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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919677Generated: November 1, 2026

Water → HCID 57500694, compound

https://huagongshe.com/reaction/1919677

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 57500693HCID 57500693—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 57500694HCID 57500694—

Reaction Conditions

Temperature120 °C

Reaction Steps

2-bromo-4-(2-(dimethylamino)ethylamino)thieno[3,2-c]quinoline-7-carbonitrile (1.0 eq, 55 mg, 0.146 mmol), benzene boronic acid (2.0 eq, 36 mg, 0.295 mmol), cesium carbonate (2.0 eq, 95 mg, 0.292 mmol) and PdCl2(dppf) (0.05 eq, 5 mg, 0.068 mmol) were mixed in dioxane (0.5 ml) containing 5% of water. The mixture was heated under microwave for 10 min at 120° C. After addition of water and filtration, 4-(2-(dimethylamino)ethylamino)-2-phenylthieno[3,2-c]quinoline-7-carbonitrile was isolated as a solid. LCMS (ES) m/z 373 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168651B2
Source datasetuspto-grants-2012_05
ORD IDord-bedb60dd79da4f7195cba51aef4197d1
Source noteuspto-grants-2012_05