反应详情

To a solution of 2-(1-azetidin-3-yl-6-fluoro-1H-indazol-3-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropylamide (36 mg, 0.69 mmol) in CH2Cl2 (1 mL) was added TFA (0.5 mL, 6.5 mmol). The reaction mixture was stirred at room temperature for 3 h then concentrated. The residue was redissolved in CH2Cl2 (1 mL) and ethylene diamine (0.2 mL, 3.00 mmol) was added. The reaction mixture was stirred at room temperature for 1 h then quenched with water and extracted with 5% MeOH/CH2Cl2 (3×). The combined organic layers were dried over MgSO4 and concentrated. The residue was triturated with EtOAc to afford 17 mg (63%) of 2-(1-azetidin-3-yl-6-fluoro-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid isopropylamide as a pale yellow powder. MS: (M+H)+=394; 1H NMR (DMSO-d6, 300 MHz): δ (ppm) 9.14 (s, 1H), 8.40-8.50 (m, 2H), 8.04 (d, J=7.6 Hz, 1H), 7.78-7.86 (m, 1H), 7.13-7.24 (m, 1H), 5.65-5.76 (m, 1H), 4.12-4.28 (m, 3H), 3.86 (t, J=7.9 Hz, 2H), 1.30 (d, J=6.4 Hz, 3H).

1. concentrationthen concentrated
2. dissolutionThe residue was redissolved in CH2Cl2 (1 mL)
3. stirringThe reaction mixture was stirred at room temperature for 1 h
4. customthen quenched with water
5. extractionextracted with 5% MeOH/CH2Cl2 (3×)
6. dry with materialThe combined organic layers were dried over MgSO4
7. concentrationconcentrated
8. customThe residue was triturated with EtOAc