Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677130Generated: November 1, 2026

Potassium Carbonate → [4'-(5-Methyl-[1,3,4]oxadiazol-2-yl)-biphenyl-4-yl]-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanone

https://huagongshe.com/reaction/1677130

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTricyclohexylphosphineHCID 75806—
Reactant2-(4-chlorophenyl)-5-methyl-1,3,4-oxadiazoleHCID 2829415—
ReactantHCID 57980137HCID 57980137—
Catalystpalladium(II) acetateHCID 167845—
SolventEthanolHCID 702—
Product[4'-(5-Methyl-[1,3,4]oxadiazol-2-yl)-biphenyl-4-yl]-(2-pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-methanoneHCID 11582434—

Reaction Steps

Procedure D′: To a microwave reactor vessel, add 2-(4-Chloro-phenyl)-5-methyl-[1,3,4]oxadiazole (1.0 mmol; CAS (22815-98-1), (2-(S)-Pyrrolidin-1-ylmethyl-pyrrolidin-1-yl)-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-methanone (See Intermediate Preparation 23) (2.5 mmol), palladium (II) acetate (0.025 mmol), tricyclohexylphosphine (0.05 mmol), potassium carbonate (5.0 mmol) and ethanol (0.10M). Run the reaction in a CEM microwave reactor for four hours at 90° C. with 80 W power and cooling. After this time, wash the reaction with 1N hydrochloric acid while extracting with dichloromethane. Dry the organics with sodium sulfate, decant and concentrate in vacuo. Purify the title compound via radial chromatography eluting with 2M ammonia in methanol and dichloromethane. MS (m/e): 417.3 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008301B2
Source datasetuspto-grants-2011_08
ORD IDord-081a9ac4abfa461abc9b21d5098f4e30
Source noteuspto-grants-2011_08