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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 47236Generated: October 25, 2026

Formaldehyde → 1-Piperidin-1-ylmethyl-3-(1-H-pyrrol-2-ylmethylene)-1,3-dihydro-indol-2-one

https://huagongshe.com/reaction/47236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantPiperidineHCID 8082—
Reactant(Z)-3-((1H-pyrrol-2-yl)methylene)indolin-2-oneHCID 5908088—
SolventEthanolHCID 702—
Product1-Piperidin-1-ylmethyl-3-(1-H-pyrrol-2-ylmethylene)-1,3-dihydro-indol-2-oneHCID 7274790877.6%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of Z-(1H-Pyrrol-2-ylmethylene)-1,3-dihydro-indol-2-one (0.60 g, 2.85 mmol), paraformaldehyde (0.13 g, 4.28 mmol) and piperidine (0.24 g, 2.85 mmol) in EtOH (5 mL) was heated to 60-70° C. for 14 h. The reaction mixture was cooled to −20° C. for 1 h and the fine yellow solid present was collected by filtration. The solid collected was dried under vacuum to give the title compound as a yellow solid (0.68 g, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06699863B1
Source datasetuspto-grants-2004_03
ORD IDord-5d2d2ccee1e04d0e820bbbc0fb7a0faa
Source noteuspto-grants-2004_03