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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748484Generated: October 30, 2026

Potassium Phosphate, Tribasic → 1-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/1748484

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantN,N-DimethylethylenediamineHCID 66053—
Reactant2-Bromo-5-chloropyridineHCID 817098—
Reactanttert-butyl 1H-pyrrole-3-carboxylateHCID 11171190—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product1-(5-Chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl esterHCID 8669244790%

Reaction Conditions

Temperature120 °C

Reaction Steps

N,N-dimethylethylenediamine (1.9 ml) was added to 1H-pyrrole-3-carboxylic acid tert-butyl ester (2.0 g) described in Reference Example 50, copper iodide (2.28 g), tripotassium phosphate (12.7 g) and 2-bromo-5-chloropyridine (2.78 g) in 1,4-dioxane (120 ml), and stirred at 120° C. for four hours. Water was added to the reaction solution, extracted with ethyl acetate, dried over anhydrous sodium sulfate and concentrated in vacuo. n-Hexane was added to the resulting residue and the precipitated solid was washed with n-hexane to give 1-(5-chloropyridin-2-yl)pyrrole-3-carboxylic acid tert-butyl ester (3.0 g) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150555B2
Source datasetuspto-grants-2015_10
ORD IDord-6b00bd18cc544d2088dd4f2625b5be44
Source noteuspto-grants-2015_10