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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509115Generated: October 31, 2026

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

https://huagongshe.com/reaction/1509115

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-(1-aminocyclobutyl)phenyl)-3-phenyl-7,8-dihydroquinolin-5(6H)-oneHCID 53261734—
ReactantTert-butyl(1-(4-(6-ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutyl)carbamateHCID 123698040—
Product1-(4-(6-Ethyl-3-phenyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2-yl)phenyl)cyclobutanamineHCID 67262187156.4%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221838B2
Source datasetuspto-grants-2015_12
ORD IDord-3b2d7ee17c364c56aeef14d85adc1b0c
Source noteuspto-grants-2015_12