Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 13749170 | HCID 13749170 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 20203550 | HCID 20203550 | 90% |
Reaction Steps
A mixture of formic acid (6 mL) and acetic anhydride (12 mL) was heated at 60° C. for 4 hours. A solution of 6,7,8,9-tetrahydro-N-(1-methylethyl)-10-methylpyrido[1,2-a]indol-9-amine (6 g, 24.7 mmol, described in Example 22) in tetrahydrofuran (60 mL) was added at once at 25° C. under exclusion of moisture. The reaction mixture was stirred at 25° C. for 12 hours, then poured into ice water (120 mL). The product was extracted with ether (3×80 mL), and the combined organic layer washed with 5% HCl, 10% NaHCO3, and water. The separated organic layer was dried over MgSO4, filtered, and evaporated to afford 6 g (90%) of the title compound as an amber oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04624954 |
|---|
| Source dataset | uspto-grants-1986_11 |
|---|
| ORD ID | ord-6dd88df1d0a24c29a5a958d71d6ddd36 |
|---|
| Source note | uspto-grants-1986_11 |
|---|