反应详情

温度

0 °C

In a 100 ml RBF was added 4-chloro-N-(4-(7-methoxy-1,5-naphthyridin-4-ylthio)phenyl)phthalazin-1-amine (158 mg, 0.354 mmol) to a solution of sodium methoxide (96 mg, 1.772 mmol) in MeOH. The mixture was heated to reflux with a water condenser attached. The solution was stirred for 16 hours. A white solid precipitated. The mixture was cooled to 0° C., quenched with excess methoxide, followed by saturated NH4Cl, and the resulting solids were filtered and washed with water. The crude solids were purified by Gilson Reverse Phase HPLC eluting with a 15-70% gradient of ACN in water with 0.1% TFA. The product fractions were combined, neutralized with saturated sodium bicarbonate, extracted with 15 ml of methylene chloride (3×), dried organics over Na2SO4, filtered and concentrated filtrate in vacuo to afford 4-methoxy-N-(4-(7-methoxy-1,5-naphthyridin-4 ylthio)phenyl)phthalazin-1-amine as an off-white solid. MS: [M+H]=442.

1. temperatureThe mixture was heated
2. temperatureto reflux with a water condenser
3. customA white solid precipitated
4. customquenched with excess methoxide
5. filtrationthe resulting solids were filtered
6. washwashed with water
7. customThe crude solids were purified by Gilson Reverse Phase HPLC
8. washeluting with a 15-70% gradient of ACN in water with 0.1% TFA
9. extractionextracted with 15 ml of methylene chloride (3×), dried organics over Na2SO4
10. filtrationfiltered