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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749825Generated: November 2, 2026

5-bromo-1H-pyrrolo(2,3-b)pyridine-3-carbaldehyde → HCID 86682009, compound

https://huagongshe.com/reaction/1749825

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-bromo-1H-pyrrolo(2,3-b)pyridine-3-carbaldehydeHCID 24729605—
ReactantTert-butyl 4-[(6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl)methyl]piperazine-1-carboxylateHCID 60155786—
CatalystPiperidineHCID 8082—
SolventMethanolHCID 887—
ProductHCID 86682009HCID 8668200973.7%

Reaction Conditions

Temperature50 °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, 0.058 mmol) obtained in Example A16, Step 1 in methanol (1.0 mL) was added with 5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.010 g, 0.044 mmol). Then, the mixture was added with 5 drops of piperidine, and the mixture was stirred at 50° C. for 2 hours. The solvent was evaporated under reduced pressure, and then the residue was suspended in methylene chloride and thereby washed to obtain tert-butyl (Z)-4-({2-[(5-bromo-1H-pyrrolo[2,3-b]pyridin-3-yl)methylene]-6-hydroxy-3-oxo-2,3-dihydrobenzofuran-7-yl}methyl)piperazine-1-carboxylate (0.018 g, 56%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156827B2
Source datasetuspto-grants-2015_10
ORD IDord-1789a219910a4adda8086e76739d98c3
Source noteuspto-grants-2015_10