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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783917Generated: October 30, 2026

Sodium Carbonate → [5-(2-Methoxy-pyridin-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine

https://huagongshe.com/reaction/1783917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-Methoxypyridin-4-yl)boronic acidHCID 23546919—
Reactant(5-Bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-[4-(4-methyl-piperazin-1-yl)-phenyl]-amineHCID 57590000—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-dioxane N,N-dimethylformamideHCID 21712069—
Product[5-(2-Methoxy-pyridin-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-8-yl]-[4-(4-methyl-piperazin-1-yl)-phenyl]-amineHCID 5759008447%

Reaction Steps

This compound may be prepared using methods as described for Compound 6, step 4 using (5-bromo-[1,2,4]triazolo[1,5-a]pyrazin-8-yl)-[4-(4-methyl-piperazin-1-yl)-phenyl]-amine (80 mg, 0.206 mmol), 2-methoxypyridine-4-boronic acid (63 mg, 0.412 mmol), Pd(PPh3)4 (0.052 mmol) and 1.5N Na2CO3 (1.1 mL, 1.65 mmol) in 2:1 DMF/dioxane (2.2 mL). The crude product is purified by silica gel column chromatography using 96:4 DCM:NH3 (7M in MeOH) and the fractions containing the desired product are combined and evaporated to afford the title compound (40 mg, 47%). HPLC (254 nm): Rt 2.26 min (65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501411B2
Source datasetuspto-grants-2009_03
ORD IDord-36290199d22b4ef481537591340ea0ba
Source noteuspto-grants-2009_03