反应详情

To a solution of tert-butyl methyl {(3R,4S,5S)-1-[3-({[3-{[(benzyloxy)carbonyl]amino}-7-(3,6-dihydro-2H-pyran-4-yl)quinolin-2-yl]carbonyl}amino)pyridin-4-yl]-5-methylpiperidine-3,4-diyl}biscarbamate (63 mg, 0.082 mmol) in MeOH (2.0 mL) and THF (1.0 mL), 10% Pd on carbon (16 mg) was added. The reaction mixture was deoxygenated under reduced pressure and hydrogen was introduced via a balloon. The reaction mixture was stirred at room temperature under hydrogen for 20 h. The mixture was filtered and the filtrate concentrated under reduced pressure. The resulting residue was dissolved in DCM (2 mL), and TFA (2 mL) was added. The mixture was stirred at room temperature for 30 min. then concentrated under reduced pressure. The residue was purified by preparative LCMS (pH=10 method; XBridge™ preparative C18 5 μm OBD™ column, 30×10 mm, 60 mL/min., eluting with a gradient of MeCN and water with 0.1% NH4OH) to give the title compound as a yellow powder (26 mg, 58%). LCMS calc. for C28H36N7O4 (M+H)+: m/z=534.3. Found: 534.4.

1. customThe reaction mixture was deoxygenated under reduced pressure and hydrogen
2. additionwas introduced via a balloon
3. filtrationThe mixture was filtered
4. concentrationthe filtrate concentrated under reduced pressure
5. dissolutionThe resulting residue was dissolved in DCM (2 mL)
6. additionTFA (2 mL) was added
7. stirringThe mixture was stirred at room temperature for 30 min.
8. concentrationthen concentrated under reduced pressure
9. customThe residue was purified by preparative LCMS (pH=10 method
10. washXBridge™ preparative C18 5 μm OBD™ column, 30×10 mm, 60 mL/min., eluting with a gradient of MeCN and water with 0.1% NH4OH)