Hydrochloric Acid → HCID 68940251, compound

Participants

Reaction Steps

0.41 mL (0.41 mmol) of a 1M solution of a borane-tetrahydrofuran complex in tetrahydrofuran is added to a solution of 45 mg (0.15 mmol) of 8-formylamino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate in 0.5 mL of anhydrous tetrahydrofuran. The reaction mixture is stirred overnight at room temperature then for 8 hours under reflux before further addition of 0.3 mL of a 1M solution of a borane-tetrahydrofuran complex in tetrahydrofuran. The reaction mixture is then stirred for 3 hours under reflux. The solvent is evaporated under reduced pressure, and the residue is taken up in 1 mL of anhydrous ethanol and 0.76 mL (1.52 mmol) of 2M hydrochloric acid in diethyl ether. The solution is stirred at 70° C. for 3 hours. The precipitate is filtered, washed with ethanol then with diethyl ether to give 24 mg (50%) of 8-methylamino-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate hydrochloride in the form of a white solid.

Provenance & Evidence