Lithium Chloride → HCID 86700337, compound

Participants

Reaction Conditions

Reaction Steps

(S)-ethyl 2-(2-bromo-7-(4-chlorophenyl)-5-methylbenzo[d]thiazol-6-yl)-2-tert-butoxyacetate (50.0 mg, 0.101 mmol), tetrakis(triphenylphosphine)palladium(0) (17.4 mg, 0.015 mmol), lithium chloride (12.8 mg, 0.302 mmol), and copper(I) iodide (5.8 mg, 0.030 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-methylpiperazin-1-yl)-6-(tributylstannyl)pyrazine (56.4 mg, 0.121 mmol) in dioxane (1.0 mL), and the resulting mixture was stirred at 90° C. for 22 h. 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 C31H37ClN5O3S (M+H+):594.2; Found: 593.6 (M+H+).

Provenance & Evidence