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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180468Generated: October 30, 2026

2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl- → 6-Bromo-8-chloro-4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromene

https://huagongshe.com/reaction/2180468

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-HCID 81646—
Reactant6-Bromo-8-chloro-7-methoxy-2,2-dimethyl-chroman-4-oneHCID 22491032—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
Product6-Bromo-8-chloro-4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromeneHCID 22490885—

Reaction Steps

Following General Procedure C, isopropylmagnesium chloride (2.0 M in THF, 3.15 mL, 6.29 mmol), 6-bromo-8-chloro-7-methoxy-2,2-dimethyl-chroman-4-one (Compound 9, 400 mg, 1.26 mmol) and 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU, 2 mL) in THF was reacted then quenched with 10% HCl, and stored at room temperature for 12 h. Purification by flash chromatography (silica gel, 95:5 hexane/ethyl acetate) afforded the title compound as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887896B1
Source datasetuspto-grants-2005_05
ORD IDord-f4d7f6c7b355454588375302e5753934
Source noteuspto-grants-2005_05