反应详情

To 4-{4-[7-(3-tert-Butylsulfamoyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-3-methoxy-phenyl}-piperidine-1-carboxylic acid tert-butyl ester (207.0 mg, 0.31 mmol) in 6.0 mL of DCM at room temperature was added hydrogen chloride gas. When deprotection was complete, ethyl acetate was added, and the precipitate was filtered and washed with ethyl acetate. The orange solid was taken up in water, treated with sat. NaHCO3 until aq. layer pH=13, and extracted with DCM. The organic layers were combined, dried with sodium sulfate, filtered, and conc. in vacuo to afford N-tert-Butyl-3-[2-(2-methoxy-4-piperidin-4-yl-phenylamino)-pyrrolo[2,1-f][1,2,4]triazin-7-yl]-benzenesulfonamide as a burnt orange solid (65 mg, 39%). MP 201-202° C. LCMS (E/I+) 535.21 (M+H). 1H NMR (DMSO-d6)-9.01 (s, 1H), 8.56 (s, 1H), 8.36 (d, 1H, J=7.76 Hz), 7.99 (d, 1H, J=8.56 Hz), 7.85 (s, 1H), 7.83 (s, 1H), 7.69 (t, 1H, J=7.84 Hz), 7.23 (d, 1H, J=4.76 Hz), 7.01 (d, 1H, J=4.72 Hz), 6.95-6.89 (m, 2H), 3.32 (s, 3H), 3.10-2.98 (m, 2H), 2.69-2.52 (m, 2H), 1.78-1.69 (m, 2H), 1.69-1.44 (m, 2H), 1.12 (s, 9H).

1. filtrationthe precipitate was filtered
2. washwashed with ethyl acetate
3. additiontreated with sat. NaHCO3 until aq. layer pH=13
4. extractionextracted with DCM
5. dry with materialdried with sodium sulfate
6. filtrationfiltered