Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 418569Generated: October 25, 2026

Toluene → 7-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridine

https://huagongshe.com/reaction/418569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-Bromo-1-methyl-1H-imidazoleHCID 2773262—
Reactant7-Chloro-2-(tributylstannyl)thieno[3,2-b]pyridineHCID 57516658—
Product7-chloro-2-(1-methyl-1H-imidazol-2-yl)-thieno[3,2-b]pyridineHCID 2214356394.2%

Reaction Steps

To a solution of the tin derivative 6 (24.79 g, 54.05 mmol) and 2-bromo-1-methyl-1H-imidazole (10.4 g, 64.86 mmol) [McCallum, P. W.; Weavers, R. T.: Grimmet, M. R.; Blackman, A. G.; Aust. J. Chem.; 52; 3; 1999; 159-166.1 in toluene (180 mL) Pd[PPh3]4 (5 g, 4.32 mmol) was added and the mixture was refluxed under nitrogen for 2 days, cooled to room temperature. A precipitate was formed which was collected by filtration, washed with Et2O and dried, to afford the title compound 7 as a grey solid (12.72 g, 94% yield). MS (m/z): 250.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093264B2
Source datasetuspto-grants-2012_01
ORD IDord-f269f90ffb4645788031a932cceb48f9
Source noteuspto-grants-2012_01