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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1011579Generated: October 31, 2026

Water → 2-Aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamide

https://huagongshe.com/reaction/1011579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5233012—
Reactant2-Aminocarbonylamino-5-(4-bromophenyl)pyrrole-3-carboxamideHCID 25005704—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
SolventSodium chloride; waterHCID 57417360—
Product2-Aminocarbonylamino-5-(4-vinylphenyl)pyrrole-3-carboxamideHCID 2500291833%

Reaction Conditions

Temperature95 °C

Reaction Steps

2-Aminocarbonylamino-5-(4-bromophenyl)pyrrole-3-carboxamide (Compound No. 1-1, 80 mg, 0.25 mmol), sodium hydrogencarbonate (52 mg, 0.62 mmol), vinylboronic acid pinacol ester (63 μL, 0.37 mmol) and tetrakis(triphenylphosphine)palladium(0) (14 mg, 0.012 mmol) in mixed solvent (4 mL), which consists of water and 1,4-dioxane (1:3), were stirred overnight at 95° C. The brine (10 mL) was added to the reaction solution, extracted with ethyl acetate (10 mL), and then the organic layer was dried over magnesium sulfate. The layer was filtered with celite and the solvent was removed under reduced pressure. The obtained solid was washed with diethyl ether (2 mL), and dried under reduced pressure to give the target compound (22 mg) as a pale brown solid (Yield 33%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07977371B2
Source datasetuspto-grants-2011_07
ORD IDord-5d0509ea1ec4456f82b67e68897f1655
Source noteuspto-grants-2011_07