Triethylamine → 5-[2-Bromo-4-(3-oxo-2,3-diphenyl-propyl)-phenyl]-2-tert-butyl-1,1-dioxo-1,2-dihydro-1lambda6-isothiazol-3-one

온도

70 °C

A solution of 1.36-A (25.0 mg, 51 μmol), 2-tert-butylisothiazol-3(2H)-one 1,1-dioxide (19.3 mg, 0.102 mmol), tetra-N-butylammonium chloride (21.2 mg, 76 μmol) and palladium acetate (1.71 mg, 7.6 μmol) in N,N-dimethylformamide (0.48 mL) was treated with triethylamine (0.0213 mL, 0.153 mmol). The reaction mixture was degassed by bubbling with a nitrogen balloon for 10 minutes and heated at 70° C. for 1 h. The reaction mixture was diluted with ethyl acetate (5 mL) and washed with water (5 mL) and 1 N HCl (5 mL). The organic extract was dried with magnesium sulfate, filtered, and concentrated to a crude residue which was purified by flash column chromatography to yield the desired product (12 mg, 43%). LCMS found for C28H27BrNO4S (M+H)+: m/z=552, 554.

1. customThe reaction mixture was degassed
2. customby bubbling with a nitrogen balloon for 10 minutes
3. additionThe reaction mixture was diluted with ethyl acetate (5 mL)
4. washwashed with water (5 mL) and 1 N HCl (5 mL)
5. extractionThe organic extract
6. dry with materialwas dried with magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated to a crude residue which
9. customwas purified by flash column chromatography

ORD 기록

ord-f631e564b7f040e69325e4976b125f86

출처 데이터셋

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07141596B2