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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919360Generated: October 31, 2026

Selenium Dioxide → 5-Chloro-7-morpholinothiazolo[4,5-d]pyrimidine-2-carbaldehyde

https://huagongshe.com/reaction/1919360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSelenium DioxideHCID 24007—
Reactant5-Chloro-2-methyl-7-morpholin-4-yl-thiazolo[4,5-d]pyrimidineHCID 58234954—
Solvent1,4-DioxaneHCID 31275—
Product5-Chloro-7-morpholinothiazolo[4,5-d]pyrimidine-2-carbaldehydeHCID 5768539249%

Reaction Conditions

Temperature105 °C

Reaction Steps

To a solution of 5-chloro-2-methyl-7-morpholin-4-yl-thiazolo[4,5-d]pyrimidine (102 mg, 0.38 mmol) in 1,4-dioxane (5 mL) was added selenium dioxide (51 mg, 0.46 mmol) and the solution heated at 105° C. for 6 h. The reaction mixture was cooled to RT and partitioned between DCM and brine. The organic layer was isolated, then dried (MgSO4) and concentrated in vacuo. The resultant residue was purified by column chromatography to give the title compound as an orange solid (53 mg, 49%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168633B2
Source datasetuspto-grants-2012_05
ORD IDord-de6ca45cb2a54421b71564dabba9df38
Source noteuspto-grants-2012_05