1,2-Dichloroethane → 1-(1-(2-((5S)-2-(2-(2-(piperidin-1-yl)ethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

関与物質

反応手順

2-((5S)-2-(2-(2-(piperidin-1-yl)ethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetic acid (319.0 mg, 0.685 mmol), 1-(piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one (398.9 mg, 1.370 mmol), EDC (262.6 mg, 1.370 mmol), HOBt (209.8 mg, 1.370 mmol) and DIEA (354.1 mg, 477.2 μL, 2.740 mmol) in DMF (4 mL) were stirred at RT overnight. The mixture was transferred to a separatory funnel with water and EtOAc. The aq. layer was extracted with EtOAc, the organics washed with sat bicarb, brine, dried over Na2SO4, concentrated and purified by reverse phase semiprep chromatography (CH3CN/water) to give 1-(1-(2-((5S)-2-(2-(2-(piperidin-1-yl)ethylamino)-3-fluorophenyl)-3-(3,3-dimethylbutyl)-4-oxothiazolidin-5-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one. LC/MS: 666.37 (M+1) Rt=2.06 min (10-90% 3/5 min (grad/run) w/formic acid).

情報源と証拠