HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylacetyl chloride → 1-(3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-phenylethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylacetyl chloride | HCID 7679 | — |
| Reactant | 3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine | HCID 59490403 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 1-(3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-phenylethanone | HCID 46836775 | 100% |
Reaction Steps
To a mixture of 3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c][2,7]naphthyridine (0.164 g, 0.56 mmol) and 2-phenylacetyl chloride (0.96 mL, 0.724 mmol) was added 1,2-dichloroethane (2 mL). The reaction mixture was stirred at room temperature for 16 hours. The crude reaction mixture was washed with saturated aqueous sodium bicarbonate (20 mL) and brine (20 mL). The organic extract was dried over Na2SO4 and concentrated under reduced pressure to give the desired product, 1-(3-(4-methoxybenzyl)-8,9-dihydro-3H-pyrazolo[3,4-c][2,7]naphthyridin-7(6H)-yl)-2-phenylethanone as a brown oil (0.230 g, 100%). LCMS [M+H]: 413.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263610B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-a07abeb1ec1c40aa953e5d7d68c3db14 |
| Source note | uspto-grants-2012_09 |