反应详情

A suspension of (5-fluoro-1H-indol-3-yl)-pyridin-4-yl-methanol (3.36 g, 13.9 mmol) in methylene chloride is treated with triethylsilane (2.48 ml, 15.5 mmol) followed by trifluoroacetic acid (11.9 ml, 155 mmol) at room temperature, stirred overnight and concentrated in vacuo. The resultant residue is treated with saturated Na2CO3 to pH>9 and extracted with methylene chloride. The combined extracts are washed sequentially with water and brine, dried over Na2SO4 and concentrated in vacuo. This residue is purified by flash chromatography (silica gel, CH2Cl2/MeOH: 95/5) to give the title product as a white solid, 2.5 g (80%) mp 141-142° C. (lit. mp 149° C., Malleron et al, J. Med. Chem. 1993, 36, 1194).

1. concentrationconcentrated in vacuo
2. additionThe resultant residue is treated with saturated Na2CO3 to pH>9
3. extractionextracted with methylene chloride
4. washThe combined extracts are washed sequentially with water and brine
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customThis residue is purified by flash chromatography (silica gel, CH2Cl2/MeOH: 95/5)