1-Cyclopropyl-butane-1,3-dione → Cyclopropyl-(2-methyl-4-phenyl-5,6,7,8-tetrahydro-9-thia-1,7-diaza-fluoren-3-yl)-methanone

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Reaction Conditions

Reaction Steps

To a stirred solution of 1.0 g (2.79 mmol) 2-amino-3-benzoyl-4,7-dihydro-5H-thieno[2,3-c]pyridine-6-carboxylic acid tert-butyl ester (the preparation of which is described in example 23) in 15 ml acetic acid was added 0.70 g (5.55 mmol) of 1-cyclopropyl-butane-1,3-dione and three drops of sulfuric acid. The mixture was then stirred at 100° C. for 30 minutes and then concentrated in vacuo. Flash chromatography (dichloromethane/methanol 95:5) afforded 0.47 g (48%) cyclopropyl-(2-methyl-4-phenyl-5,6,7,8-tetrahydro-9-thia-1,7-diaza-fluoren-3-yl)-methanone as a brown oil. ES-MS m/e (%): 349 (M+H+, 100).

Provenance & Evidence