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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1365799Generated: October 25, 2026

Sodium Carbonate → 4-(2-((4-(methylsulfonyl)piperazin-1-yl)methyl)-5-(1H-pyrrolo[2,3-b]pyridin-5-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholine

https://huagongshe.com/reaction/1365799

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-Chloro-2-((4-methylsulfonylpiperazin-1-yl)methyl)-7-morpholinothiazolo[5,4-d]pyrimidineHCID 44541675—
Reactant1H-Pyrrolo[2,3-B]pyridin-5-ylboronic acidHCID 45480257—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
Product4-(2-((4-(methylsulfonyl)piperazin-1-yl)methyl)-5-(1H-pyrrolo[2,3-b]pyridin-5-yl)thiazolo[5,4-d]pyrimidin-7-yl)morpholineHCID 25254301—

Reaction Steps

5-Chloro-2-((4-methylsulfonylpiperazin-1-yl)methyl)-7-morpholinothiazolo[5,4-d]pyrimidine, 1H-pyrrolo[2,3-b]pyridin-5-yl boronic acid (1.2 eq), and trans-dichlorobis(triphenylphosphine)palladium(II) (0.1 eq) were slurried with equal parts 1M sodium carbonate (3 eq) and acetonitrile. The solution was microwaved at 130° C. for 15 minutes. Acetonitrile was added and the solution was filtered. The resulting organic layer was purified by reverse phase silica gel chromatography to give the product 116.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07893059B2
Source datasetuspto-grants-2011_02
ORD IDord-0f697a3ed8d149b1a4301894cfc28a26
Source noteuspto-grants-2011_02