Azidotrimethylsilane → HCID 178452580、化合物

温度

100 °C

A solution of {1-[4-(8-Ethynyl-4-oxo-2-phenyl-4H-chromen-3-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester (34 mg, 0.069 mmol) in MeOH (0.2 mL) and DMF (1.8 mL) was treated with copper(I) iodide (1 mg, 0.003 mmol) and azido trimethylsilane (0.014 ml, 0.104 mmol). The reaction mixture was the stirred at 100° C. for 3.75 h. The resultant mixture was allowed to cool to RT, diluted with EtOAc, washed with brine. The aqueous extracts were further washed with EtOAc (×2). The combined organic extracts were dried (Na2SO4), filtered and concentrated in vacuo. The resultant residue was subjected to flash chromatography (SiO2, gradient 0 to 30% EtOAc in DCM) to give the title compound. LCMS (Method G) RT=3.88 min, [M+H]+=535.

1. temperatureto cool to RT
2. washwashed with brine
3. washThe aqueous extracts were further washed with EtOAc (×2)
4. dry with materialThe combined organic extracts were dried (Na2SO4)
5. filtrationfiltered
6. concentrationconcentrated in vacuo

ORDレコード

ord-04e7ad30103d4dbca6b7fb2a6c74fe12

出典データセット

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08546376B2