HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 9-methylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Anisole | HCID 7519 | — |
| Reactant | 2-t-Butoxycarbonyl-9-methylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole | HCID 10860837 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 9-methylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole | HCID 11021101 | 121% |
Reaction Steps
A 10 ml portion of dichloromethane solution containing 541 mg (1.58 mmol) of 2-t-butoxycarbonyl-9-methylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole was mixed with 1 ml of anisole and 1 ml of trifluoroacetic acid and stirred overnight at room temperature. The solvent was removed by evaporation under a reduced pressure, and the resulting residue was precipitated by adding acetone and diisopropyl ether, thereby obtaining 465 mg (89% in yield) of 9-methylcarbamoylmethyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole as trifluoroacetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06498251B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-3ed69d17c7ab4a20ac2b8366791cb02f |
| Source note | uspto-grants-2002_12 |