Ethanol → HCID 23355056, compound

Participants

Reaction Steps

A mixture of compound (10) (0.00342 mol) and compound (9) (0.00342 mol) was hydrogenated in acetic acid (1.65 ml) and ethanol (150 ml) with palladium on activated carbon (2 g) as a catalyst at 50° C. overnight under a 3 bar pressure in a Parr apparatus. The catalyst was filtered through celite and the filtrate was evaporated till dryness. The residue was taken up in dichloromethane and washed with potassium carbonate 10%. The organic layer was dried (MgSO4), filtered off and evaporated. The residue was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH/NH4OH 90/10/1) (15-40 μm). The pure fractions were collected and evaporated. The residue (1.5 g) was crystallized from 2,2'-oxybispropane, yielding 0.92 g (76%) of (±)-6,10-dihydro-10-(1-methyl-4-piperidinyl)-5H-thieno[2,3-d][1,2,4]triazolo[1,5-a]azepine; mp. 123.4° C. (comp. 11).

Provenance & Evidence