Ethanol → [1-(6'-Benzyloxy-[3,3']bipyridinyl-6-yl)-cyclopropyl]-carbamic acid tert-butyl ester

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Reaction Conditions

Reaction Steps

To a solution of [1-(5-iodo-pyridin-2-yl)-cyclopropyl]-carbamic acid tert-butyl ester (0.25 g, 0.69 mmol) in DME (1 mL) was added PdCl2(dppf).dichloromethane complex (57 mg, 0.07 mmol). This solution was transferred to a microwave vial containing 2-benzyloxypyridine-5-boronic acid (0.17 g, 0.76 mmol) and K3PO4 (1M, 0.90 mL, 0.90 mmol). Water (0.4 mL) and EtOH (0.3 mL) were added and the mixture heated in a microwave at 100° C. for 10 minutes. 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 and concentrated to give [1-(6′-benzyloxy-[3,3′]bipyridinyl-6-yl)-cyclopropyl]-carbamic acid tert-butyl ester (0.24 g, 0.58 mmol) as a brown solid, m/z 418.8 [M+H]+.

Provenance & Evidence