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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408802Generated: October 31, 2026

Cesium carbonate → HCID 67385834, compound

https://huagongshe.com/reaction/1408802

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant3-Cyanophenylboronic acidHCID 2734325—
ReactantHCID 86657448HCID 86657448—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67385834HCID 6738583450.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of 2-amino-6′-bromo-1-methyl-2′-phenylspiro[imidazole-4,4′-thiochroman]-5(1H)-one TFA salt (70 mg, 0.14 mmol), 3-cyanophenylboronic acid (51 mg, 0.34 mmol), and Cs2CO3 (250 mg) in 1,4-dioxane (4 mL) and H2O (0.5 mL) charged in a 10 mL CEM microwave test tube is added PdCl2(PPh3)2 (20 mg). Then the system is degassed by sweeping with N2. The tube is capped and heated to 110° C. for 30 min in a CEM microwave reactor. Solvent is removed in vacuo and the residue is purified by preparative HPLC to give 3-(2-amino-1-methyl-5-oxo-2′-phenyl-1,5-dihydrospiro-[imidazole-4,4′-thiochroman]-6′-yl)benzonitrile (30 mg) as a TFA salt. MS ESI+ve m/z 425 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921359B2
Source datasetuspto-grants-2014_12
ORD IDord-f321c554285245e8bc6e60f41561e179
Source noteuspto-grants-2014_12