Potassium Phosphate, Tribasic → HCID 86692445, compound

Participants

Reaction Conditions

Reaction Steps

Cyclopropylboronic acid (457 mg), palladium (II) acetate (79.5 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos) (290 mg) and tripotassium phosphate (1.88 g) were added at room temperature to a solution of 5-bromo-1-methyl-1H-indole-3-carboxylic acid ethyl ester (1.0 g) described in Reference Example 52(2) in tetrahydrofuran (14 ml), and the mixture was stirred at 75° C. for five hours. After completion of the reaction, the reaction solution was cooled to room temperature, water was added and filtered through Celite. The filtrate was extracted with ethyl acetate three times. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 5-cyclopropyl-1-methyl-1H-indole-3-carboxylic acid ethyl ester (802 mg) as a yellow solid.

Provenance & Evidence