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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264217Generated: October 31, 2026

Methyl iodide → HCID 178503329, compound

https://huagongshe.com/reaction/2264217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 86624406HCID 86624406—
SolventDimethylformamideHCID 6228—
ProductHCID 178503329HCID 17850332954.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of sodium hydride 60% (0.098 g, 2.45 mmols) in DMF (5 mL) a suspension of 6-(3-fluoropyridin-4-yl)-5-pyridin-3-yl-1,3-dihydro-2H-imidazo[4,5-b]pyridine-2-thione (0.6 g, 1.86 mmols) in DMF (15 mL) was added dropwise, at 0° C., under argon. The solution was allowed to stir for 30 minutes at 0° C. and then iodomethane (0.116 mL, 1.86 mmol) in DMF (1 mL) was added dropwise. The reaction mixture was warmed up to room temperature and stirred for 2.5 hours. The mixture was concentrated and purified by silica gel flash chromatography (150:40:5 dichloromethane/methanol/ammonia) to give the title compound (0.34 g, 54% of yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855202B2
Source datasetuspto-grants-2010_12
ORD IDord-1c189ef0a54349fb80ec1eb491e02b18
Source noteuspto-grants-2010_12