Pyridine → HCID 72703516, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 6-chloro-5-methyl-2-(2-(3-(pyrrolidin-1-yl)-1H-1,2,4-triazol-5-yl)ethyl)-8-(trifluoromethyl)-[1,2,4]triazolo[1,5-a]pyridine (30 mg, 75.0 μmol, Eq: 1.00), cyclopropyl-boronic acid (19.3 mg, 225 μmol, Eq: 3), copper (II) acetate (27.3 mg, 150 μmol, Eq: 2), molecular sieves, pyridine (47.5 mg, 48.6 μl, 600 μmol, Eq: 8), triethylamine (38.0 mg, 52.3 μl, 375 μmol, Eq: 5) in tetrahydrofuran (4 ml) was heated under air in a sealed tube for 2 h at 100° C. The mixture was filtered and concentrated to an oil. Water was added and extracted with dichloromethane. The combined organic layers were dried over sodium sulfate and then concentrated. The mixture was separated by preparative HPLC to give the product (4.8 mg, 14.5%) as a colorless oil. MS: m/z=440.2 (M+H+)

Provenance & Evidence