Reaction #1945147

Reaction equation

1-ethyl-7-phenylamino-1H-[1,6]naphthyridin-2-one

hydrogen

→

1-ethyl-7-phenylamino-3,4-dihydro-1H-[1,6]naphthyridin-2-one

Yield 13.0%

Solvents

ethanol

Conditions

Workup

1. 1
   FiltrationThe suspension was filtered
2. 2
   Concentrationthe filtrate was concentrated to a solid residue that
3. 3
   Otherwas purified by preparative thin layer chromatography

Procedure

A suspension of 1-ethyl-7-phenylamino-1H-[1,6]naphthyridin-2-one from Example W (75 mg, 0.29 mmol), 0.6 g of Raney nickel, and 50 mL of ethanol was stirred under 50 psi of hydrogen at room temperature for 23 hours. The suspension was filtered and the filtrate was concentrated to a solid residue that was purified by preparative thin layer chromatography to give 1-ethyl-7-phenylamino-3,4-dihydro-1H-[1,6]naphthyridin-2-one (10 mg, 13% yield): mp 137-138° C.

Source