Hydrochloric Acid → HCID 23149774, compound

Participants

Reaction Steps

To the above Compound 8 (20.0 g, 37.86 mmol) was added tetrahydrofuran (100 ml) and methanol (100 ml) to give suspension, followed by addition of 2N sodium hydroxide aqueous solution (24.6 ml, 49.2 mmol) under stirring at room temperature and stirring was continued. After 4 hours, 2N hydrochloric acid (24.6 ml, 49.2 mmol) was added, and the reaction solution was concentrated under reduced pressure and added with chloroform (150 ml) and water (150 ml). Then the solution was shaken for separation, washed with saturated sodium hydrogen carbonate and dried over sodium sulfate, followed by distillation under reduced pressure. The residue (20.8 g) was added with diisopropyl ether (80 ml) and n-hexane (80 ml), warmed on a water bath for crystallization, and then the crystals were collected by filtering and washed with diisopropyl ether:n-hexane (1:1), to give 8-benzyloxy-3-(4-fluorobenzyl)-5-iodo[1,6]naphthyridine-7-carboxylic acid 9 in a yield of (19.41 g, 99.7%).

Provenance & Evidence