2,6-Dimethylmorpholine, cis- → HCID 58466313, compound

Participants

Reaction Conditions

Reaction Steps

A microwave vial was charged with (S)-2-amino-5′-fluoro-2′-(pyrazin-2-yl)-5H-spiro[oxazole-4,9′-xanthene]-7′-yl trifluoromethanesulfonate (150 mg, 0.302 mmol), Pd2(dba)3 (13.84 mg, 0.015 mmol), biphenyl-2-yldi-tert-butylphosphine (10.82 mg, 0.036 mmol) and (2R,6S)-2,6-dimethylmorpholine (104 mg, 0.907 mmol) and capped under argon. LiHMDS (1 M in THF) (1.511 mL, 1.511 mmol) was added and the mixture was heated in the microwave at 110° C. for 1 hr. To the reaction was added 1 ml of water and the mixture was concentrated in vacuo. The product was purified via Gilson HPLC (gradient elution 20-70% MeCN/H2O, 0.1% TFA) and freebased with sodium bicarbonte to afford (S)-2′-((2R,6S)-2,6-dimethylmorpholino)-4′-fluoro-7′-(pyrazin-2-yl)-5H-spiro[oxazole-4,9′-xanthen]-2-amine as an off white solid. MS m/z=462.0 [M+H].

Provenance & Evidence