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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520594Generated: October 30, 2026

Methyl iodide → HCID 58255771, compound

https://huagongshe.com/reaction/520594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Bromo-1H-indazol-4-amineHCID 24728063—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58255771HCID 58255771—

Reaction Conditions

Temperature0 °C

Reaction Steps

6-Bromo-1H-indazol-4-amine (available from Sinova, 300 mg, 1.42 mmol) was dissolved in THF (7.5 ml) and the mixture cooled to 0° C. Sodium hydride (60% in mineral oil) (62 mg) was then slowly added. The mixture was stirred for 15 min, then methyl iodide (221 mg) was added and stirring continued at 0° C. for 3 h. The reaction mixture was quenched by careful addition of methanol (2 ml), then water (10 ml), then extracted into ethyl acetate and the organic layer was concentrated in vacuo. The residue was purified by column chromatography on silica eluting with a gradient of 0-50% ethyl acetate in cyclohexane. Fractions containing desired product were combined and concentrated in vacuo to afford the title compound, 48 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09326987B2
Source datasetuspto-grants-2016_05
ORD IDord-6a380060594c4b668618abdd9ef2cc78
Source noteuspto-grants-2016_05