1,2-Dichloroethane → HCID 86732731, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-1,4-dihydroquinoline-6-carboxylic acid (Example 5e) (0.588 g, 1.733 mmol), 2-(pyrrolidin-1-yl)ethanamine (0.240 ml, 1.906 mmol), EDC (0.3865 g, 2.016 mmol), HOAt (0.1218 g, 0.895 mmol) in dichloromethane (16 ml) was added triethylamine (1.7 ml, 12.20 mmol), and the mixture was allowed to stir at 30° C. for 24 h. After cooling, the reaction was concentrated and the residue was purified on a silica gel column (24 g), eluting with 0-20% methanol/dichloroethane (2% ammonium hydroxide). The desired fractions were collected, concentrated. The solid was washed with water, filtered, and dried in vacuo to afford 3-((4-methoxybenzyl)oxy)-1-methyl-4-oxo-N-(2-(pyrrolidin-1-yl)ethyl)-1,4-dihydroquinoline-6-carboxamide (0.595 g, 1.366 mmol, 79% yield) as white solid. LCMS: (M+H)+: 436.2.

Provenance & Evidence