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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809111Generated: October 30, 2026

Dimethyl Sulfoxide → HCID 86646718, compound

https://huagongshe.com/reaction/1809111

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantCesium carbonateHCID 10796—
Reactant2-ChloropyrimidineHCID 74404—
Reactantcis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanoneHCID 86646702—
SolventAcetonitrileHCID 6342—
ProductHCID 86646718HCID 8664671822.8%

Reaction Conditions

Temperature180 °C

Reaction Steps

cis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone (0.054 g, 0.16 mmol) was dissolved DMSO (1 mL) and cesium carbonate (0.5 mmol) was added followed by 2-chloropyrimidine (0.18 mmol). The reaction was heated to 180° C. by microwave irradiation for 45 minutes. The reaction mixture was diluted with MeCN (1 mL) and the mixture was filtered to remove any insoluble material. The filtrate was diluted with water and the mixture separated by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid). The fractions containing the desired product were concentrated under vacuum to give the title compound as a pale yellow oil (0.015 g). LCMS m/z 411.25 [M+H]+ RT=12.36 min (Analytical Method 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362008B2
Source datasetuspto-grants-2013_01
ORD IDord-eec3e1b0c26046319ab95ec4e615c131
Source noteuspto-grants-2013_01