F[C:2]1[C:3]([C:9](=O)[CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[F:17])=[N:4][CH:5]=[C:6]([F:8])[CH:7]=1.O.[NH2:20][NH2:21]>N1C=CC=CC=1.CN(C)C1C=CN=CC=1.C(OCC)(=O)C>[F:8][C:6]1[CH:7]=[C:2]2[NH:21][N:20]=[C:9]([CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=3[F:17])[C:3]2=[N:4][CH:5]=19.07 g (32.4 mmol) of the compound from example 37A were initially charged in pyridine (84 ml). Subsequently, 8.10 g (162 mmol) of hydrazine hydrate and 19.8 mg (0.162 mmol) of 4-dimethylaminopyridine were added, and the mixture was heated to reflux for 30 min. The reaction mixture was diluted with ethyl acetate at RT and washed four times with 10% aqueous citric acid solution. The organic phase was subsequently washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, filtered and concentrated. The residue was admixed with tert-butyl methyl ether and the solids were filtered off. The latter were dried under high vacuum and gave 1.79 g (79% purity, 18% of theory) of the title compound. The filtrate was concentrated and gave a further 4.86 g (61% purity, 37% of theory) of the title compound. The two fractions were combined and converted without further purification.
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