3-Oxo-4-aza-5-androstene-17beta-carboxylic acid → (4aR,4bS,6aS,7S,9aS,9bS,11aR)-4a,6a-dimethyl-2-oxohexadecahydro-1H-indeno[5,4-f]quinoline-7-carboxylic acid

Beteiligte Stoffe

Reaktionsschritte

The hydrogenation vessel was charged with acetic acid (530 l), 3-oxo-4-aza-5-androstene-17β-carboxylic acid 2 (33.5 kg.), and ammonium acetate (1.0 kg, 0.1 eq.). After purging at 20-25° C. with nitrogen, the platinum oxide catalyst (3.0 kg.) was charged, the stirrer started and the temperature adjusted to 20-25° C. After purging with hydrogen, the stirring batch was allowed to take up hydrogen. After 30 minutes at ≦30° C., the temperature was adjusted to 60-65° C., and stirring continued until hydrogen uptake ceased. After purging with nitrogen, Solka Floc (1.7 kg.) was charged, and the hot reaction mixture recirculated through a filter until the solution was clear. The hot reaction filtrate was transferred to a clean vessel. The reactor was rinsed with hot acetic acid (100 l.), and the rinse was recirculated as a wash through the filter. The combined filtrates/wash were distilled under vacuum at ≦70° C. to about 3.6 volumes. The resulting slurry was cooled to ≦25° C. Methanol (130 l.) was added and the mixture stirred for at least 2 hours at ≦25° C. The product was collected by filtration; the cake washed with methanol and dried in vacuo at ≦60° C. Weight range: 25-28.5 kg (75-85% theory, 75-85% w/w).

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