反应详情

2-[6-Fluoro-1-(6-morpholin-4-yl-pyridin-3-ylmethyl)-1H-indazol-3-yl]-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ((S)-2-methoxy-1-methyl-ethyl)-amide (50 mg, 0.074 mmol) was combined with dichloromethane (1 mL) and trifluoroacetic acid (0.17 ml, 2.22 mmol) was added. After stirring for 2 h, the reaction mixture was concentrated in vacuo. The residue was dissolved in dichloromethane (1 mL) and ethylenediamine (0.15 ml, 2.22 mmol) was added. After 20 min the reaction mixture was concentrated in vacuo and the residue was triturated with water (2 mL). The precipitate was filtered, washed with water and dried to afford 33 mg (77%) of 2-[6-fluoro-1-(6-morpholin-4-yl-pyridin-3-ylmethyl)-1H-indazol-3-yl]-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ((S)-2-methoxy-1-methyl-ethyl)-amide as a light yellow solid. MS: (M+H)+=545; 1H NMR (DMSO-d6) δ: 9.14 (s, 1H), 8.52-8.60 (m, 1H), 8.45 (s, 1H), 8.31 (br. s., 1H), 8.19 (d, J=8.3 Hz, 1H), 7.89 (d, J=9.5 Hz, 1H), 7.63 (d, J=8.3 Hz, 1H), 7.16 (t, J=9.0 Hz, 1H), 6.79 (d, J=8.3 Hz, 1H), 5.63 (br. s., 2H), 4.37 (br. s., 1H), 3.65 (br. s., 4H), 3.44-3.57 (m, 2H), 3.39 (br. s., 4H), 3.27 (s, 3H), 1.30 (d, J=6.3 Hz, 3H).

1. additionwas added
2. concentrationthe reaction mixture was concentrated in vacuo
3. dissolutionThe residue was dissolved in dichloromethane (1 mL)
4. concentrationAfter 20 min the reaction mixture was concentrated in vacuo
5. customthe residue was triturated with water (2 mL)
6. filtrationThe precipitate was filtered
7. washwashed with water
8. customdried