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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1256019Generated: October 26, 2026

Methyl iodide → 3-(2,5-Dichloropyrimidin-4-yl)-1-methyl-1H-indole

https://huagongshe.com/reaction/1256019

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant3-(2,5-Dichloropyrimidin-4-yl)-1H-indoleHCID 56655376—
SolventTetrahydrofuranHCID 8028—
Product3-(2,5-Dichloropyrimidin-4-yl)-1-methyl-1H-indoleHCID 5807144171.4%

Reaction Steps

Sodium hydride (0.136 g, 3.41 mmol) and iodomethane (0.533 ml, 8.52 mmol) were added to a flask charged with 3-(2,5-dichloropyrimidin-4-yl)-1H-indole (INTERMEDIATE 2) (0.750 g, 2.84 mmol) and THF (18.40 ml). The reaction was stirred at RT for 2 h. The reaction was concentrated under reduced pressure and the crude solid obtained was washed with water and 3 mL of THF. The solid was dried under high vacuum to give the title product (0.564 g, 71.4%). m/z 278.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461170B2
Source datasetuspto-grants-2013_06
ORD IDord-2a70c79f133849788a881c3d7b482db9
Source noteuspto-grants-2013_06