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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925413Generated: October 29, 2026

Phenylboronic Acid → HCID 66558263, compound

https://huagongshe.com/reaction/925413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
Reactant1-tert-butyl-5-[2-(methylsulfanyl)pyrimidin-4-yl]-1H-pyrazole-3-carboxamideHCID 66558258—
CatalystCopper thiophene-2-carboxylateHCID 15171005—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66558263HCID 6655826323%

Reaction Conditions

Temperature130 °C

Reaction Steps

50 mg (0.172 mmol) of 1-tert-butyl-5-[2-(methylsulfanyl)pyrimidin-4-yl]-1H-pyrazole-3-carboxamide, 42 mg (0.343 mmol) of phenyl boronic acid, 98 mg (0.515 mmol) of copper thiophencarboxylate and 20 mg (0.017 mmol) of palladium tetrakis were suspended in 1.5 mL of dry THF under argon atmosphere. The resulting suspension was heated a 130° C. for 1 h by microwave irradiation. The reaction mixture was then filtered on a silica plug, diluted with AcOEt and washed with aqueous NH4OH. The organic layer was washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by preparative HPLC/MS to provide the title compound (23%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284298B2
Source datasetuspto-grants-2016_03
ORD IDord-9519fee0745e4a598eabea785ad7b1ed
Source noteuspto-grants-2016_03