Hydrochloric Acid → 1,3-Dioxolo(4,5-g)quinoline-7-carboxylic acid, 5,8-dihydro-9-amino-5-ethyl-8-oxo-

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Reaction Steps

A suspension of 5-Ethyl-9-nitro-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid (6 g, 19.59 mmol) and Pd/C (1 g, 0.940 mmol) in a mixture of acetic acid (150 mL) and con. HCl (50 mL) was hydrogenated on a Parr apparatus at 50 psi of H2 for 1 h at r.t. LCMS indicated completion of the reaction. The catalyst was filtered off. The filtrate was added dropwise into water (675 mL). The light yellow precipitates were collected by filtration, washed with water and dried in vacuo to afford 9-amino-5-ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid (4.72 g, 17.09 mmol, 87% yield). LCMS: (M+H)+: 277.2.

Provenance & Evidence