HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → 5-Fluoro-1-({2-oxo-4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}methyl)-2,3-dihydro-1H-indene-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-(1-Oxo-1,3-dihydroisobenzofuran-5-yl)acetaldehyde | HCID 77231261 | — |
| Reactant | 5-Fluoro-1-[(2-oxopiperazin-1-yl)methyl]-2,3-dihydro-1H-indene-4-carbonitrile | HCID 89526271 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-Fluoro-1-({2-oxo-4-[2-(1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-1-yl}methyl)-2,3-dihydro-1H-indene-4-carbonitrile | HCID 117599368 | — |
Reaction Steps
To a flask containing 5-Fluoro-1-[(2-oxopiperazin-1-yl)methyl]-2,3-dihydro-1H-indene-4-carbonitrile (5 mg, 0.018 mmol) and a stir bar was added (1-Oxo-1,3-dihydro-2-benzofuran-5-yl)acetaldehyde (16 mg, 0.091 mmol), Sodium Triacetoxyborohydride (19 mg, 0.091 mmol), and DCM (1 mL). The mixture was allowed to stir at RT for 16 hours. LC-MS indicated formation of the desired product. The solvent was removed, and the residue was redissolved in MeOH (1 mL). The sample was subjected to purification by reverse phase HPLC to afford the title compound. LC-MS (IE, m/z): 434 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999990B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-b9925783ac864e36822290423d2a5171 |
| Source note | uspto-grants-2015_04 |