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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080238Generated: November 2, 2026

Water → HCID 58387934, compound

https://huagongshe.com/reaction/2080238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 58875334HCID 58875334—
ReactantHCID 178418336HCID 178418336—
SolventTrifluoroacetic acidHCID 6422—
SolventEthyl AcetateHCID 8857—
SolventAcetonitrile--water (1/1)HCID 18373917—
ProductHCID 58387934HCID 5838793419%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a mixture of quinoline-6-carboxylic acid 3-bromobenzylamide described in Preparation Example E+-8 (8.0 mg, 0.023 mmol), dichloro(1,1′-bis(diphenylphosphino)ferrocene)nickel(II) (3.2 mg, 0.0047 mmol) and tetrahydrofuran (1 mL) was added benzylmagnesium chloride (1.1M tetrahydrofuran solution, 0.088 mL, 0.094 mmol) at room temperature, and the solution was stirred for 30 minutes at 50° C. After cooling, water and ethyl acetate were added for extraction, the solution was washed with brine, the solvent was then evaporated in vacuo. The residue was purified by reverse phase high performance liquid chromatography (acetonitrile-water mobile phase (containing 0.1% trifluoroacetic acid) was used), and trifluoroacetic acid salt of the title compound (2.1 mg, 0.0045 mmol, 19%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932272B2
Source datasetuspto-grants-2011_04
ORD IDord-4fd71c99aea54d3caf6267e27c17255b
Source noteuspto-grants-2011_04