HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 7-Isopropyl-9-methoxy-2-(quinolin-2-ylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(Chloromethyl)quinoline hydrochloride | HCID 3083823 | — |
| Reactant | 7-Isopropyl-9-methoxy-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione | HCID 68432588 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-Isopropyl-9-methoxy-2-(quinolin-2-ylmethyl)-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione | HCID 68430558 | — |
Reaction Steps
To a cold solution (0° C.) of 7-isopropyl-9-methoxy-3,4-dihydro-2H-pyrazino[1,2-c]pyrimidine-1,6,8(7H)-trione (0.050 g, 0.197 mmol) in DMF (1.5 mL) was added 2-(chloromethyl)quinoline hydrochloride (0.051 g, 0.237 mmol). Sodium hydride (60% suspension in mineral oil, 0.022 g, 0.868 mmol) was added. The mixture was warmed to room temperature and stirred for 24 hours. The reaction mixture was partitioned between water and EtOAc. The organic phase was washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude product was used in the next step without purification. HPLC RT=3.47 min (Method A); ES MS (M+H)=395.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820680B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-863605e91ff14532955a4086c208b5ca |
| Source note | uspto-grants-2010_10 |