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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850353Generated: October 26, 2026

Cesium carbonate → HCID 58546745, compound

https://huagongshe.com/reaction/1850353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Chloro-6-methylquinolineHCID 77974—
ReactantHCID 67469292HCID 67469292—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 58546745HCID 5854674526%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of [1-(3-azetidin-3-yl-pyrazin-2-yl)-piperidin-4-yl]-methanol hydrochloride (284 mg, 1.0 mmol) and 2-chloro-6-methyl-quinoline (purchased from ALDRICH) (177 mg, 1.0 mmol) in DMF (15 mL) was added Cs2CO3 (650 mg, 2.0 mmol). The reaction mixture was stirred at 100° C. overnight. The reaction mixture was diluted with water, extracted with EtOAc (2×30 mL). The combined organic extracts were washed with water (20 mL) and brine (20 mL), dried over Na2SO4 and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography (EtOAc:Petrol ether=5:1) on silica gel to give (1-{3-[1-(6-methyl-quinolin-2-yl)-azetidin-3-yl]-pyrazin-2-yl}-piperidin-4-yl)-methanol (102 mg, 0.26 mmol 26%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957073B2
Source datasetuspto-grants-2015_02
ORD IDord-9b52aa63cb45416cadc6129f3d96df0a
Source noteuspto-grants-2015_02