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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2375809Generated: October 26, 2026

Cesium carbonate → 4-bromo-1-[(5-chloro-pyridin-2-ylcarbamoyl)-methyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2375809

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactantethyl 4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylateHCID 138486—
Reactant2-Bromo-N-(5-chloro-2-pyridinyl)acetamideHCID 3421110—
SolventDimethylformamideHCID 6228—
Product4-bromo-1-[(5-chloro-pyridin-2-ylcarbamoyl)-methyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl esterHCID 6928941026.5%

Reaction Steps

To a solution of 4-bromo-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester (492 mg) in DMF (5 mL) was added Cs2CO3 (912 mg). The mixture was stirred for 30 min at RT after which 2-bromo-N-(5-chloro-pyridin-2-yl)-acetamide (499 mg) was added. Stirring was continued for 2 h at RT whereupon the mixture was filtered and concentrated. The residue was subjected to preparative HPLC(CH3CN/H2O gradient+0.05% TFA) to give 4-bromo-1-[(5-chloro-pyridin-2-ylcarbamoyl)-methyl]-3,5-dimethyl-1H-pyrrole-2-carboxylic acid ethyl ester (220 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465806B2
Source datasetuspto-grants-2008_12
ORD IDord-83bb7b9a59a24d1e969404f442c1a33a
Source noteuspto-grants-2008_12