Diisopropylethylamine → tert-Butyl methyl {(3R,4S,5S)-1-[3-({[3-{[(benzyloxy)carbonyl]amino}-7-(4-methylpiperazin-1-yl)quinolin-2-yl]carbonyl}amino)pyridin-4-yl]-5-methylpiperidine-3, 4-diyl}biscarbamate

Participants

Reaction Steps

To a mixture of 3-{[(benzyloxy)carbonyl]amino}-7-(4-methylpiperazin-1-yl)quinoline-2-carboxylic acid (68 mg, 0.16 mmol), tert-butyl methyl [(3R,4S,5S)-1-(3-aminopyridin-4-yl)-5-methylpiperidine-3,4-diyl]biscarbamate (62 mg, 0.16 mmol) and HATU (190 mg, 0.500 mmol) in 2 mL of DMF, DIPEA (180 μL, 1.03 mmol) was added. The reaction mixture was stirred at room temperature overnight. The mixture 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 sub-title compound as a yellow solid (62.4 mg, 49%). LCMS calc. for C41H52N9O7 (M+H)+: m/z=782.4. Found: 782.4.

Provenance & Evidence