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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 706016Generated: October 29, 2026

Methyl iodide → 1-methyl-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone

https://huagongshe.com/reaction/706016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 178518457HCID 178518457—
SolventDichloromethaneHCID 6344—
Product1-methyl-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinoneHCID 6796017743.8%

Reaction Steps

To a solution of 2-{[2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl]oxy}-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone (45 mg, 0.089 mmol) in dichloromethane (DCM) (2 mL) was added DIPEA (0.031 mL, 0.179 mmol) and MeI (8.39 μL, 0.134 mmol). The mixture was purified by reverse phase biotage affording 2-{[2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy})phenyl)ethyl]oxy}-1-methyl-5-(5-pyrimidinylmethyl)-4(1H)-pyrimidinone (20 mg, 0.039 mmol, 43.2% yield) LCMS: rt=3.37 min, [M+H+]=517

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-09d32227497c4e25ab3b929d893f077e
Source noteuspto-grants-2015_11