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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536516Generated: October 26, 2026

Salicylaldehyde oxime → HCID 71285548, compound

https://huagongshe.com/reaction/536516

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSalicylaldehyde oximeHCID 7200—
ReactantCesium carbonateHCID 10796—
Reactant4-(Trifluoromethyl)-1H-pyrazoleHCID 12777795—
Reactant2-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-oneHCID 86705367—
CatalystHCID 178419072HCID 178419072—
SolventAcetonitrileHCID 6342—
ProductHCID 71285548HCID 71285548—

Reaction Conditions

Temperature200 °C

Reaction Steps

Under argon atmosphere, 200 mg (purity 62%, 0.24 mmol) of 2-[1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-iodo-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (example 15A) was suspended in 2.5 ml of absolute acetonitrile, and 656 mg (4.82 mmol) of 4-(trifluoromethyl)-1H-pyrazole, 157 mg (0.48 mmol) of caesium carbonate, 7 mg (0.05 mmol) of copper(I) oxide and 26 mg (0.19 mmol) of 2-hydroxybenzaldehyde-oxime were added. The mixture was heated in the microwave for 1 h at 200° C. The reaction solution was filtered and purified by preparative HPLC (eluent: acetonitrile/water with 0.1% formic acid, gradient 20:80→100:0). 85 mg (63% of theor.) of the target compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859569B2
Source datasetuspto-grants-2014_10
ORD IDord-1d86e1d08c9d414ca66c7296c2f5f275
Source noteuspto-grants-2014_10