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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466764Generated: October 31, 2026

Methyl iodide → HCID 66764944, compound

https://huagongshe.com/reaction/1466764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantHCID 66765016HCID 66765016—
Solventtetrahydrofuran N,N-dimethylformamideHCID 21974620—
ProductHCID 66764944HCID 66764944—

Reaction Conditions

Temperature-78 °C

Reaction Steps

3-(6-Chloro-2-methyl-1H-indol-3-ylsulfanyl)-benzoic acid methyl ester (0.0752 g, 0.23 mmol) was dissolved in DMF:THF (1:1, 4 mL) and cooled to −78° C. Lithium bis(trimethylsilyl)amide solution (0.500 mL, 0.5 mmol, 1.0M in hexanes) was added. After 1 hour, iodomethane (11 μL, 0.18 mmol) was added and the reaction was allowed to warm to room temperature over 30 minutes then submitted to aqueous workup. Purification by silica gel chromatography (0-100% EtOAc in hexanes) provided the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09000025B2
Source datasetuspto-grants-2015_04
ORD IDord-8573ced97ca04b94b4671b512104fea3
Source noteuspto-grants-2015_04