Water → HCID 68328124, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-isopropyl-5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazol-2-amine (4.0 g, 7.662 mmol) and 5-bromonicotinic acid (2.3 g, 11.49 mmol, Sigma-Aldrich) in DME (75 mL)/water (18 mL) was added Na2CO3 (2.7 g, 22.98 mmol) and Pd(PPh3)4 (878 mg, 0.76 mmol) and Ar gas was bubbled for 5 min. The reaction mixture was heated at 90° C. for 4 h. The reaction was quenched with water (200 mL) to get a brown precipitate. The precipitate was filtered, washed with water (2×100 mL) and dried to give crude product (3.0 g), which was used in the next step without further purification. MS (ESI, pos. ion) m/z: 518.2 (M+1).

Provenance & Evidence