HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1728190Generated: October 27, 2026
Pyrrolidine → 6-Chloro-3-(5-chloro-pyridine-3-ylmethylene)-1,3-dihydro-indol-2-one
https://huagongshe.com/reaction/1728190
Participants
| Role | Name | HCID | Charge |
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| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | 6-Chloro-1,3-dihydroindol-2-one | HCID 736344 | — |
| Reactant | 5-Chloro-pyridine-3-carbaldehyde | HCID 14444196 | — |
| Reactant | Z-6-chloro-3-(5-chloro-pyridine-3-ylmethylene)-1,3-dihydro-indol-2-one | HCID 68956604 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 6-Chloro-3-(5-chloro-pyridine-3-ylmethylene)-1,3-dihydro-indol-2-one | HCID 68956605 | — |
Reaction Steps
To the mixture of 6-chlorooxindole (0.93 g, 5.6 mmol) and 5-chloro-pyridine-3-carbaldehyde (0.8 g, 5.6 mmol) in methanol (10 mL) was added pyrrolidine (0.6 g, 5.6 mmol) dropwise. The mixture was then heated at 70° C. for 3 h and cooled to room temperature. The precipitate was collected, dried to give a mixture of E/Z-6-chloro-3-(5-chloro-pyridine-3-ylmethylene)-1,3-dihydro-indol-2-one as a bright yellow solid (Yield 1.0 g, 63%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07495007B2 |
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| Source dataset | uspto-grants-2009_02 |
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| ORD ID | ord-3c636d0d8f7249faae9abea1b1efb620 |
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| Source note | uspto-grants-2009_02 |
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