Acetic Acid → HCID 178507136, compound

Participants

Reaction Steps

The procedure used in stage 4 of Example 216 is followed. In a 30 ml round-bottomed flask under an argon atmosphere, dissolve 667 mg of equimolecular mixture of 4-(5-fluoro-6-hydroxy-1H-benzimidazol-2-yl)-9H-fluoren-9-one oxime (Z,E), obtained in the previous stage, in a mixture of 3.5 ml of ethanol and 3.5 ml of water and 3.5 ml of acetic acid; at room temperature, add 500 mg of zinc in three stages. Between each addition, stir for approximately one hour to two hours. After purification by flash chromatography on silica gel (40-63 μm), eluting with a mixture of dichloromethane and ammonia as a 7N solution in methanol (9/1 then 85/15 by volume), in this way we obtain 456 mg of 4-(5-fluoro-6-hydroxy-1H-benzimidazol-2-yl)-9H-fluorene-9(R,S)-amine, in the form of a beige powder, which is used as it is in the following stage, with the following characteristics:

Provenance & Evidence