(Cyclopent-1-en-1-yl)boronic acid → 2-(2-Cyclopent-1-enyl-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester

Participants

Reaction Steps

To a solution of 2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (800 mg, 1.78 mmol) and cyclopenten-1-ylboronic acid (796 mg, 7.11 mmol) in dioxane (20 mL) is added Pd(PPh3)4 (412 mg, 0.36 mmol) and 2M aqueous solution of CsCO3 (5.34 mL, 10.7 mmol). The resulting reaction mixture is covered with argon and run in a microwave reaction: 110° C., 2.7 h. After concentration in vacuo, the residue is purified by flash column chromatography (120 g silica gel, gradient elution: 5-40% EtOAc in heptane) to give a pure product (131) as a brown solid (589 mg, 85%).

Provenance & Evidence