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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216634Generated: October 25, 2026

Water → 6-Acetyl-2-aminocarbonylaminoindole-3-carboxamide

https://huagongshe.com/reaction/216634

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium HydroxideHCID 14798—
Reactant2-[(Aminocarbonyl)amino]-6-ethynylindole-3-carboxamideHCID 24989060—
Solvent1,4-DioxaneHCID 31275—
Product6-Acetyl-2-aminocarbonylaminoindole-3-carboxamideHCID 5918977557%

Reaction Conditions

Temperature95 °C

Reaction Steps

Water (6 μl L, 0.25 mmol) and trifluoroacetic acid (150 μL, 2.0 mmol) were added to a solution of 2-aminocarbonylamino-6-ethynylindole-3-carboxamide (Compound 10-1, 20 mg, 0.083 mmol) in 1,4-dioxane (2 mL), the mixture was stirred at 95° C. for 5 hours. 1 N Sodium hydroxide aqueous solution (2 mL) was added to the reaction mixture under ice-cooling, and the whole was extracted with ethyl acetate (20 mL). The organic layer was washed with brine (10 mL), and dried over anhydrous magnesium sulfate. After the solvent was evaporated under reduced pressure, the resultant solid was washed with diethyl ether (2 mL) and dried under reduced pressure to give the title compound (12 mg) as a colorless solid (yield 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193237B2
Source datasetuspto-grants-2012_06
ORD IDord-41d1f5ff03d54001b1d6951685262aff
Source noteuspto-grants-2012_06