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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191512Generated: November 3, 2026

Piperidine → HCID 25130954, compound

https://huagongshe.com/reaction/2191512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantHCID 18179638HCID 18179638—
Reactant3-Methyl-4-oxo-5-(2-pyrrolidin-1-yl-ethyl)-1,4,5,6,7,8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehydeHCID 59250096—
SolventEthanolHCID 702—
ProductHCID 25130954HCID 25130954164.3%
ProductHCID 68527884HCID 68527884—

Reaction Steps

3-Methyl-4-oxo-5-(2-pyrrol 8-hexahydro-pyrrolo[3,2-c]azepine-2-carbaldehyde 28c (60.2 mg, 0.21 mmol) and 5-(4-fluoro-phenylmethanesulfonyl)-1,3-dihydro-indol-2-one 65a (57.6 mg, 0.19 mmol) were dissolved in 2 ml of ethanol, and added with 50 μl of piperidine to the solution at room temperature. Upon completion of the addition, the reaction mixture was heated to reflux for 3 hours. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was naturally cooled down to room temperature, and filtered. The filter cake was washed with anhydrous ethanol (3 ml×2) and dried to obtain the title compound (Z)-2-[5-(4-fluoro-phenylmethanesulfonyl)-2-oxo-1,2-dihydro-indol-3-ylidenemethyl]-3-methyl-5-(2-pyrrolidin-1-yl-ethyl)-5,6,7,8-tetrahydro-1H-pyrrolo[3,2-c]azepin-4-one 65 (90 mg, yield 81.8%) as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329682B2
Source datasetuspto-grants-2012_12
ORD IDord-d79f583c589647298398631a8a3d5dff
Source noteuspto-grants-2012_12