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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 642212Generated: October 31, 2026

N,N'-Dimethylethylenediamine → Ethyl 2-methyl-1-phenyl-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/642212

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantIodobenzeneHCID 11575—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantEthyl 2-methyl-3-pyrrolecarboxylateHCID 136747—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
ProductEthyl 2-methyl-1-phenyl-1H-pyrrole-3-carboxylateHCID 1527213552.1%

Reaction Steps

A solution of 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester (388 mg, 2.53 mmol), iodobenzene (619 mg, 3.04 mmol), copper(I) iodide (24 mg, 0.127 mmol), N,N′-dimethyl-ethane-1,2-diamine (54 μL, 0.506 mmol), potassium phosphate (1.128 g, 5.31 mmol) in dry toluene (2.5 mL) was irradiated with microwave at 130° C. for 2 h; then the solids were filtered off, the filtrate was concentrated, the resulted residue was purified on column to give the title product (302 mg); The title compound, 1H NMR (200 MHz, CDCl3): δ (ppm)=7.5-7.2 (m, 5H), 6.51 (s, 2H), 4.28 (q, 2H, J=7.4 Hz), 2.44 (s, 3H), 1.36 (t, 3H, J=7.4 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696223B2
Source datasetuspto-grants-2010_04
ORD IDord-f5ab3ba5bde042e889bfdd5ba80252a8
Source noteuspto-grants-2010_04