HCID 19735135, compound → HCID 135749786, compound

Participants

Reaction Steps

Molecular sieves 5A (5 g) and tertrabutylammonium fluoride trihydrate (3.2 g) were added to a solution of 6-cyano-2,2-dimethyl-4-[4-trimethylsilyl-3-(2-trimethylsilylethoxymethyloxy)pyridin-2-yl]-2H-1,3-benzoxazine (2.5 g) in tetrahydrofuran (20 ml), and the mixture was heated under reflux for 30 minutes. After air-cooling, the mixture was extracted by addition of ethyl acetate. The organic layer was washed with saturated saline solution, the solvent was distilled off under reduced pressure and the residue was crystallized from ethyl acetate to obtain 6-cyano-2,2-dimethyl-4-(3-hydroxypyridin-2-yl)-2H-1,3-benzoxazine (0.19 g) (Compound 12).

Provenance & Evidence