Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | L-Malic Acid | HCID 222656 | — |
| Reactant | 1H-Indole-3-carboxamide, N-[2-(diethylamino)ethyl]-7-(5-fluoro-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-4,5,6,7-tetrahydro-2-methyl-, (7Z)- | HCID 56935577 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 62705059 | HCID 62705059 | 93% |
Reaction Steps
8.49 g (20 mmol) (Z)—N-[2-(diethylamino)ethyl]-2-methyl-7-(1,2-dihydro-5-fluoro-2-oxo-3H-indol-3-ylidene)-4,5,6,7-tetrahydro-1H-indol-3-carboxamide was added to a mixture of 500 ml acetonitrile and 90 ml dichloromethane. The mixture was treated under ultrasonic sound to uniform dispersion. 3.22 g (24 mmol) L-malic acid was added and the solution was heated to reflux with stirring under nitrogen atmosphere. After reaction for 1 h, the resulting solution was filtered while being hot, and the filtrate was concentrated at reduced pressure to dryness, and the resulting product was added to 60 ml anhydrous ethanol and treated under ultrasonic sound to uniform dispersion. Then the solution was filtered, and the filter cake was dried at 40° C. under vacuum, to give the title compound as yellow solid (10.39 g, 18.6 mmol, yield 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018242B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-32a0763cbe514b86b2155c1b967f7514 |
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| Source note | uspto-grants-2015_04 |
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