2,3-Dihydroxy-4-methoxybenzoic acid → 7-Methoxy-1'-acetyl-spiro[1,3-benzodioxole-2,4'-piperidine]-4-carboxylic acid

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Reaction Conditions

Reaction Steps

A mixture of 2,3-dihydroxy-4-methoxybenzoic acid (1.23 g, 6.67 mmol), 1-acetyl-4,4-dimethoxy-piperidine (1.4 g, 7.6 mmol) and 1-acetyl-1,2,3,6-tetrahydro-4-methoxy-pyridine (14.2 g, 91.5 mmol) was exposed to microwave heating (180° C., one hour) in a sealed reaction vessel. Filtration and subsequent standard HPLC purification afforded compound 508 (0.54 g, 26%). LC/MS (METHOD B): (m/z) 308.2 (MH+); RT=2.27 min; purity (UV)=95%.

Provenance & Evidence