HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → (+/-)-3-(1-Benzoylpiperidin-3-yl)-6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (+/-)-6-Methoxy-2-methyl-4-phenyl-3-piperidin-3-ylisoquinolin-1(2H)-one | HCID 11279492 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (+/-)-3-(1-Benzoylpiperidin-3-yl)-6-methoxy-2-methyl-4-phenylisoquinolin-1(2H)-one | HCID 11476505 | — |
Reaction Steps
To a dichloromethane (0.100 mL) solution of (±)-6-methoxy-2-methyl-4-phenyl-3-piperidin-3-ylisoquinolin-1(2H)-one (30 mg, 0.086 mmol) and N,N-diisopropylethylamine (0.017 mL, 0.095 mmol) was added benzoyl chloride (0.011 mL, 0.095 mmol). After 24 hours saturated sodium bicarbonate and additional dichloromethane were added. The layers were separated and the organic phase dried with anhydrous magnesium sulfate. Evaporation of the solvent in vacuo followed by trituration with ether-EtOAc gave a white solid which was isolated by vacuum filtration to give the titled product. ESI+MS: 453.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07741322B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-68befd7e118b41fe843700050647e657 |
| Source note | uspto-grants-2010_06 |