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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 230865Generated: November 2, 2026

Methyl iodide → 4-(2,3-Dihydro-1-benzofuran-4-ylamino)-8-methyl-6-{[2-(methyloxy)ethyl]sulfonyl}-3-quinolinecarboxamide

https://huagongshe.com/reaction/230865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57763272HCID 57763272—
SolventDimethylformamideHCID 6228—
Product4-(2,3-Dihydro-1-benzofuran-4-ylamino)-8-methyl-6-{[2-(methyloxy)ethyl]sulfonyl}-3-quinolinecarboxamideHCID 57763199—

Reaction Steps

To a solution of Example 523 (0.018 g) in dry N,N-dimethylformamide (1 ml) under nitrogen was added sodium hydride (60% dispersion in mineral oil, 0.0017 g). The mixture was stirred at room temperature for 10 min when methyl iodide (0.0026 ml) was added, stirring was continued for 18 h at room temperature and the solvent evaporated in vacuo. The residue was partitioned between ethyl acetate and water and the organic layer dried (MgSO4) and evaporated. The crude product was purified using mass directed preparative HPLC (Method A) to give the title compound as a yellow solid (0.0024 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07566786B2
Source datasetuspto-grants-2009_07
ORD IDord-6b05e3f8e543434185eef41c035c67e0
Source noteuspto-grants-2009_07