Trifluoroacetic acid → HCID 71625973、化合物
反応式
[C:1]([C:4]1[N:9]=[N:8][C:7]([NH:10][C@@H:11]2[CH2:16][CH2:15][CH2:14][CH2:13][C@@H:12]2[NH:17]C(=O)OC(C)(C)C)=[CH:6][C:5]=1[NH:25][C:26]1[CH:31]=[C:30]([CH3:32])[CH:29]=[C:28]([CH3:33])[CH:27]=1)(=[O:3])[NH2:2].FC(F)(F)C(O)=O>ClCCl>[NH2:17][C@H:12]1[CH2:13][CH2:14][CH2:15][CH2:16][C@H:11]1[NH:10][C:7]1[N:8]=[N:9][C:4]([C:1]([NH2:2])=[O:3])=[C:5]([NH:25][C:26]2[CH:31]=[C:30]([CH3:32])[CH:29]=[C:28]([CH3:33])[CH:27]=2)[CH:6]=1参加物
4
実験手順
To a solution of tert-butyl (1S,2R)-2-(6-carbamoyl-5-(3,5-dimethylphenylamino)pyridazin-3-ylamino)cyclohexylcarbamate (30 mg, 66.0 mmol) in dichloromethane (1 mL) was added trifluoroacetic acid (151 mg, 102 μL, 1.32 mmol) and the mixture stirred at room temperature for 16 h. The mixture was concentrated in vacuo then diluted with dichloromethane and drops of 25% NH4OH added until the pH was measured to be ˜8. The weakly basic solution was washed with water, then the organic phase was concentrated in vacuo and purified by chromatography (silica, 30 to 100% of a 10:89.5:0.5 MeOH:dichloromethane:NH4OH solution in dichloromethane) to give 6-((1R,2S)-2-aminocyclohexylamino)-4-(3,5-dimethylphenylamino)pyridazine-3-carboxamide (17 mg, 48.0 mmol, 73%) as a light brown solid. 1H NMR (400 MHz, METHANOL-d6) δ0 ppm 6.90 (s, 2H), 6.88 (s, 1H), 6.50 (s, 1H), 4.32 (s, 1H), 1.63-1.84 (m, 6H), 1.51 (m, 2H); MS (EI/CI) m/z: 355.1 [M+H].