HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749803Generated: November 2, 2026
6-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde → HCID 86681993, compound
https://huagongshe.com/reaction/1749803
Participants
| Role | Name | HCID | Charge |
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| Reactant | 6-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 18400607 | — |
| Reactant | Tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate | HCID 60155786 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86681993 | HCID 86681993 | 69% |
Reaction Steps
A solution of tert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylate (0.020 g, 0.057 mmol) obtained in Example A16, Step 1 in methanol (2.0 mL) was added with 6-chloro-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.009 g, 0.057 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 60° C. for 1 hour. The solvent was evaporated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with chloroform/methanol (95:5→90:10)) to obtain tert-butyl (Z)-4-({2-[(6-chloro-1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.020 g, 69%).
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-a758effa881b4ad6a176ff25af2f9e66 |
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| Source note | uspto-grants-2015_10 |
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