HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one → 8(4-(1-aminocyclobutyl)phenyl)-9-phenyl-5,6-dihydro-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one | HCID 53261734 | — |
| Reactant | Tert-butyl(1-(4-(3-oxo-9-phenyl-2,3,5,6-tetrahydro-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)phenyl)cyclobutyl)carbamate | HCID 123922000 | — |
| Product | 8(4-(1-aminocyclobutyl)phenyl)-9-phenyl-5,6-dihydro-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-3(2H)-one | HCID 53261925 | 77.1% |
Reaction Steps
Following the procedure for 2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one, tert-butyl(1-(4-(3-oxo-9-phenyl-2,3,5,6-tetrahydro-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)phenyl)cyclobutyl)carbamate (10 mg, 0.019 mmol) was reacted to afford the title compound (6 mg, 58%). LCMS (Method A): RT=3.51 min, M+2=411.2. 1H NMR (500 MHz, MeOD): 8.23 (1H, S), 7.52 (2H, d), 7.43 (2H, d), 7.34-7.32 (3H, m), 7.26-7.24 (2H, m), 4.09 (2H, t), 3.46 (2H, t), 2.81-2.75 (2H, m), 2.62-2.56 (2H, m), 2.28-2.22 (1H, m), 2.01-1.95 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221838B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-364e024d80604424809919ec87fdb677 |
| Source note | uspto-grants-2015_12 |