Lithium Hexamethyldisilazide → HCID 53464945, compound

Participants

Reaction Conditions

Reaction Steps

To a resealable tube charged with a mixture of (S)-3-chloro-7-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine (0.20 g, 0.522 mmol), pd2(dba)3 (0.024 g, 0.026 mmol), 2-(dicyclohexylphosphino)-2′-(n,n-dimethylamino)biphenyl (0.031 g, 0.078 mmol) and 4,4-difluoropiperidine HCl (0.247 g, 1.567 mmol) was added 1.0 M lithium bis(trimethylsilyl)amide (3.13 mL, 3.13 mmol) in THF and the resulting mixture was heated at 90° C. for 24 h. The mixture was concentrated and purified on silica gel using 0-6% MeOH/DCM to afford (S)-3-(4,4-difluoropiperidin-1-yl)-7-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine.

Provenance & Evidence