反应详情

Combine 2-amino-benzo[b]thiophene-3-carbonitrile (3.93 g, 22.6 mmol), 2,4,5-trifluoro-nitrobenzene (4.0 g, 22.6 mmol) in 30 mL of THF, add sodium hydride (3.54 g, 88.5 mmol)) portionwise at 0˜5° C., after addition, the reaction stir overnight at RT, Pour the rection on ice water (200 mL), extract with dichloromethane (3×50 mL), the combined organic layer wash with water and brine, dry over Na2SO4. Concentrate down to a residue, purify by chromatography, gradient hexanes to hexane:CH2Cl2: EtOAc=5:5:0.5, obtain red orange solid 1.71 g as the title compound. 1H NMR (300 MHz, DMSO-d6): δ 10.34 (br, 1H), 8.41-8.35 (m, 1H), 7.96-7.94 (m, 1H), 7.85-7.79 (m, 1H), 7.64-7.61 (m, 1H), 7.52-7.49 (m, 1H), 7.42-7.36 (m, 1H).

1. additionafter addition
2. additionPour the rection on ice water (200 mL)
3. extractionextract with dichloromethane (3×50 mL)
4. washthe combined organic layer wash with water and brine
5. dry with materialdry over Na2SO4
6. concentrationConcentrate down to a residue
7. custompurify by chromatography, gradient hexanes to hexane