Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Malic Acid | HCID 525 | — |
| Reactant | HCID 50908794 | HCID 50908794 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68524517 | HCID 68524517 | 76.2% |
Reaction Steps
(Z)-5-(2-Diethylamino-ethyl)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-3-methyl-3a,5,6,7,8,8a-hexahydro-1H-pyrrolo[3,2-c]azepin-4-one 1 (2.01 g, 4.75 mmol) obtained from Example 1 was dissolved in 279 ml of methanol under stirring, and added with 2-hydroxy-succinic acid (0.953 g, 7.11 mmol) to the solution in one portion. The orange solution was concentrated under reduced pressure, added with 45 ml of acetonitrile, heated to reflux for 30 minutes in an oil bath. The oil bath was then removed, and the reaction mixture was naturally cooled down to room temperature, filtered and dried to obtain the title compound (Z)-5-(2-diethylamino-ethyl)-2-(5-fluoro-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-3-methyl-3a,5,6,7,8,8a-hexahydro-1H-pyrrolo[3,2-c]azepin-4-one malate 63 (2.02 g, yield 76.2%) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08329682B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-773844ef60194522b930bd665c84d199 |
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| Source note | uspto-grants-2012_12 |
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