Indane → HCID 67071193, compound

Participants

Reaction Conditions

Reaction Steps

0.68 mmol of ((S)-5-Bromo-indan-2-yl)-propyl-carbamic acid tert-butyl ester were dissolved in 2.5 ml of trifluoromethylbenzene. 0.077 mg of tris(dibenzylidenaceton)-dipalladium(0) (0.08 mmol) and 0.068 mg of tritert.butylphosphine (0.34 mmol) were added. 0.362 mg of 4-isopropyl-benzene-N-methyl-sulfonamide (1.7 mmol) dissolved in 2.5 ml of trifluoromethylbenzene were treated with 0.068 mg of sodium hydride (60% in mineral oil), and the resulting suspension added to the indane solution. The reaction mixture was stirred at 150° C. for 1 h in the microwave (CEM), the solvent evaporated under reduced pressure, water added and the aqueous phase extracted twice with diethyl ether. The combined organic layers were dried over magnesium sulfate, filtered, and the solvent evaporated to yield 1 g of a brownish oil that was further purified via silica gel chromatography using cyclohexane/ethyl acetate 7.5% as eluent. Fractions containing the product were combined and the solvent evaporated to yield 0.197 g of the product.

Provenance & Evidence