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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20995Generated: October 27, 2026

Sodium Bicarbonate → 3-Amino-6-(1H-indol-2-yl)phthalimide

https://huagongshe.com/reaction/20995

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantHydrochloride methanolHCID 21893726—
Reactant3-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimideHCID 68492812—
SolventMethanolHCID 887—
Product3-Amino-6-(1H-indol-2-yl)phthalimideHCID 1199968887.4%

Reaction Conditions

Temperature70 °C

Reaction Steps

3-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide (21.8 mg, 0.0578 mmol) was dissolved in methanol (2.2 mL), and the solution was added with 10% hydrogen chloride-methanol solution (2.2 mL), followed by stirring at 70° C. for 1.3 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution, extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by preparative thin-layer chromatography (chloroform/acetone=6/1, chloroform/methanol=12/1) to obtain Compound 1 (14 mg, yield 87%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-57ba0fe19a30487ba9d4f58357e5f778
Source noteuspto-grants-2010_06