反应详情

To a solution of 3-[N-({5-[(3-{[(1,3-dimethyl-1H-pyrazol-5-yl)carbonyl]amino}phenyl)ethynyl]pyridin-3-yl}carbonyl)-S-methylsulfonimidoyl]benzoic acid (52 mg, 0.096 mmol), 2-diethylaminoethylamine (0.016 ml, 0.115 mmol), and N,N-diisopropylethylamine (0.034 ml, 0.192 mmol) in 3.0 ml DMF at room temperature was added benzotriazole-1-yl-oxy-tris-(dimethylamino)-phosphoniumhexafluorophosphate (47 mg, 0.106 mmol). The reaction was stirred at room temperature for 1.5 hours, and then partitioned between EtOAc and dilute brine. The EtOAc layer was washed with saturated NaHCO3 solution, dilute brine, dried with anhydrous Na2SO4 and rotary evaporated. The yellow oil (combined 7 mg impure product from another lot) was chromatographed eluting with EtOAc/MeOH, then rechromatographed using a preparative TLC plate (eluted with (1:1:2.5) CHCl3:EtOAc:MeOH plus NH4OH) to give the title compound as a white solid foam (28 mg).

1. custompartitioned between EtOAc and dilute brine
2. washThe EtOAc layer was washed with saturated NaHCO3 solution, dilute brine
3. dry with materialdried with anhydrous Na2SO4 and rotary evaporated
4. customwas chromatographed
5. washeluting with EtOAc/MeOH
6. customrechromatographed
7. washa preparative TLC plate (eluted with (1:1:2.5) CHCl3:EtOAc:MeOH plus NH4OH)