1,4-Dioxa-8-azaspiro(4.5)decane → HCID 22293841, compound

Participants

Reaction Steps

To a stirred solution of 3.20 g (9.64 mmol) of 1-[3-(4-chloro-phenyl)-1-oxiranylmethyl-1,4,6,7-tetrahydro-pyrazolo[4,3-c]pyridin-5-yl]-ethanone and 2.07 g (14.5 mmol) of 1,4-dioxa-8-azaspiro[4.5]decane in CH2Cl2 (65 mL) was added 1.79 g (2.89 mmol) of Yb(OTf)3.H2O. The reaction was stirred overnight and was then directly purified by flash chromatography (silica, 0-5% MeOH/CH2Cl2) to afford 3.70 g (81%) of the title compound. TLC (silica, 5% MeOH/CH2Cl2): Rf=0.35. MS (electrospray), m/z calculated for C24H31ClN4O4 [M++H], 475.20, observed 475.1.

Provenance & Evidence