HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 57652582, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | 7-bromo-6-fluoro-2-(4-methoxybenzyl)isoquinolin-1(2H)-one | HCID 59818257 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 57652582 | HCID 57652582 | — |
Reaction Steps
126 mg (0.625 mmol) of 4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester were dissolved in 2.5 mL of dimethylacteamide and 30 mg (0.75 mmol) of NaH (60% purity) were added at room temperature. After 15 minutes 181 mg (0.5 mmol) of 7-bromo-6-fluoro-2-(4-methoxy-benzyl)-2H-isoquinolin-1-one (313) were added and stirring was continued at room temperature. After 5.5 h the solvent was removed i. vac. After adding saturated sodium bicarbonatesodium bicarbonate solution, the mixture was extracted twice with dichloromethane. The organic layers were dried with MgSO4 and evaporated. After final purification by preparative HPLC, 182 mg of the product could be isolated. Rt=1.93 min (Method C). Detected mass: 543.5/545.5 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188117B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-7999c2aaa4714c91aad27fb660bd1dbe |
| Source note | uspto-grants-2012_05 |