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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052152Generated: October 30, 2026

Sodium Iodide → 6-bromo-2-(pyrrolidin-1-ylmethyl)thieno[3,2-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/1052152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantPotassium CarbonateHCID 11430—
ReactantPyrrolidineHCID 31268—
Reactant6-bromo-2-(chloromethyl)thieno[3,2-d]pyrimidin-4(3H)-oneHCID 136333905—
SolventDimethylformamideHCID 6228—
Product6-bromo-2-(pyrrolidin-1-ylmethyl)thieno[3,2-d]pyrimidin-4(3H)-oneHCID 136333906—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a mixture of pyrrolidine (2.2 mL), potassium carbonate (2.5 g), sodium iodide (134 mg) and N,N-dimethylformamide (40 mL) was added 6-bromo-2-(chloromethyl)thieno[3,2-d]pyrimidin-4 (3H)-one (2.5 g), and the mixture was stirred at 70° C. for 30 min. Insoluble material was removed by filtration, the filtrate was concentrated under reduced pressure, and the residue was washed with a small amount of ethyl acetate to give the title compound (1.5 g) as a pale-yellow solid. The filtrate was purified by basic silica gel column chromatography (methanol/ethyl acetate) to give the title compound (0.87 g) as a pale-yellow solid. The total yield of the title compound was 2.37 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388195B2
Source datasetuspto-grants-2016_07
ORD IDord-52199723e72843f88f6bde5384750342
Source noteuspto-grants-2016_07