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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749803Generated: November 1, 2026

6-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde → HCID 86681993, compound

https://huagongshe.com/reaction/1749803

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloro-1H-pyrrolo[2,3-b]pyridine-3-carbaldehydeHCID 18400607—
ReactantTert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 60155786—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 86681993HCID 8668199369%

Reaction Conditions

Temperature60 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-a758effa881b4ad6a176ff25af2f9e66
Source noteuspto-grants-2015_10