HCID 86607519, compound → HCID 67233363, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-bromo-7-hydroxy-thieno[3,2-c]pyridine-6-carboxylic acid butyl ester (example 44a, 165 mg, 0.5 mmol), CuCN (181 mg, 2 mmol), tris(dibenzylideneacetone)dipalladium(0) (46 mg, 0.05 mmol), 1,1′-bis(diphenylphosphino)ferrocene (114 mg, 0.2 mmol), tetraethylammonium cyanide (83 mg, 0.5 mmol), and anhydrous 1,4-dioxane (3 ml) was heated in a microwave oven at 140° C. with stirring for 15 min. Then silica gel was added and the mixture concentrated in vacuo. The residue was added on top of a short column filled with silica gel. Elution with ethyl acetate:hexanes=1:1 and in vacuo concentration gave a tan solid (209 mg). Purification by flash column chromatography on silica gel using ethyl acetate:hexanes=3:7 and then 1:1 gave the title compound as a tan solid (63 mg); MS-(+)-ion: MS-(−)-ion: M−1=275.1.

Provenance & Evidence