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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873812Generated: October 31, 2026

Methyl iodide → 3-fluoro-1-methyl-5-nitropyridin-2(1H)-one

https://huagongshe.com/reaction/873812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluoro-5-nitropyridin-2-OLHCID 178526839—
SolventDimethylformamideHCID 6228—
Product3-fluoro-1-methyl-5-nitropyridin-2(1H)-oneHCID 11770297993.2%

Reaction Steps

To a stirred suspension of 3-fluoro-2-hydroxy-5-nitropyridine (2.03 g, 12.84 mmol) and K2CO3 (3.55 g, 25.7 mmol) in DMF (20 mL) under Ar was added MeI (1.20 mL, 19.26 mmol). The reaction mixture was stirred for 1 hr at rt, concentrated, diluted with water (100 mL), and extracted with CH2Cl2. (2×150 mL) The combined organic layers were washed with water, dried over Na2SO4 and evaporated to afford the crude title product (2.06 g, 11.97 mmol, 93% yield) as a yellow solid. tR: 2.22 min (HPLC 1); tR: 0.49 min (LC-MS 2); ESI-MS: 173 [M+H]+ (LC-MS 2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975417B2
Source datasetuspto-grants-2015_03
ORD IDord-6f5fdc38d2f547a18688ee132b12dfb3
Source noteuspto-grants-2015_03