Ethanol → HCID 67508601, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of [1-(5-iodo-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester (1.5 g, 4.2 mmol) in DME (4 mL) was added PdCl2(dppf).dichloromethane complex (0.34 g, 0.42 mmol). The solution was transferred to a microwave vial containing (4-methoxy-carbonylphenyl)-boronic acid (0.90 g, 5.0 mmol). K3PO4 (1.1 g, 5.4 mmol) was then added followed by water (1 mL) and EtOH (1 mL). The reaction was heated in a microwave at 100° C. for 10 min. The mixture was diluted with water and extracted with EtOAc (3×50 mL). The combined extracts were washed with water, brine and dried with MgSO4. The mixture was filtered, concentrated and the residue purified by silica gel chromatography (0-100% EtOAc in hexanes) to give 4-[6-(1-tert-butoxycarbonylamino-cyclopropyl)-pyridin-3-yl]-benzoic acid methyl ester (0.75 g, 2.0 mmol) as a yellow solid, m/z 369.7 [M+H]+.

Provenance & Evidence