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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692801Generated: October 26, 2026

Acetonitrile → (5-(1h-Indazol-4-yl)-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-(methylsulfonyl)piperazin-1-yl)methanone

https://huagongshe.com/reaction/1692801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantSodium CarbonateHCID 10340—
Reactant1H-Indazole-4-boronic acidHCID 44118310—
Reactant(5-Chloro-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-methylsulfonylpiperazin-1-yl)methanoneHCID 86630083—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Product(5-(1h-Indazol-4-yl)-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-(methylsulfonyl)piperazin-1-yl)methanoneHCID 25254936—

Reaction Steps

(5-Chloro-7-morpholinothiazolo[4,5-d]pyrimidin-2-yl)(4-methylsulfonylpiperazin-1-yl)methanone, 1H-indazol-4-yl-4-boronic acid (2.5 eq), and trans-dichlorobis(triphenylphosphine)palladium(II) (0.1 eq) were slurried with equal parts 1M sodium carbonate aqueous solution (3 eq) and acetonitrile. The solution was microwaved at 140° C. for 10 minutes. Water was added and the solution was filtered. The resulting precipitate was washed with methylene chloride and the organic layer was purified by silica gel chromatography followed by reverse phase silica gel chromatography to give the product 141.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158626B2
Source datasetuspto-grants-2012_04
ORD IDord-6f901462c59e4224ae163e8e7bd68547
Source noteuspto-grants-2012_04