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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871467Generated: November 3, 2026

Diethyl Ether → 2-(5-Bromo-2-methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1871467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant5-Bromo-3-bromoacetyl-2-methylthiopheneHCID 18691169—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantFuro[3,2-c]pyridin-4-amineHCID 22665882—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Bromo-2-methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridineHCID 18691116—
Product2-(2-Methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridineHCID 18691220—

Reaction Steps

A solution of 6.1 g of 2-(5-bromo-2-methyl-3-thienyl)furo[3,2-c]imidazo[1,2-a]pyridine, which was prepared by the reaction of 4-aminofuro[3,2-c]pyridine and 5-bromo-3-bromoacetyl-2-methylthiophene in a similar manner to that of aforementioned Preparation 7, in 50 ml of tetrahydrofuran was added dropwise to a solution of 3.5 g of lithium aluminum hydride in 50 ml of tetrahydrofuran. When addition was complete, the mixture was refluxed for 2 hours. After being cooled, excessive lithium aluminum hydride was decomposed by the addition of hydrous ether, and the mixture was dried over anhydrous magnesium sulfate. The drying agent was removed by filtration, and the solvent was removed under reduced pressure to give 4.5 g of the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06103736
Source datasetuspto-grants-2000_08
ORD IDord-9c1f3cb365bb4019a8c3f95e89a2e913
Source noteuspto-grants-2000_08