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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 932079Generated: October 31, 2026

HCID 67998996, compound → HCID 68000217, compound

https://huagongshe.com/reaction/932079

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67998996HCID 67998996—
ReactantHCID 178418573HCID 178418573—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68000217HCID 68000217—

Reaction Steps

To a solution of (3S,5R,6S)-3-allyl-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-1-((S)-5-oxohexan-3-yl)piperidin-2-one (90 mg, 0.19 mmol; Example 131, Step A) in THF (1.9 mL) was added 1.4 M methylmagnesium bromide in toluene and THF (75:25) (408 μL, 0.571 mmol) at 0° C. Then the reaction was allowed to warm to rt and stirred for 4 h. The reaction was quenched (sat NH4Cl solution), extracted (2×EtOAc), and washed (sat. aq. NaCl solution). The combined organic layer was dried (Na2SO4) and concentrated under reduced pressure and purification of the residue by chromatography on silica gel (12 g SiO2, 30% and 35% EtOAc/Hex) provided the title compound as a colorless foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296736B2
Source datasetuspto-grants-2016_03
ORD IDord-0f3fda49b5cc45bb8d975c0382e3cbc7
Source noteuspto-grants-2016_03