Lithium Chloride → HCID 86700433, compound

Participants

Reaction Conditions

Reaction Steps

(S)-methyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (60.0 mg, 0.124 mmol), tetrakis(triphenylphosphine)palladium(0) (21.5 mg, 0.019 mmol), lithium chloride (15.8 mg, 0.373 mmol), and copper(I) iodide (7.1 mg, 0.037 mmol) were taken in a microwave vial and the vial vacuum pumped and flushed with argon three times. To this mixture was added 2-(4-isopropylpiperazin-1-yl)-6-(tributylstannyl)pyrazine (73.9 mg, 0.149 mmol) in dioxane (1.5 mL), and the resulting mixture was stirred at 100° C. for 4.5 h. The reaction mixture was cooled, filtered through Celite (ethyl acetate eluent), and concentrated. Purification by flash column chromatography on silica gel using 79:20:1 DCM/MeOH/NH3 (0 to 100%) in DCM provided the product. LCMS-ESI+ calc'd for C32H39ClN5O3S (M+H+): 608.2; Found: 608.3 (M+H+).

Provenance & Evidence