Silica → HCID 53788591, compound

Participants

Reaction Steps

A mixture of intermediate (11) (8.2 g) in tetrahydrofuran (150 ml) was hydrogenated with platinum on activated carbon (5%) (2 g) as a catalyst. After uptake of H2 (3 equiv), the catalyst was filtered off over dicalite and the filtrate was evaporated. The residue was diluted with water and this mixture was extracted twice with CH2Cl2. The separated organic layer was washed with water, dried over MgSO4, filtered and the solvent evaporated. The residue (8 g) was purified by column chromatography over silica gel (eluent: CH2Cl2 /(CH3OH/NH3) 92/8). The pure fractions were collected and the solvent was evaporated. The residue (7.5 g) was crystallized from CH3CN. The precipitate was filtered off and dried, yielding 5.43 g (70.5%) of 1-[4-(3,4-diaminophenyl)-4-oxobutyl]-4-piperidinyl 4-amino-5-chloro-2,3-dihydro-7-benzofurancarboxylate; mp. 173.4° C. (intermediate 12).

Provenance & Evidence