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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2061188Generated: November 3, 2026

Cyclopentanecarbonyl chloride → N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)cyclopentanecarboxamide

https://huagongshe.com/reaction/2061188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanecarbonyl chlorideHCID 78284—
Reactant3-(5-amino-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-oneHCID 59212310—
ReactantHCID 178514171HCID 178514171—
SolventAcetoneHCID 180—
ProductN-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)cyclopentanecarboxamideHCID 58369047—

Reaction Conditions

Temperature40 °C

Reaction Steps

The mixture of cyclopentanecarbonyl chloride (13 mg, 0.1 mmol) and ammonium isothiocyanate (7.6 mg, 0.1 mmol) in acetone (1.0 mL) was heated at 40° C. for 3 h. To the above reaction mixture, 3-(5-amino-2-methylphenyl)-1,7-dimethyl-1,6-naphthyridin-2(1H)-one (15) (27.5 mg, 0.1 mmol) was added at rt and stirred for 30 min. The solvent was removed under vacuum to yield N-(3-(1,7-dimethyl-2-oxo-1,2-dihydro-1,6-naphthyridin-3-yl)-4-methylphenylcarbamothioyl)cyclopentanecarboxamide 27, which was used without purification. MS m/z 435.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278452B2
Source datasetuspto-grants-2012_10
ORD IDord-524181c6751b4f5da148e98abd5c6aa4
Source noteuspto-grants-2012_10