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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615984Generated: November 3, 2026

Methyl iodide → HCID 58255771, compound

https://huagongshe.com/reaction/1615984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant6-Bromo-1H-indazol-4-amineHCID 24728063—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58255771HCID 5825577115%

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 (62 mg, 1.56 mmol) was then slowly added. The mixture was stirred for 15 minutes, then methyl iodide (221 mg, 1.56 mmol) 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 numberUS08765743B2
Source datasetuspto-grants-2014_07
ORD IDord-a1a9f4dd1b714b83b443f4d75b7fa89a
Source noteuspto-grants-2014_07