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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394584Generated: October 29, 2026

Methyl iodide → 1-(4-Fluorophenyl)-5-(2-methyltetrazol-5-yl)-1H-indole

https://huagongshe.com/reaction/394584

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 178505847HCID 178505847—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product1-(4-Fluorophenyl)-5-(2-methyltetrazol-5-yl)-1H-indoleHCID 18177199—

Reaction Steps

To a solution of 1-(4-fluorophenyl)-5-tetrazol-5-yl-1H-indole (8a) (19 g) in NMP (200 mL) potassium t-butoxide (8.5 g) was added cautiously at 10° C. followed by dropwise addition of iodomethane (22 g) during 20 minutes. The mixture was allowed to reach room temperature and stirred for another 2 hours. Crude title compound was worked up according to the general procedure above. Purification was performed by column chromatography on silica gel using dichloromethane as eluent. Yield 15 g, mp 131-133° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602889B1
Source datasetuspto-grants-2003_08
ORD IDord-51be8a46fcde439c90d16105f14bbdab
Source noteuspto-grants-2003_08