HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 4-Bromo-7-cyclopropylmethoxymethyl-2-isopropyl-2H-phthalazin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Reactant | 4-Bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one | HCID 21106568 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-7-cyclopropylmethoxymethyl-2-isopropyl-2H-phthalazin-1-one | HCID 68981112 | 87% |
Reaction Steps
Cyclopropyl-methanol (0.05 ml, 0.67 mmol) was dissolved in THF (1 ml). To this was added NaH (60%, 0.028 g, 0.72 mmol) in a single portion. The mixture was stirred at RT for 5 min then 4-bromo-7-bromomethyl-2-isopropyl-2H-phthalazin-1-one (0.2 g, 0.56 mmol) in THF (1 ml) was added in one portion and the reaction mixture was stirred for 1 hour. Whereupon LC-MS indicated complete consumption of starting material, the solvent was removed under vacuum and the residue was purified by flash column chromatography (elution: 80% heptane, 20% EtOAc) to give the title compound (0.17 g, 87% yield) as a light yellow oil. Tr=1.80 min, m/z (ES+) (M+H)+ 351 & 353
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501410B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-eb4446fd96b64ba993f7f75bb602bcb5 |
| Source note | uspto-grants-2009_03 |