Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | HCID 68492726 | HCID 68492726 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68491186 | HCID 68491186 | 26% |
Reaction Steps
4-Amino-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.0940 g, 0.204 mmol) was dissolved in ethyl acetate (4.0 mL), and the solution was added with triethylamine (0.0570 mL, 0.408 mmol) and cyclopropanecarbonyl chloride (0.0280 mL, 0.306 mmol), followed by stirring at room temperature for 1.5 hours. The reaction mixture was added with water and 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 flash column chromatography (chloroform/methanol=85/15) to obtain 4-cyclopropylcarbonylamino-7-[1-(tert-butoxycarbonyl)-5-(piperidinomethyl)indol-2-yl]isoindolinone (0.0280 g, yield 26%).
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-575ba90fdb2841ff82009e61bb79c3e3 |
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| Source note | uspto-grants-2010_06 |
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