HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (+/-)-Ethyl 1-bromo-3-fluoro-9-oxo-6,7,8,9-tetrahydropyrido[1,2-a]indole-8-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 4-bromo-6-fluoro-2-(methoxycarbonyl)-1H-indole-1-butanoate | HCID 21867557 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (+/-)-Ethyl 1-bromo-3-fluoro-9-oxo-6,7,8,9-tetrahydropyrido[1,2-a]indole-8-carboxylate | HCID 91562839 | 96% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of the compound of Step 1 (13.2 g, 34.1 mmol) in THF (100 mL) at 0° C. was added potassium t-butoxide (34.1 mmol, 1M THF solution). The mixture was stirred at 0° C. for 2 h, poured into 1N HCl and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, concentrated and swished in EtOAc to give 11.6 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07144913B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-3dda87754c32440bb9e7b83e38c96e51 |
| Source note | uspto-grants-2006_12 |