1-Methylpiperazine → HCID 46180121, compound

Participants

Reaction Conditions

Reaction Steps

(Buchwald coupling): In a microwave reaction vial a suspension of 6-bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-benzoimidazole (500 mg, 1.53 mmol), 1-methyl-piperazine (0.203 mL, 1.83 mmol) Pd2(dba)3 (0) (14 mg, 0.015 mmol), 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (36 mg, 0.076 mmol) and NaOtBu (206 mg, 2.14 mmol) in 2-methyl-propan-2-ol (1.5 mL) was degassed with nitrogen. The reaction was heated in a microwave reaction at 100° C. for 1 hour. The mixture was diluted with H2O, acidified by the addition of 2M aqueous HCl, stirred with EtOAc and then filtered. The EtOAc layer was then extracted with H2O (×3). The combined aqueous fractions were neutralized with saturated NaHCO3 solution and then extracted with CHCl3/iPrOH (2:1) (×3). The combined extracts were dried (MgSO4), filtered and concentrated in vacuo. The product was purified by SiO2 chromatography providing the title compound (387 mg).

Provenance & Evidence