HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aminopyrazine → 5-(2-(1-methyl-1H-indol-3-yl)imidazo[1,2-a]pyrazin-3-ylamino)-2,3-dihydroinden-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aminopyrazine | HCID 78747 | — |
| Reactant | 1-Methyl-1H-indole-3-carbaldehyde | HCID 87894 | — |
| Reactant | 5-Isocyano-2,3-dihydroinden-1-one | HCID 18719813 | — |
| Catalyst | Scandium(III) triflate | HCID 2734571 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 5-(2-(1-methyl-1H-indol-3-yl)imidazo[1,2-a]pyrazin-3-ylamino)-2,3-dihydroinden-1-one | HCID 11965641 | — |
Reaction Steps
5-Isocyano-2,3-dihydroinden-1-one (6) (60.0 mg, 379 μmol) was combined with pyrazin-2-amine (12) (36.1 mg, 379 μmol), 1-methyl-1H-indole-3-carbaldehyde (15) (60.4 mg, 379 μmol) and Sc(OTf)3 (18.7 mg, 37.9 μmol) in DCM/MeOH and stirred at room temperature overnight. The solvent was evaporated and purified by silica using 2% MeOH/EtOAc to provide 5-(2-(1-methyl-1H-indol-3-yl)imidazo[1,2-a]pyrazin-3-ylamino)-2,3-dihydroinden-1-one (16). MS (APCI) m/z (M+1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07566716B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-28ca106c0b57480d89a242c3d18c7b5f |
| Source note | uspto-grants-2009_07 |