2-Pyridinecarboxaldehyde → HCID 69472140, compound

To a solution of O-protected pyridine aldehyde (5.0 g, 19.9 mmol) and TBAF 1 N in THF (1.5 mL, 1.5 mmol) in THF (60 mL) at 0° C. was slowly added trifluoromethyltrimethylsilane (3.4 mL, 20.9 mmol) and the reaction mixture was allowed to warm to RT overnight. The reaction mixture was diluted with water and DCM, extracted with DCM, dried over Na2SO4 and concentrated. The residue was purified by flash chromatography over silica gel (eluting with hexane/AcOEt 8:2) to afford 1.5 g (24%) of b-protected pyridine trifluoroethyl alcohol.

1. customat 0° C.
2. extractionextracted with DCM
3. dry with materialdried over Na2SO4
4. concentrationconcentrated
5. customThe residue was purified by flash chromatography over silica gel (eluting with hexane/AcOEt 8:2)

ORD record

ord-50ffc4b674f2448caaf0e5241ceeadf7

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07256186B2