HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Iodide → 11-bromo-2,3,5,6-tetrahydro-1H-pyrrolo[2',1':3,4]pyrazino[2,1-b]quinazolin-8(13bH)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 7-bromo-2-(pyrrolidin-2-yl)quinazolin-4(3H)-one | HCID 136038176 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 11-bromo-2,3,5,6-tetrahydro-1H-pyrrolo[2',1':3,4]pyrazino[2,1-b]quinazolin-8(13bH)-one | HCID 58574317 | 29.3% |
Reaction Steps
A solution of 7-bromo-2-(pyrrolidin-2-yl)quinazolin-4(3H)-one (158 mg, 0.49 mmol), K2CO3 (0.5 g, 3.6 mmol), a catalytic amount of NaI, and 1-bromo-2-chloroethane (70 mg, 0.49 mmol) in CH3CN was stirred at 80° C. overnight. After dilution with H2O (30 mL), the mixture was extracted with ethyl acetate (3×100 mL). Then the combined organic layers were dried over Na2SO4 and concentrated to give crude product. After purified by column chromatography, 46 mg of the desired product was obtained. MS (ESI): 320, 322 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772301B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-309c3a10e8314b359ea1ea8dabfff243 |
| Source note | uspto-grants-2014_07 |