Lithium Chloride → HCID 68540418, compound

Participants

Reaction Steps

To solution of (S)-N-(4-(3-bromo-4-fluorophenyl)-4-methyl-5,6-dihydro-4H-1,3-thiazin-2-yl)acetamide (500 mg, 1.5 mmoles, 1 equiv), 2-fluoro-3-(tributylstannyl)pyrazine (1.7 g, 4.3 mmoles, 3.0 equiv) in toluene (15 mL) is added bis(triphenylphosphine)palladium(II) chloride (51 mg, 72 μmoles, 0.05 equiv) and lithium chloride (92 mg, 2.2 mmoles, 1.5 equiv). The reaction is irradiated in a laboratory-grade microwave to a temperature of 130° C. and held for 3 h. The solvent is removed under reduced pressure and the residue is purified by silica gel chromatography eluting with a linear gradient of hexane to hexane:ethyl acetate (1:1) ramp 20 min to give the title compound (31% yield): MS (m/z): 363 (M+1).

Provenance & Evidence