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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509109Generated: November 3, 2026

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

https://huagongshe.com/reaction/1509109

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-oneHCID 53261734—
ReactantTert-butyl(1-(4-(6-(cyanomethyl)-5-oxo-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamateHCID 131734399—
Product2-(2-(4-(1-aminocyclobutyl)phenyl)-5-oxo-3-phenyl-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)acetonitrileHCID 53261923122.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221838B2
Source datasetuspto-grants-2015_12
ORD IDord-1c0ed293f79e400b9cca5d7f501ff2e9
Source noteuspto-grants-2015_12