* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
B. 2,3-Dihydro-2,3-dioxo-1H-indole-4-carboxylic acid, methyl ester The title A compound (3.49 g, 10 mmol) in acetonitrile (150 mL) and water (10 mL) was stirred with silver trifluoroacetate (4.5 g, 20 mmol) at 80 C. for one hour and 30 minutes. The reaction mixture was concentrated in vacuo and chromatographed through Merck silica gel (180 g) using a 3:7 acetone:hexane solvent system. The appropriate fractions were combined and concentrated to yield the title compound as a orange-brown solid.
14
3,3-dibromo-2-oxo-2,3-dihydro-1H-indole-4-carboxylic acid methyl ester[ No CAS ]
methyl 3,3-difluoro-2-oxo-2,3-dihydro-1H-indol-4-carboxylate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
17%
With diethylamino-sulfur trifluoride; In chloroform; at 20℃; for 1.0h;
To a chloroform solution (9 ml) of <strong>[153072-43-6]methyl 2,3-dioxo-2,3-dihydro-1H-indole-4-carboxylate</strong> (726 mg, 3.54 mmol), N,N-diethylaminosulfur trifluoride (1.16 ml, 8.85 mmol) was added and the resulting mixture was stirred at room temperature for an hour. To the reaction mixture, a saturated aqueous solution of sodium hydrogencarbonate was added under cooling with ice to arrest the reaction and after rendering the mixture acidic with a saturated aqueous solution of ammonium chloride, extraction was conducted. The organic layer was dried and then concentrated under reduced pressure. The resulting residue was purified with a silica gel cartridge (hexane/ethyl acetate=60:40 to 0:100). As a result, the titled compound was obtained as a pale yellow powder in an amount of 136 mg (yield: 17%). (ESI neg.) m/z: 226 (M-H)-
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
