Hydrochloric Acid → HCID 178424085, compound

Participants

Reaction Steps

6-Chloro-1-morpholinophthalazine (160 mg, 641 μmol), 5-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-tetrazole (220 mg, 769 μmol), and tetrakis(triphenylphosphine)palladium (74 mg, 64 μmol) were dissolved in ethanol (6408 μl, 641 μmol) and potassium carbonate—2 M in water (1282 μl, 2563 μmol) and heated to 80° C. for 4 h. The reaction mixture was diluted with 20 mL ethyl acetate, partitioned with ammonium chloride (saturated, aqueous), organic layer washed 2 times with 50 mL of ammonium chloride (saturated, aqueous) to give product in the aqueous layer, this was acidified with ca. 3 N HCl to pH 5. The aqueous layer was extracted with chloroform, organic layer separated, dried over sodium sulfate, concentrated in vacuo, and purified via HPLC to give title compound. MS (ES+): 374(M+H)+.

Provenance & Evidence