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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2241312Generated: October 26, 2026

Dimethylformamide → 1-(4-methoxybenzyl)-3-methyl-4-(5-nitropyrimidin-2-yloxy)-1H-pyrazolo[3,4-b]pyridine

https://huagongshe.com/reaction/2241312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-5-nitropyrimidineHCID 82544—
ReactantHCID 178490909HCID 178490909—
SolventEthyl acetate hexaneHCID 21226206—
Product1-(4-methoxybenzyl)-3-methyl-4-(5-nitropyrimidin-2-yloxy)-1H-pyrazolo[3,4-b]pyridineHCID 6851391730.2%

Reaction Steps

A 100 mL flask was charged with 1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridin-4-ol (1.00 g, 3.71 mmol obtained from Example 5, step B), 2-chloro-5-nitropyrimidine (0.592 g, 3.71 mmol), cesium carbonate (1.21 g, 3.71 mmol) and DMF (20 mL). The solution was allowed to stir overnight at room temperature for 16.5 hours. The crude product was isolated by filtration and flash chromatography (EtOAc/Hexane 1:2) to afford 0.44 g (29%) of the desired product. LRMS M+1 (393.0) observed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723330B2
Source datasetuspto-grants-2010_05
ORD IDord-bf8f3eafa732493ea212eb172d00df1c
Source noteuspto-grants-2010_05