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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2207780Generated: October 31, 2026

Triethylamine → HCID 58547731, compound

https://huagongshe.com/reaction/2207780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-PiperidinemethanolHCID 420771—
ReactantHCID 58547777HCID 58547777—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 58547731HCID 5854773117%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a mixture of 2-(3-((5-bromo-2-chloropyrimidin-4-yl)oxy)azetidin-1-yl)quinoline (see PREPARATION P2.11; 0.1 g, 0.25 mmol) and piperidin-4-yl-methanol (0.028 g, 0.25 mmol) was added DMSO (2 mL) and triethylamine (0.05 g, 0.50 mmol). The solution was heated to 150° C. under microwave for 3 hours. The mixture was then extracted with EtOAc (2×20 mL). The combined organic extracts were washed with water (10 mL) and brine (10 mL), dried over Na2SO4, and filtered. The filtrate was evaporated in vacuo and the residue was purified by flash column chromatography on silica gel (20% to 60% EtOAc in hexanes) to give the title product (0.02 g, 0.04 mmol, 17% yield) as white solid. ESI-MS (M+1): 471 calc. for C22H24BrN5O2 470.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376450B2
Source datasetuspto-grants-2016_06
ORD IDord-02d3b4ed4f1d4e99a3c7a53d63c49ba0
Source noteuspto-grants-2016_06