Trimethylsilyl cyanide → [3,4-Dimethoxy-5-(1-triisopropylsilanyloxyethyl)phenyl][4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile

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Reaction Steps

After adding 0.99 g of 4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamine, 2.607 g of 3,4-dimethoxy-5-(1-triisopropylsilanyloxyethyl)benzaldehyde, 1.7 g of MS3A and 1.6 ml of trimethylsilyl cyanide to a solution of 350 mg of Yb(OTf)3 in 14 ml of dichloromethane under a nitrogen atmosphere, the mixture was stirred at room temperature for 2 days. The reaction mixture was filtered through celite, and the celite was washed with ethyl acetate. The organic layer was concentrated under reduced pressure to give a crude product of [3,4-dimethoxy-5-(1-triisopropylsilanyloxyethyl)phenyl][4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylamino]acetonitrile.

Provenance & Evidence