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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236160Generated: November 1, 2026

Methyl iodide → HCID 67536157, compound

https://huagongshe.com/reaction/2236160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 62916798HCID 62916798—
SolventDimethylformamideHCID 6228—
ProductHCID 67536157HCID 67536157—

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of 1-(5-nitro-pyridin-2-yl)-pyrrolidin-3-ol (120 mg, 0.57 mmol) in 5 mL of DMF was added 10 equivalent of sodium hydride (228 mg, 5.7 mmol, 60% in mineral oil). The mixture was stirred at 23° C. for 15 min followed by the addition of 10 equivalent of iodomethane (355 uL, 5.7 mmol). The reaction was continually stirred for 2 h and then extracted with ethyl acetate and water. The organic phase was dried and solvent was evaporated. The residue was purified on a flash chromatography column with EtOAc/hexanes to afford 2-(3-methoxy-pyrrolidin-1-yl)-5-nitro-pyridine. LRMS calcd for C10H13N3O3 (m/e) 223, obsd 224 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714126B2
Source datasetuspto-grants-2010_05
ORD IDord-06dba073cc114fbf8e982e37d60639cb
Source noteuspto-grants-2010_05