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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 391Generated: October 28, 2026

6-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-ylamine → HCID 57512845, compound

https://huagongshe.com/reaction/391

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-ylamineHCID 57512866—
ReactantHCID 57512926HCID 57512926—
ReagentSodium t-butoxideHCID 23676156—
CatalystBinap, (A+-)-HCID 634876—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 57512845HCID 5751284567.71%

Reaction Conditions

Temperature100 °C

Reaction Steps

6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (0.112 g, 0.55 mmol), 6-methoxy-5-(1-methyl-1H-pyrazol-4-yl)pyridin-2-amine (0.112 g, 0.55 mmol), Sodium tert-butoxide (0.079 g, 0.82 mmol), rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (0.034 g, 0.05 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (0.025 g, 0.03 mmol) were added to a microwave vial then toluene (3 mL) was added. The reaction mixture was flushed with nitrogen and the mixture was heated to 100°C and stirred overnight. The reaction was complete. The solids were filtered off and washed with DCM. The organic solution was extracted by sat NaHCO3 solution. The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography using DCM : [DCM:MeOH:NH3=90:10:1] = 100:0 to 20:80 as gradient. Yellow foam.

Provenance & Evidence

Source dataset750 AstraZeneca ELN dataset
ORD IDord-c9c2650e754c4141a34b6871c226f8e2
Source note750 AstraZeneca ELN dataset