HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749798Generated: October 31, 2026
Piperidine → (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one
https://huagongshe.com/reaction/1749798
Participants
| Role | Name | HCID | Charge |
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| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | — |
| Reactant | 6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one | HCID 71278937 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one | HCID 71278656 | 52.3% |
Reaction Steps
A solution of 6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.170 g, 0.684 mmol) obtained in Example A41, Step 1 in methanol (3 mL) was added with 7-aza-1H-indole-3-carboxaldehyde (0.100 g, 0.684 mmol) and piperidine (0.00582 g, 0.0684 mmol), and the mixture was stirred at 60° C. for 1 hour. The reaction mixture was cooled to room temperature, and then added with methanol (2 mL), and the precipitated solid was suspended in methanol and thereby washed. The solid was collected by filtration to obtain the objective (Z)-2-[(1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-hydroxy-7-(morpholinomethyl)benzofuran-3(2H)-one (0.135 g, 52%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09156827B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-83bc6d5f5f2849309c4cdce7ff743aae |
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| Source note | uspto-grants-2015_10 |
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