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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 735729Generated: October 31, 2026

Water → HCID 57846927, compound

https://huagongshe.com/reaction/735729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 67150488HCID 67150488—
SolventDimethylformamideHCID 6228—
ProductHCID 57846927HCID 5784692733.1%

Reaction Steps

Sodium hydride (60% in oil, 120 mg, 3.0 mmol) was suspended in DMF (12 ml), benzyl (3aR*,4R,9bR)-4-phenyl-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylate (960 mg, 2.5 mmol) was added, and the mixture was stirred at room temperature for 10 min. Thereto was added methyl iodide (426 mg, 3.0 mmol), and the mixture was stirred at room temperature for 3 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried (over anhydrous Na2SO4), and the solvent was evaporated. The residue was subjected to column chromatography using silica gel (30 g) and eluted with hexane-ethyl acetate (5:1, v/v) to give the title compound (330 mg, 33%) as an amorphous form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07592453B2
Source datasetuspto-grants-2009_09
ORD IDord-cdf0fb611925494595551d291b71fc88
Source noteuspto-grants-2009_09