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 trifluoromethyltrimethylsilane (3.4 mL, 20.9 mmol) and the reaction was allowed to warm to RT overnight. The reaction 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 hexane/AcOEt 8:2) to afford 1.5 g (24%) of O-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 hexane/AcOEt 8:2)

ORD record

ord-b7e33b2bad6e4aecaa4a5dcffb7b2c57

Source dataset

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07208602B2