Potassium Phosphate, Tribasic → HCID 68155947, compound

Participants

Reaction Conditions

Reaction Steps

Mix methyl 3-[4-(2-bromo-7-methyl-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-yl)piperazin-1-yl]-2,2-dimethylpropanoate (1.00 equiv; 600.00 mg, 1.27 mmoles), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (3.00 equiv; 638.93 mg, 3.80 mmoles) in methanol (15 mL). Add a pre-blended mixture of 1.09 wt % tris(dibenzylideneacetonyl)bis-palladium (Pd2(dba)3), 1.16 wt % 1,1′-bis(di-tert-butylphosphino)ferrocene (dtbpf) and 97.75 wt % tripotassium phosphate (1.06 g) and heat at 140° C. for 25 mins in a microwave. Filter the reaction mixture through celite and dilute to 25 mL volume with methanol. Hydrogenate the methanolic solution by passing at 1 mL/min. through a H-Cube® flow hydrogenator using a 10% Pd/C catalytic cartridge at 50° C. Evaporate the solvent in vacuo to give methyl 2,2-dimethyl-3-{4-[7-methyl-2-(propan-2-yl)-5H-pyrrolo[2,1-c][1,4]benzodiazepin-11-yl]piperazin-1-yl}propanoate. MS (m/z): 437.28 (M+1).

Provenance & Evidence