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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 613Generated: October 28, 2026

4-Chlorocinnoline → HCID 90682467, compound

https://huagongshe.com/reaction/613

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-ChlorocinnolineHCID 10909904—
ReactantHCID 178418211HCID 178418211—
ReagentCesium carbonateHCID 10796—
CatalystBinap, (A+-)-HCID 634876—
CatalystPalladium (II) acetateHCID 4144353—
SolventTolueneHCID 1140—
ProductHCID 90682467HCID 906824678.14%

Reaction Conditions

Temperature140 °C

Reaction Steps

(4-aminopiperidin-1-yl)(5-chloro-1-methyl-1H-pyrazol-4-yl)methanone (442 mg, 1.82 mmol) was taken in a microwave tube. Added racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (113 mg, 0.18 mmol) followed by the addition of Palladium (II) acetate (40.9 mg, 0.18 mmol), racemic-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (113 mg, 0.18 mmol), Cesium carbonate (1782 mg, 5.47 mmol) and diisopropylethyl amine(1ml). toluene (10 mL) was added and stirred at 140 °C for 8h. After the completon of the reaction adsorbed the reaction mass on silica gel and purified by silica gel column.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-d99eea842421462c960430aa6c192254
Source note750 AstraZeneca ELN dataset