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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1783959Generated: October 31, 2026

Sodium Carbonate → HCID 135979591, compound

https://huagongshe.com/reaction/1783959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
Reactant4-{8-[4-(4-Methyl-piperazin-1-yl)-phenylamino]-[1,2,4]triazolo[1,5-a]pyrazin-5-yl}-thiophene-2-carboxylic acid amideHCID 57589928—
ReactantHCID 57590026HCID 57590026—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 135979591HCID 13597959138%

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)-(2-fluoro-4-morpholin-4-yl-phenyl)-amine (80 mg, 0.203 mmol), 4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (79 mg, 0.406 mmol), and Pd(PPh3)4 (59 mg, 0.051 mmol) in 1.5N Na2CO3 (1.09 mL, 1.62 mmol) and dioxane (3.25 mL). The reaction mixture is purified by silica gel column chromatography eluting with 97:3 DCM:NH3 (7M in MeOH). The fractions containing the product are combined and evaporated in vacuo to afford a solid which is triturated with diethyl ether and petroleum ether to yield the title compound (29 mg, 38%). LCMS: Rt 2.90 min (96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501411B2
Source datasetuspto-grants-2009_03
ORD IDord-49a52185ac7d47708e965d2dad590b46
Source noteuspto-grants-2009_03