C[O-].[Na+].[F:4][C:5]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:6]=1[CH2:7][N:8]1[C:12]2=[N:13][C:14]([CH3:17])=[N:15][CH:16]=[C:11]2[C:10]([C:18]#[N:19])=[N:9]1.[Cl-].[NH4+:26].C(O)(=O)C>CO>[F:4][C:5]1[C:23]([F:24])=[CH:22][CH:21]=[CH:20][C:6]=1[CH2:7][N:8]1[C:12]2=[N:13][C:14]([CH3:17])=[N:15][CH:16]=[C:11]2[C:10]([C:18](=[NH:26])[NH2:19])=[N:9]1Under an argon atmosphere, 0.73 ml (3.35 mmol) of a 25% sodium methoxide solution was initially charged in methanol, and 1.040 g (purity 92%, 3.35 mmol) of 1-(2,3-difluorobenzyl)-6-methyl-1H-pyrazolo[3,4-d]pyrimidine-3-carbonitrile dissolved in 4 ml of absolute methanol were added. The mixture was stirred at RT for 1 h. Subsequently, 215 mg (4.03 mmol) of ammonium chloride and 786 mg (13.08 mmol) of acetic acid were added and the mixture was heated to reflux for 2 h. The reaction mixture was concentrated, and the residue was admixed with 10 ml of ethyl acetate and 15 ml of water and basified (pH=10) with 2N sodium hydroxide solution. The mixture was stirred at RT for 1 h, water was added and the mixture was extracted with ethyl acetate. The organic phase was dried over sodium sulphate, concentrated and dried under high vacuum. 840 mg (purity 85%, 70% of theory) of the target compound were obtained.
読み込み中…
