Acetone → HCID 13749170, compound

Participants

Reaction Conditions

Reaction Steps

Molecular sieves (20 g, 4 Å type) were added to a solution of 6,7,8,9-tetrahydro-10-methylpyrido[1,2-a]indol-9-amine hydrochloride (8 g, 40 mmol, described in Example 20, Step 2) in acetone (200 mL). The reaction mixture was stirred at 25° C. for 14 hours. The sieves were removed by filtration and benzene (25 mL) was added to the filtrate. The mixture was evaporated and the residue dissolved in methanol (100 mL). Sodium borohydride (2 g, 52.6 mmol) was added portionwise and the reaction mixture stirred at 25° C. overnight. After evaporation of the mixture in vacuo, the residue was partitioned between water (60 mL) and ether (100 mL). The separated organic layer was dried over MgSO4, filtered, and evaporated. The residue was chromatographed on silica gel (120 g). Elution with 2% methanol in chloroform afforded 6 g (62%) of the title base as a yellowish oil.

Provenance & Evidence