Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 18179638 | HCID 18179638 | — |
| Reactant | 3-Methyl-4-oxo-5-(2-pyrrolidin-1-yl-ethyl)-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde | HCID 59250096 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 25130954 | HCID 25130954 | 164.3% |
| Product | HCID 68527884 | HCID 68527884 | — |
Reaction Steps
3-Methyl-4-oxo-5-(2-pyrrol 8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde 28c (60.2 mg, 0.21 mmol) and 5-(4-fluoro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one 65a (57.6 mg, 0.19 mmol) were dissolved in 2 ml of ethanol, and added with 50 μl of piperidine to the solution at room temperature. Upon completion of the addition, the reaction mixture was heated to reflux for 3 hours. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was naturally cooled down to room temperature, and filtered. The filter cake was washed with anhydrous ethanol (3 ml×2) and dried to obtain the title compound (Z)-2-[5-(4-fluoro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-3-methyl-5-(2-pyrrolidin-1-yl-ethyl)-5,6,7,8-tetrahydro-1H-pyrrolo[3,2-c]azepin-4-one 65 (90 mg, yield 81.8%) 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-d79f583c589647298398631a8a3d5dff |
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| Source note | uspto-grants-2012_12 |
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