HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 1,2-dimethyl-1H-indole-3-carboxylate → (S)-1-[(1-azabicyclo[2.2.2]oct-3-yl)aminocarbonyl]-6,7,8,9-tetrahydropyrido[1,2-a]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 1,2-dimethyl-1H-indole-3-carboxylate | HCID 599139 | — |
| Reactant | (S)-quinuclidin-3-amine | HCID 719216 | — |
| Reactant | Methyl 6,7,8,9-tetrahydropyrido[1,2-a]indole-1-carboxylate | HCID 19778122 | — |
| Product | (S)-1-[(1-azabicyclo[2.2.2]oct-3-yl)aminocarbonyl]-6,7,8,9-tetrahydropyrido[1,2-a]indole | HCID 53857764 | 82% |
Reaction Steps
Proceeding as in Example 2, Method B, but replacing (RS)-3-amino-1-azabicyclo[2.2.2]octane with (S)-3-amino-1-azabicyclo[2.2.2]octane and ethyl 1,2-dimethylindole-3-carboxylate with methyl 6,7,8,9-tetrahydropyrido[1,2-a]indole-1-carboxylate, from Example 1, there was prepared (S)-1-[(1-azabicyclo[2.2.2]oct-3-yl)aminocarbonyl]-6,7,8,9-tetrahydropyrido[1,2-a]indole (82% yield), m.p. 163°-164° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05189041 |
| Source dataset | uspto-grants-1993_02 |
| ORD ID | ord-1934814f546f477287fd064d9dcbaca1 |
| Source note | uspto-grants-1993_02 |