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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44262Generated: October 28, 2026

2,6-Lutidine → Ethyl 4-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrole-2-carboxylate

https://huagongshe.com/reaction/44262

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-LutidineHCID 7937—
Reactant1,4-DibromobutaneHCID 8056—
Reactantethyl 4-(2-aminoethyl)-1H-pyrrole-2-carboxylateHCID 66636613—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl 4-[2-(pyrrolidin-1-yl)ethyl]-1H-pyrrole-2-carboxylateHCID 66636407—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of the product obtained in Step G (1.3 g) in DMF (134 ml) there are added 2,6-lutidine (4.15 ml) and 1,4-dibromo-butane (4.68 ml). The reaction mixture is stirred at 80° C. for 12 hours and at ambient temperature overnight. The reaction mixture is diluted with 600 ml of ethyl acetate. The organic phase is washed with saturated aqueous NaHCO3 solution, with water and with saturated aqueous NaCl solution, dried over magnesium sulphate, filtered and evaporated to dryness. The residue obtained is purified on silica gel (SiO2: gradient CH2Cl2/MeOH with the addition of 1.4N NH3 in the MeOH) to yield the title product, which is used directly in the next Step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541412B2
Source datasetuspto-grants-2013_09
ORD IDord-2905611c12ee4473bc844e963fa5fea6
Source noteuspto-grants-2013_09