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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492125Generated: October 25, 2026

Water → 3-(4,6-Dimethoxypyrimidine-2-yl)-2-methyl-7-metoxymethylindole

https://huagongshe.com/reaction/492125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
Reactant1-(4,6-Dimethoxypyrimidin-2-yl)propan-2-oneHCID 11264052—
Reactant2-MethoxymethylphenylhydrazineHCID 12979365—
CatalystZincchlorideHCID 3007855—
SolventEthyl AcetateHCID 8857—
Product3-(4,6-Dimethoxypyrimidine-2-yl)-2-methyl-7-metoxymethylindoleHCID 1157321546.2%

Reaction Steps

Into a reactor were fed 6.2 g (31.6 m moles) of 1-(4,6-dimethoxypyrimidine-2-yl)-2-propanone, 4.8 g (31.5 m moles) of 2-methoxymethylphenylhydrazine, 4.76 g (34.9 m moles) of zinc chloride and 60 ml of toluene. Refluxing was made for 2 hours with heating. After the completion of the reaction, the reaction mixture was cooled to room temperature. Water and ethyl acetate were added and phase separation was made. The ethyl acetate layer was concentrated. The resulting crystals were washed with diisopropyl ether to obtain 4.57 g (14.6 m moles) of 3-(4,6-dimethoxypyrimidine-2-yl)-2-methyl-7-metoxymethylindole. Yield: 46%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531654B2
Source datasetuspto-grants-2009_05
ORD IDord-9cf255d73db140c78ebbe8553dcd104d
Source noteuspto-grants-2009_05