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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096575Generated: October 30, 2026

Sodium Carbonate → HCID 46178810, compound

https://huagongshe.com/reaction/2096575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 58423762HCID 58423762—
CatalystHCID 178418397HCID 178418397—
SolventO-XyleneHCID 7237—
ProductHCID 46178810HCID 4617881021.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

Pd(PPh3)4 (15.13 mg, 0.013 mmol) is added to the solution of 2′-amino-6-bromo-1′,2,2-trimethylspiro[chroman-4,4′-imidazol]-5′(1′H)-one (44.15 mg, 0.13 mmol) and 3-cyanophenylboronic acid (19.25 mg, 0.13 mmol) in dimethyl-benzene (5 mL) and an aqueous solution of Na2CO3 (2 M, 0.24 mL). The mixture is heated at 90° C. in an oil bath overnight. The mixture is concentrated to give the crude product, which is purified by preparative TLC to give the desired product 3-(2′-amino-1′,2,2-trimethyl-5′-oxo-1′,5′-dihydrospiro[chroman-4,4′-imidazole]-6-yl)benzonitrile (10 mg, 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450308B2
Source datasetuspto-grants-2013_05
ORD IDord-ae6960c503da4b9aa42357bb7b8d8220
Source noteuspto-grants-2013_05