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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775105Generated: November 2, 2026

2,4-Dichloropyrimidine → 3-(2-Chloropyrimidin-4-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine

https://huagongshe.com/reaction/1775105

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DichloropyrimidineHCID 77531—
ReactantHCID 71253848HCID 71253848—
Product3-(2-Chloropyrimidin-4-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridineHCID 8667670150%

Reaction Steps

Following the Stille coupling procedure of Example 299, 5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-3-(trimethylstannyl)-1H-pyrazolo[3,4-c]pyridine and 2,4-dichloropyrimidine were reacted. The product was purified via silica gel chromatography using a gradient of ethyl acetate in heptane to afford 60 mg (50%) of 3-(2-Chloropyrimidin-4-yl)-5-(pyridin-3-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[3,4-c]pyridine. ESI MS m/z 439.2 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260425B2
Source datasetuspto-grants-2016_02
ORD IDord-0c70b4e862e1446ba3ff622cdbe1edc6
Source noteuspto-grants-2016_02