2,2'-Bipyridine → HCID 86677491, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of 5-[2-bis(tert-butoxycarbonyl)aminoethyl]-3-phenyl-[1,2,4]triazole (218 mg, 561 μmol, example 22, step 1), cyclopropylboronic acid (192.8 mg, 2.24 mmol) and sodium carbonate (119 mg, 1.12 mmol) in dichloroethane (4 mL) was evacuated and backfilled with argon. A hot suspension of copper (II) acetate (102 mg, 561 μmol) and 2,2′-bipyridine (87.6 mg, 561 μmol) in dichloroethane (1.5 mL) was added and the reaction mixture was stirred at 85° C. for 40 h. The reaction mixture was cooled to RT, filtered and washed with dichloromethane. The filtrate was extracted with water (2×20 mL), dried over MgSO4, filtered and evaporated to give 285 mg of green oil. The product was obtained after purification by flash chromatography (using silica gel and an ethyl acetate/heptane gradient) as colorless viscous oil (105 mg, 320 μmol, 57.0%).

Provenance & Evidence