1,4-Dioxane → HCID 86681495, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-[(2S)-2-amino-3-cyclopropylpropyl]-1H-isoindole-1,3(2H)-dione hydrochloride (257.75 mg, 0.91806 mmol), methyl 4-bromo-2-(bromomethyl)-benzoate (275.80 mg, 0.89555 mmol), N,N-diisopropylethylamine (0.50 mL, 2.9 mmol) and 1,4-dioxane (5.0 mL, 64 mmol) was stirred at 130° C. for 2 hours under microwave irradiation. After the reaction was completed, 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (250.1 mg, 1.202 mmol), bis(tri-t-butylphosphine)palladium (51.1 mg, 0.100 mmol) and water were added. The reaction mixture was stirred at 110° C. for 40 mins under microwave irradiation. Direct purification on prep.HPLC afforded 56 mg (14.2% yield) of the desired final compound. LC-MS found: 441.1 (M+H)+.

Provenance & Evidence