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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387748Generated: October 27, 2026

Dichloromethane → 5-Iodo-4-(methoxymethoxy)-2,6-dimethylpyrimidine

https://huagongshe.com/reaction/2387748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178432770HCID 178432770—
SolventWaterHCID 962—
Product5-Iodo-4-(methoxymethoxy)-2,6-dimethylpyrimidineHCID 67283181—
Product5-iodo-3-(methoxymethyl)-2,6-dimethylpyrimidin-4(3H)-oneHCID 67474069—

Reaction Conditions

Temperature-40 °C

Reaction Steps

N,N-diisopropylethylamine (13.1 ml) was added to a dichloromethane (100 ml) solution of the compound 326-2 (14.5 g). Chloromethyl methyl ether (4.85 ml) was added to the reaction solution, while the solution was stirred at −40° C. The obtained mixture was stirred at room temperature for 15 hours. Water was added to the reaction solution, and the mixture was extracted with dichloromethane. The obtained organic layer was dried over magnesium sulfate and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 0:1), so as to obtain the title compound (10.6 g) and 5-iodo-4-(methoxymethoxy)-2,6-dimethylpyrimidine (2.55 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268848B2
Source datasetuspto-grants-2012_09
ORD IDord-6596d1464a1c458f808f6a3bc5bba5f9
Source noteuspto-grants-2012_09