Sodium Hydroxide → HCID 44594458, compound

Participants

Reaction Steps

(R)-N-(pyrrolidin-3-yl)isoquinolin-5-amine carbonate succinic acid salt (3.0 g, 9.06 mmol, from Example 5) was slurried in 100 mL of isopropyl acetate. To the slurry was added 0.5 N NaOH (50 mL) and the biphasic mixture was stirred until all solids dissolved. The aqueous layer was separated and the organic layer was washed with 50 mL of water. CO2 gas was bubbled through the wet isopropyl acetate solution with stirring. The solution became light yellow and a solid began to form. After 5 minutes, the CO2 source was removed and the slurry was stirred for 2 hours. The suspension was filtered and washed with 10 mL of isopropyl acetate. (R)-N-(pyrrolidin-3-yl)isoquinolin-5-amine carbonic acid salt was isolated as a solid (1.2 g).

Provenance & Evidence