HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one → 2-(2-(4-(1-aminocyclobutyl)phenyl)-5-oxo-3-phenyl-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)acetonitrile
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-(6-(cyanomethyl)-5-oxo-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamate | HCID 131734399 | — |
| Product | 2-(2-(4-(1-aminocyclobutyl)phenyl)-5-oxo-3-phenyl-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)acetonitrile | HCID 53261923 | 122.4% |
Reaction Steps
Following the procedure for 2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one, tert-butyl(1-(4-(6-(cyanomethyl)-5-oxo-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamate (17 mg, 0.03 mmol) was reacted to afford the title compound (15 mg, 71%). LCMS (Method A): RT=3.80 min, M-NH2=392. 1H NMR (500 MHz, MeOD): 8.33 (1H, S), 7.50 (2H, d), 7.42 (2H, d), 7.31-7.29 (3H, m), 7.22-7.20 (m, 2H), 4.66 (2H, s), 3.92 (2H, t), 3.38 (2H, t), 2.78-2.72 (m, 2H), 2.60-2.54 (m, 2H), 2.27-2.18 (m, 1H), 2.00-1.91 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221838B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-1c0ed293f79e400b9cca5d7f501ff2e9 |
| Source note | uspto-grants-2015_12 |