carboxylate. LC-MS (IE, m/z): 415.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073882B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-5cb5b37da25f4e84a4ecea919691356e |
| Source note | uspto-grants-2015_07 |