Water → 2-[(Aminocarbonyl)amino]-6-ethynylindole-3-carboxamide

Temperature

75 °C

1.0 M Tetrabutylammonium fluoride tetrahydrofuran solution (15 mL, 15 mmol) was added to a solution of 2-aminocarbonylamino-6-triisopropylsilylethynylindole-3-carboxamide (Compound 9-15, 4.0 g, 10 mmol) in anhydrous tetrahydrofuran (180 mL), and the mixture was stirred at 75° C. for 2.5 hours. Water (180 mL) was added to the reaction mixture, and the whole was extracted with ethyl acetate (180 mL). The organic layer was washed with brine (180 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with a solution mixture of ethanol and chloroform (ethanol/chloroform=1/3, 55 mL) and dried under reduced pressure to give the title compound (2.2 g) as a slightly brown solid (yield 90%).

1. extractionthe whole was extracted with ethyl acetate (180 mL)
2. washThe organic layer was washed with brine (180 mL)
3. dry with materialdried over anhydrous magnesium sulfate
4. customAfter the solvent was evaporated under reduced pressure
5. washthe resultant solid was washed with a solution mixture of ethanol and chloroform (ethanol/chloroform=1/3, 55 mL)
6. customdried under reduced pressure

ORD record

ord-d66b68c6c1194befae0588c840fa9d43

Source dataset

uspto-grants-2012_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08193237B2