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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410595Generated: October 31, 2026

Potassium Carbonate → tert-butyl N-[2-(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenyl)ethyl]-N-methylglycinate

https://huagongshe.com/reaction/2410595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSarcosine t-butyl ester hydrochlorideHCID 11252350—
Reactant3-{5-[2-(Methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenethyl methanesulfonateHCID 86661515—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Producttert-butyl N-[2-(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenyl)ethyl]-N-methylglycinateHCID 4694065481.5%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a solution of 2-(3-{5-[2-(methoxymethyl)-2′-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}phenethyl methanesulfonate (0.2 mmol) in dioxane (2 mL) was added potassium carbonate (165 mg, 1.2 mmol) and tert-butyl N-methylglycinate, hydrochloride salt (0.60 mmol). The mixture was heated at 130° C. for 72 hours, diluted with DCM (5 mL) and water (5 mL). The aqueous layer was extracted with DCM (3×20 mL), the combined organic fractions were dried (MgSO4), filtered and the solvent removed in vacuo. The residue was purified by flash chromatography (silica, Pet Ether/EtOAc) to give the title compound as a colorless oil (86 mg, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815919B2
Source datasetuspto-grants-2014_08
ORD IDord-0eae7a0b999b4956bef74643506446e2
Source noteuspto-grants-2014_08