Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383982Generated: October 27, 2026

Methyl iodide → 6-(4-Methoxydibenzo[b,d]furan-1-yl)-3-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrile

https://huagongshe.com/reaction/2383982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant6-(4-Methoxydibenzo[b,d]furan-1-yl)-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrileHCID 135620489—
SolventDimethylformamideHCID 6228—
Product6-(4-Methoxydibenzo[b,d]furan-1-yl)-3-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrileHCID 2480445252%

Reaction Steps

To a well stirred slurry of compound obtained in example 13 (75 mg, 0.2 mmol) and cesium carbonate (73 mg, 0.22 mmol) in dry DMF (5 ml) was added iodomethane (36.92 mg, 0.26 mol) and the mixture was allowed to stir for 1 hr at room temperature under nitrogen atmosphere. The reaction mixture was quenched with ice water (50 ml), and then extracted with ethyl acetate (50 ml). The organic layer was washed with water followed by brine and dried over sodium sulfate. The organic layer was concentrated under vacuum and the crude product was purified by column chromatography to get 40 mg of the pure product (Yields-52%) MP-235.4-240.8° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263648B2
Source datasetuspto-grants-2012_09
ORD IDord-33be2c9f1b5749918a0a4c50384c2106
Source noteuspto-grants-2012_09