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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2262245Generated: November 1, 2026

Phosphorus tribromide → 4-(6-(Bromomethyl)-2-chlorothieno[3,2-d]pyrimidin-4-yl)morpholine

https://huagongshe.com/reaction/2262245

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant2-Chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehydeHCID 45789985—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product4-(6-(Bromomethyl)-2-chlorothieno[3,2-d]pyrimidin-4-yl)morpholineHCID 46180726—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of 2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine-6-carbaldehyde (900 mg) in toluene (20 mL) at 40° C. was added phosphorus tribromide (0.10 mL) and the reaction mixture was heated at 100° C. for 16 h. After cooling to room temperature, the reaction was diluted with dichloromethane (40 mL) and washed with saturated aqueous sodium hydrogen carbonate solution (2×40 mL). The organic layer was dried (MgSO4) and reduced in vacuo to give 6-bromomethyl-2-chloro-4-morpholin-4-yl-thieno[3,2-d]pyrimidine as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07846929B2
Source datasetuspto-grants-2010_12
ORD IDord-4e5d933bfc2944ce8ba14f5701141729
Source noteuspto-grants-2010_12