反应详情

温度

0 °C

4-{3-[2-Fluoro-4-((2S,3′S)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-phenylamino]-propyl}-tetrahydro-pyran-4-carboxylic acid methyl ester (40 mg, 0.1 mmol, 1 eq) was dissolved in 2 mL of THF and cooled to 0° C., where a 2.5 M solution of n-BuLi in heptanes (0.11 mL, 0.17 mmol, 3 eq) was added drop-wise and the ice bath was removed. After 30 min the reaction mixture was quenched with water, transferred to a separatory funnel and extracted with diethyl ether (2×50 mL). The combined organics were dried over Na2SO4 and purified by column chromatography on silica gel (40 g column, 10% MeOH in CH2Cl2; 35 mL/min). This gave 38 mg (98%) of the title compound as an off-white gum.

1. customthe ice bath was removed
2. customAfter 30 min the reaction mixture was quenched with water
3. customtransferred to a separatory funnel
4. extractionextracted with diethyl ether (2×50 mL)
5. dry with materialThe combined organics were dried over Na2SO4
6. custompurified by column chromatography on silica gel (40 g column, 10% MeOH in CH2Cl2; 35 mL/min)