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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1850246Generated: October 30, 2026

Guaiacol → HCID 58547489, compound

https://huagongshe.com/reaction/1850246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGuaiacolHCID 460—
ReactantCesium carbonateHCID 10796—
ReactantTert-butyl 3-(3-chloropyrazin-2-yl)azetidine-1-carboxylateHCID 59351411—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 58547489HCID 5854748961%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-(3-chloro-pyrazin-2-yl)-azetidine-1-carboxylic acid tert-butyl ester (7) (100 mg, 0.37 mmol), 2-methoxy-phenol (47 mg, 0.37 mmol) and Cs2CO3 (242 mg, 0.74 mmol) in DMSO (10 mL) was stirred at 90° C. overnight. The mixture was diluted with water and extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated to give the crude compound, which was purified by column chromatography to afford pure product (13) (80 mg, 0.22 mmol, yield 61%) as solid. ESI-MS (M+1): 358 calc. for C19H23N3O4 357.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957073B2
Source datasetuspto-grants-2015_02
ORD IDord-4cd0ddfdcd8f4eb9a624291b565e7894
Source noteuspto-grants-2015_02