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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Hydrochloride methanol | HCID 21893726 | — |
| Reactant | 3-Amino-6-[1-(tert-butoxycarbonyl)indol-2-yl]phthalimide | HCID 68492812 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-Amino-6-(1H-indol-2-yl)phthalimide | HCID 11999688 | 87.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07745641B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-57ba0fe19a30487ba9d4f58357e5f778 |
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| Source note | uspto-grants-2010_06 |
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