HCID 13102478, compound → HCID 13102479, compound

Participants

Reaction Steps

To a stirred mixture of the compound of Example I (75.2 g, 0.206 mole) and methanol (400 ml) was added 85% N2H4.H2O (12.7 ml, 0.220 mole) dissolved in methanol (30 ml) dropwise over 0.5 hours. After stirring under ambient conditions for 15 minutes, the solution was heated to reflux. Reflux was maintained for 6.0 hours, then allowed to cool overnight at 0°. The crystalline solid was collected, washed with methanol (50 ml) and air dried to give 68.0 g. This solid (68.0 g) was stirred in H2O (175 ml) for 2.0 hours, then filtered. The insoluble solid was washed with H2O (2×5 ml). The filtrate and washing were combined and concentrated under high vacuum to 1/3 its volume. This was diluted with abs. ethanol (150 ml) and concentrated under reduced pressure to a solid residue. This residue was triturated in abs. ethanol (100 ml), collected by filtration and air dried to give 25.2 g. This crude solid was stirred in ethanol/H2O (9:1, 300 ml) for 2.0 hours, filtered and air dried to give 18.6 g (0.079 mole, 38% yield) of title product.

Provenance & Evidence