Nitrogen → 4,7-Difluoro-2-[3-methyl-2-(2-methyl-propenyl)-benzoylamino]-indan-2-carboxylic acid ethyl ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 4,7-difluoro-2-(2-iodo-3-methyl-benzoylamino)-indan-2-carboxylic acid ethyl ester (390) (451 mg, 1 mmol) and 2-methyl-1-propenyl boronic acid pinacol ester (364 mg, 2 mmol) in dioxane (20 mL) was added dichloro[1,1′-bis(diphenylphosphino)-ferrocene]palladium (II) dichloromethane adduct (65 mg, 8.2% mmol) and 2M aqueous solution of K2CO3 (1.5 mL, 3 mmol). The resulting reaction mixture is filled in with N2, heated to 100° C. and stirred continuously for 4 h. The reaction mixture is filtered and concentrated in vacuo, and the resulting residue is purified by flash column chromatography (12 g silica gel, gradient elution: 0%-50% EtOAc in heptane) to give a pure product (391) as light brown oil (150 mg, 36%).

Provenance & Evidence