HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809111Generated: October 30, 2026
Dimethyl Sulfoxide → HCID 86646718, compound
https://huagongshe.com/reaction/1809111
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | cis-(Octahydro-quinolin-1-yl)-(5-piperidin-4-yl-thiophen-3-yl)-methanone | HCID 86646702 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86646718 | HCID 86646718 | 22.8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08362008B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-eec3e1b0c26046319ab95ec4e615c131 |
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| Source note | uspto-grants-2013_01 |
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