HRID905906
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
CONDITIONS
反应条件
- 温度
- 80 °C
PROCEDURE
实验过程
A solution of ethyl 2-(4-hydroxy-6-iodo-1-methyl-2-oxo-1,2-dihydroquinoline-3-carboxamido)acetate (250 mg, 581 μmol), Pd2dba3.CHCl3 (60 mg, 58 μmol), X-Phos (55 mg 116 μmol) and sodium t-butoxide (279 mg, 2906 μmol) in 1,4-dioxane (5 ml) was treated with piperidine (287 μl, 2906 μmol). The reaction was stirred at 80° C. in a sealed tube. After 22 hours, the solution was cooled to 23° C., filtered through celite (washing with MeOH), concentrated, diluted with methanol/DMSO and purified by RP HPLC (0-100% MeCN/water+1% TFA, 10 min), affording 17 mg (8%) of 2-(4-hydroxy-1-methyl-2-oxo-6-(piperidin-1-yl)-1,2-dihydroquinoline-3-carboxamido)acetic acid as an off-white solid.
WORKUP
后处理
- temperaturethe solution was cooled to 23° C.
- filtrationfiltered through celite (washing with MeOH)
- concentrationconcentrated
- additiondiluted with methanol/DMSO
- custompurified by RP HPLC (0-100% MeCN/water+1% TFA, 10 min)