HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Quinolizidin-2-ylmethyl-3,4-dihydro-2 H-[1,3]oxazino[3,2-a]indole-10-Carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Bromo-1-propanol | HCID 12308 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | Quinolizidin-2-ylmethylindole-3-carboxylate | HCID 131719520 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Quinolizidin-2-ylmethyl-3,4-dihydro-2 H-[1,3]oxazino[3,2-a]indole-10-Carboxylate | HCID 44211268 | 51% |
Reaction Steps
eq-Quinolizidin-2-ylmethyl 1 H-indole-3-carboxylate was treated initially with N-chlorosuccinimide (1.5 equivalents) for 2 h, then with 3-bromo-1-propanol (2 equivalents) for 16 h, followed by anhydrous potassium carbonate in acetone, using the method described in Example 1b. The crude product was purified using the same chromatography conditions as in Example 1b to afford the title compound as a colourless oil (51%). This was converted to its hydrochloride salt and crystallised from acetone mp 164°-167° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05852014 |
| Source dataset | uspto-grants-1998_12 |
| ORD ID | ord-8864d76f566143bd9313b36a6b487eca |
| Source note | uspto-grants-1998_12 |