Sodium Carbonate → HCID 117667804, compound

Participants

Reaction Conditions

Reaction Steps

A crude solution of 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-pyrrolo[2,3-b]pyridine-1-carboxylic acid amide (0.41 mmol) is added to 3-bromo-4-methyl-pyridine (64 mg, 0.37 mmol) followed by the addition of aqueous 2.0 M Na2CO3 solution (0.41 mL, 0.82 mmol) and 1,1′-bis(diphenylphosphino)ferrocene palladium (II) chloride (420 mg, 0.52 mmol). The vial is sealed and the mixture is sparged with Ar (10 seconds). The reaction is stirred for 3 hours at 100° C. The reaction mixture is concentrated to dryness and dissolved in 2 mL of DMF, filtered and purified by reverse phase HPLC to afford the titled product.

Provenance & Evidence