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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692800Generated: October 26, 2026

Tetrahydrofuran → (5-Chloro-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-methylsulfonylpiperazin-1-yl)methanone

https://huagongshe.com/reaction/1692800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantTriethylamineHCID 8471—
Reactant1-Methanesulfonylpiperazine hydrochlorideHCID 16265612—
Reactant4-(5-Chloro-2-iodothiazolo[4,5-d]pyrimidin-7-yl)morpholineHCID 25252763—
CatalystHCID 178418476HCID 178418476—
Product(5-Chloro-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-methylsulfonylpiperazin-1-yl)methanoneHCID 86630083—

Reaction Conditions

Temperature55 °C

Reaction Steps

4-(5-Chloro-2-iodothiazolo[4,5-d]pyrimidin-7-yl)morpholine 27 was dissolved in tetrahydrofuran and combined with triethylamine, 1-methylsulfonylpiperazine hydrochloride (2 eq), and trans-dichlorobis(triphenylphosphine)palladium(II) (0.1 eq). The solution was flushed with carbon monoxide stirred under a carbon monoxide balloon at 55° C. overnight. The solution was cooled to room temperature. Water was added and the solution was filtered to yield the tan product of (5-chloro-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-methylsulfonylpiperazin-1-yl)methanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158626B2
Source datasetuspto-grants-2012_04
ORD IDord-b2c97af3713a4f5481bb3980e9d42407
Source noteuspto-grants-2012_04