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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 882714Generated: November 2, 2026

Water → HCID 46183174, compound

https://huagongshe.com/reaction/882714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 46183170HCID 46183170—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 46183174HCID 4618317484%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 4-[1-(4-bromophenyl)cyclopropyl]-1-(adamantan-2-yl)-3,3-dimethylazetidin-2-one (12.2 mg, 0.0285 mmol) in 1,4-dioxane (3 mL) prepared in Example 75 was added with tetrakis(triphenylphosphine) palladium (1.6 mg, 1.4 μmol), phenyl boronic acid (7 mg, 0.057 mmol), and potassium phosphate (30 mg, 0.142 mmol) at room temperature, and the resultant was stirred at 100° C. for 20 hours. The reaction solution was poured into water, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using thin-layer chromatography (hexane:ethyl acetate=3:1), and 4-[1-(biphenyl-4-yl)cyclopropyl]-1-(adamantan-2-yl)-3,3-dimethylazetidin-2-one (10.2 mg, 84%) was obtained as a white amorphous solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08236789B2
Source datasetuspto-grants-2012_08
ORD IDord-c53fa5005666456c9f8f811cab450f7c
Source noteuspto-grants-2012_08