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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858872Generated: October 30, 2026

Methyl iodide → HCID 16076112, compound

https://huagongshe.com/reaction/858872

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant6-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dioneHCID 16076109—
SolventDimethylformamideHCID 6228—
ProductHCID 16076112HCID 1607611213.2%

Reaction Steps

To a solution of 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione (60 mg, 0.17 mmol) from Example B(87), dissolved in DMF (1.5 mL), were added DBU (0.028 mL, 0.188 mmol) and iodomethane (0.011 mL, 0.17 mmol). The reaction was stirred at room temperature overnight, and then was quenched with water. The reaction was extracted with EtOAc, and the organic layers were combined. After washing with saturated NaCl, the organic layer was dried over Na2SO4. The solids were removed by filtration, and the liquid was concentrated by rotary evaporation. Purification by preparatory HPLC gave the desired product (8.2 mg, 13% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148226B2
Source datasetuspto-grants-2006_12
ORD IDord-2efccd70426b438da6f4af142d613b36
Source noteuspto-grants-2006_12