HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl Peroxide → 3-bromo-6-(4-fluoro-phenyl)-2-phenoxymethyl-7,8-dihydro-6H-imidazo[1,2-c]pyrimidin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-(4-fluoro-phenyl)-2-phenoxymethyl-7,8-dihydro-6H-imidazo[1,2-c]pyrimidin-5-one | HCID 68290289 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 3-bromo-6-(4-fluoro-phenyl)-2-phenoxymethyl-7,8-dihydro-6H-imidazo[1,2-c]pyrimidin-5-one | HCID 68290637 | 45.6% |
Reaction Steps
Benzoyl peroxide (7.2 mg, 0.03 mmol) was added to a stirred solution of N-bromosuccinimide (30.58 mg, 0.33 mmol) and 6-(4-fluoro-phenyl)-2-phenoxymethyl-7,8-dihydro-6H-imidazo[1,2-c]pyrimidin-5-one (0.1 g, 0.3 mmol) in DCE (5 mL). The mixture was stirred at RT for 16 hours. The solvent was evaporated in vacuo and the crude product was purified by flash column chromatography (silica; AcOEt in DCM with a gradient of 0/100 to 10/90). The desired fractions were collected and the solvents evaporated in vacuo to yield 3-bromo-6-(4-fluoro-phenyl)-2-phenoxymethyl-7,8-dihydro-6H-imidazo[1,2-c]pyrimidin-5-one (57 mg, 35% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865725B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-bec4f4a69a644325be01b182dca1ba4f |
| Source note | uspto-grants-2014_10 |