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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2233874Generated: October 30, 2026

Acetic Acid → 3,4-Dichloro-5-methyl-N-(1-nitrosopiperidin-4-yl)-1H-pyrrole-2-carboxamide

https://huagongshe.com/reaction/2233874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium NitriteHCID 23668193—
Reactant4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetateHCID 68579867—
SolventWaterHCID 962—
SolventWater ethanolHCID 19096565—
Product3,4-Dichloro-5-methyl-N-(1-nitrosopiperidin-4-yl)-1H-pyrrole-2-carboxamideHCID 86608258—

Reaction Conditions

Temperature90 °C

Reaction Steps

A solution of NaNO2 (1.7 g, 24.6 mmol) in 20 ml of water was added to a solution of 4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetate (Intermediate 86; 4 g, 10.3 mmol) and 400 μl acetic acid in 60 ml of 1:1 EtOH—H2O. The mixture was heated to 90° C. for 1 hour. After cooling to room temperature, 200 ml of water was added. White solids were collected by filtration and dried in vacuo (2.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709503B2
Source datasetuspto-grants-2010_05
ORD IDord-df58e45c1d7c497faec733b0e8249d0d
Source noteuspto-grants-2010_05