Hydrochloric Acid → HCID 11568276, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl 13-cyclohexyl-5-[2-(dimethylamino)ethyl]-4,5,6,7-tetrahydrofuro[3′,2′:6,7][1,4]diazocino[1,8-a]indole-10-carboxylate in MeOH (0.07 M), 15 eq 1N NaOH was added. The solution was stirred at 70° C. for 6 h. The reaction was acidified to pH 2 with HCl and the solvent was evaporated in vacuo. The crude was then purified by prep RP-HPLC (stationary phase: column Waters XTERRA prep. C18, 5 um, 19×150 mm. Mobile phase: MeCN/H2O buffered with 0.1% TFA). Fractions containing the pure compound were combined and freeze dried to afford the title compound as a brown powder in 8% yield (over two steps).

Provenance & Evidence