1H-1,2,4-Triazole → [1-(5-[1,2,4]Triazol-1-yl-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester

Participants

Reaction Conditions

Reaction Steps

[1-(5-Iodo-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester (100 mg, 0.28 mmol), CuI (11 mg, 0.06 mmol), 1,2,4-triazole (29 mg, 0.42 mmol) and K3PO4 (118 mg, 0.556 mmol) were mixed in a 8-mL microwave vial. (1R,2R)-N,N′-dimethyl-cyclohexane-1,2-diamine (18 μL, 0.11 mmol) was added to the mixture under argon followed by DMF (2 mL). The reaction was heated at 100° C. overnight. The reaction was then cooled to room temperature and diluted with water (50 mL) and EtOAc (50 mL). The organic layer was collected and dried over MgSO4. The residue was purified by flash chromatography on silica gel (20% EtOAc/Hex to 100% EtOAc) to give [1-(5-[1,2,4]triazol-1-yl-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester (40 mg, 0.13 mmol, 48%) as a semi-solid.

Provenance & Evidence