HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one → 1-(4-(6-Ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutanamine
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-ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamate | HCID 123698040 | — |
| Product | 1-(4-(6-Ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutanamine | HCID 67262187 | 156.4% |
Reaction Steps
Following the procedure for 2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-one, tert-butyl(1-(4-(6-ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamate (14 mg, 0.03 mmol) was reacted to afford the title compound (18 mg, quantitative). LCMS (Method A): RT=0.44 min, M-NH2=367. 1H NMR (500 MHz, MeOD) 7.76 (1H, s), 7.45 (2H, d), 7.42 (2H, d), 7.30-7.29 (3H, m), 7.19-7.18 (2H, m), 3.47 (2H, q), 3.46 (2H, t), 3.39 (2H, br s), 3.32 (2H, m), 2.77-2.71 (2H, m), 2.60-2.54 (2H, m), 2.27-2.18 (1H, m), 1.99-1.90 (1H, m), 1.50 (3H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221838B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-3b2d7ee17c364c56aeef14d85adc1b0c |
| Source note | uspto-grants-2015_12 |