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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244414Generated: October 31, 2026

Methyl iodide → 1,3-Dimethyl-5-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyridin-2-one

https://huagongshe.com/reaction/244414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-Methyl-5-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyridin-2-oneHCID 59437205—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product1,3-Dimethyl-5-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyridin-2-oneHCID 5943720727.7%

Reaction Steps

To a solution of 3-methyl-5-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}-1H-pyridin-2-one (0.184 mmol) in 1 mL DMF was added NaH (0.221 mmol; 60% suspension in oil) in several portions. After 1 hour, iodomethane (0.20 mmol) was added. After 1 hour, the mixture was diluted with water and the solid was collected by filtration, washed with water and dried. The residue was purified with flash silica gel chromatography using 25% hexanes in ethyl acetate. The product-rich fractions were concentrated in vacuo to provide the title compound (0.051 mmol), m.p.>200° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658637B2
Source datasetuspto-grants-2014_02
ORD IDord-16ab3c88a6e3489db9d38079d8b68530
Source noteuspto-grants-2014_02