Lithium Hexamethyldisilazide → HCID 58466300, 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 (0.25 g, 0.653 mmol), pd2(dba)3 (0.030 g, 0.033 mmol), 2-(dicyclohexylphosphino)-2′-(n,n-dimethylamino)biphenyl (0.039 g, 0.098 mmol), and 3,3-difluoropyrrolidine hydrochloride (0.281 g, 1.959 mmol) was added 1.0 M lithium bis(trimethylsilyl)amide (3.92 mL, 3.92 mmol) in THF and the resulting mixture was heated at 90° C. for 24 h. The mixture was concentrated and purified by reverse phase HPLC to afford (S)-3-(3,3-difluoropyrrolidin-1-yl)-7-(2-fluoropyridin-3-yl)-5′H-spiro[chromeno[2,3-c]pyridine-5,4′-oxazol]-2′-amine.

Provenance & Evidence