Potassium Phosphate, Tribasic → HCID 68328772, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of potassium phosphate tribasic (80 mg, 0.378 mmol), AmPhos (2.7 mg, 0.00378 mmol), 5-(5-(tert-butoxycarbonyl(methyl)amino)-1,3,4-thiadiazol-2-yl)-3-iodo-1H-indole-1-carboxylate (70 mg, 0.126 mmol), biphenyl-3-ylboronic acid (0.05 g, 0.25 mmol) and 70% IPA/water (1.5 mL) was heated at 80° C. for 3 h. The mixture was concentrated in vacuo and the residue was diluted with 50% DCM/TFA (2 mL). The mixture was stirred at RT for 1 h and the solvent was removed. The residue was purified with RP-HPLC (10-90% MeCN in water with 0.1% TFA) to give 5-(3-(biphenyl-3-yl)-1H-indol-5-yl)-N-methyl-1,3,4-thiadiazol-2-amine (24 mg, 50%). MS (ESI, pos. ion) m/z: 383 (M+1).

Provenance & Evidence