HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 86642655, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-(4-((Tert-butoxycarbonyl)amino)piperidin-1-yl)ethyl methanesulfonate | HCID 56834478 | — |
| Reactant | tert-butyl{1-[2-(7-fluoro-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}carbamate | HCID 59397942 | — |
| Reactant | 7-bromo-5-fluoroquinolin-2(1H)-one | HCID 66774329 | — |
| Reactant | 5-bromo-7-fluoroquinolin-2(1H)-one | HCID 66774356 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86642655 | HCID 86642655 | 33% |
Reaction Steps
A mixture of 5-bromo-7-fluoroquinolin-2(1H)-one and 7-bromo-5-fluoroquinolin-2(1H)-one (Intermediate 177 and 178, 3.0 g, 9.4 mmol) was reacted with sodium hydride (60% in oil, 0.20 g, 5.0 mmol) and 2-{4-[(tert-butoxycarbonyl)amino]piperidin-1-yl}ethyl methanesulfonate (Intermediate 6, 9.4 mmol) as described for Intermediate 141. Chromatography on silica gel with a gradient of 50-75% ethyl acetate in hexanes gave 0.63 g (33%) of the regioisomeric product mixture, which was carried on without further purification to the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07875715B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-435302f1ae8d4bdebfc9b180fdd0d1ac |
| Source note | uspto-grants-2011_01 |