HCID 71087871, compound → HCID 71087926, compound

Participants

Reaction Steps

To a solution of 5-(2,5-dihydrofuran-3-yl)-pyridine-2-carboxylic acid methyl ester (a1) and 5-(4,5-dihydrofuran-2-yl)-pyridine-2-carboxylic acid methyl ester (a2) (mixture from Example 101 a, 8 g, 39 mmol) in methanol (200 ml) was added palladium on carbon (10% w/w, 0.8 g). The mixture was stirred under hydrogen balloon overnight at room temperature. After concentration, the crude product was purified by column chromatography (silica gel, 100 g, eluting with 30% ethyl acetate in petroleum ether) to give 5-(tetrahydrofuran-3-yl)-pyridine-2-carboxylic acid methyl ester (b1) and 5-(tetrahydrofuran-2-yl)-pyridine-2-carboxylic acid methyl ester (b2) (mixture, b1/b2=1/0.85 at UV 254 nm, 7.8 g, 97%) as colorless oil; MS (EI): m/e=208.1 [M+H]+.

Provenance & Evidence