Tributylphosphine → HCID 23634389, compound

Participants

Reaction Steps

Dissolve 5-(4-chloro-phenyl)-3-(2-hydroxy-ethyl)-thiophene-2-carboxylic acid [3-methoxy-4-(2-pyrrolidin-1-yl-acetylamino)-phenyl]-amide (623 μmol, 320 mg) and tri-n-butylphosphine (934 μmol, 233 μL) in tetrahydrofuran (5 mL) then add dropwise via syringe diisopropyl azodicarboxylate (934 μmol, 185 μL). Stir the mixture at room temperature for 4 h. Dilute the mixture with 15 mL of Et2O, filter the resulting solid, and dry under vacuum at 60° C. to afford 195 mg (63%) of N-{4-[2-(4-chloro-phenyl)-7-oxo-4,7-dihydro-5H-thieno[2,3-c]pyridin-6-yl]-2-methoxy-phenyl}-2-pyrrolidin-1-yl-acetamide. Prepare the hydrochloride salt of the free base using 1N HCl in ethanol. Dilute the salt solution in ether then filter off the product. Dry in vacuo to obtain the title compound. MS/ES m/z (35Cl) 496.2 [M+H]+.

Provenance & Evidence