Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1175600Generated: November 1, 2026

Pyrrole → HCID 58789394, compound

https://huagongshe.com/reaction/1175600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrroleHCID 8027—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamideHCID 68775075—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventDimethylformamideHCID 6228—
ProductHCID 58789394HCID 58789394—

Reaction Conditions

Temperature195 °C

Reaction Steps

To a solution of 2-(4-bromophenyl)-N-isobutyl-2-methylpropanamide (example 1a) (100 mg, 0.33 mmol) in DMF (5 mL) was added 1-H-pyrrole (0.66 mmol, 44 mg), K2CO3 (2.4 eq., 115 mg) and catalytic CuI (3 mg). The reaction tube was sealed, and heated in a microwave at 195° C. for 3 hours. The solution was extracted with ethyl acetate and washed with cold water. The product was purified twice by reverse phase HPLC (10 to 95% acetonitrile/water). The compound was re-dissolved in ethanol and evaporated to dryness. 1H NMR (400 MHz, DMSO-d6): δ 0.75 (d, 6H)), 1.48 (s, 6H), 1.70 (m, 1H), 2.85 (t, 2H), 6.1 (d, 2H), 7.3 (m, 5H), 7.5 (d,2H). MS: M+H=285.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07842324B2
Source datasetuspto-grants-2010_11
ORD IDord-28489442bc3844b28f283e6997064a7c
Source noteuspto-grants-2010_11