HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 1-acetyl-2,3-dihydro-5-methoxy-1H-indole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,3-dihydro-5-methoxy-1H-indole-2-carboxamide | HCID 21914088 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-acetyl-2,3-dihydro-5-methoxy-1H-indole-2-carboxamide | HCID 21914128 | 53.4% |
Reaction Steps
Triethylamine (0.0106 mole) then acetyl chloride (0.0106 mole) were added to a solution of intermediate (21) (0.0032 mole) in DCM (40 ml) cooled in an ice bath under argon. The mixture was allowed to slowly warm to room temperature and stir overnight. The mixture was cooled in an ice bath and ice cold water (30 ml) was added. After stirring for 10 minutes, the mixture was filtered, and the solid was allowed to dry overnight. The residue was suspended in 50 ml water. The suspension was allowed to stir for 30 minutes, filtered, and dried overnight, yielding 0.40 g of 1-acetyl-2,3-dihydro-5-methoxy-1H-indole-2-carboxamide (intermediate 22, mp. 196-197° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247432B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-70956710f9e14680970063701ba274c7 |
| Source note | uspto-grants-2012_08 |