Dimethylformamide → 3-Methoxypropyl 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]piperidine-1-carboxylate

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Reaction Steps

41 μl (0.42 mmol) of 3-methoxy-1-propanol are dissolved in 3 ml of DMF, 69 mg (0.42 mmol) of 1,1′-carbonyldiimidazole are added, and the mixture is stirred at room temperature for 2 h. 122 mg (0.28 mmol) of 4-[4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)thiazol-2-yl]-piperidine hydrobromide are subsequently added, and the reaction mixture is stirred at room temperature for 3 days. The reaction mixture is evaporated, the residue is taken up in ethyl acetate and washed with 1 N HCl, saturated sodium hydrogencarbonate solution and saturated sodium chloride solution. The crude mixture is purified by column chromatography on silica gel. Yield: 90 mg of “A46”, ESI: 471 (M+H), HPLC: 4.20 min.

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