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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1924905Generated: October 31, 2026

3-Methyl-1H-pyrazole-4-boronic acid pinacol ester → HCID 59022982, compound

https://huagongshe.com/reaction/1924905

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methyl-1H-pyrazole-4-boronic acid pinacol esterHCID 17750270—
Reactant(5-Bromoimidazo[1,2-a]pyrazin-8-yl)-(4-(4-methylpiperazin-1-yl)phenyl)amineHCID 59022979—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
SolventSodium CarbonateHCID 10340—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59022982HCID 59022982—

Reaction Steps

In the same way as described for Compound 127, step 4, using 5-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrazole (75 mg, 0.36 mmol), (5-bromoimidazo[1,2-a]pyrazin-8-yl)-(4-(4-methylpiperazin-1-yl)phenyl)amine (70 mg, 0.18 mmol) and Pd(PPh3)4 (52 mg, 0.045 mmol) in dioxane (0.6 mL), DMF (1.33 mL) and 1.5M Na2CO3 (0.97 mL). The residue is chromatographed on silica gel, eluting with DCM followed by 95:5 DCM:NH3 (7M in MeOH), and the fractions containing the desired product are combined and evaporated. The title compound is isolated as a solid. HPLC (254 nm): Rt 1.62 min (98.2%); m/z (APCI) 389 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178530B2
Source datasetuspto-grants-2012_05
ORD IDord-c2b3e50e37a24bacaf31b73ef3fbfd67
Source noteuspto-grants-2012_05