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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 356281Generated: October 29, 2026

Methyl iodide → 2-(3-Hydroxypropyl)-3-methylimidazo[5,4-b]pyridine

https://huagongshe.com/reaction/356281

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178520526HCID 178520526—
SolventDimethylformamideHCID 6228—
Product2-(3-Hydroxypropyl)-3-methylimidazo[5,4-b]pyridineHCID 10583878—

Reaction Steps

A procedure similar to that described in Preparation 15 was repeated, except that 3.40 g of 2-(3-hydroxy-propyl)-3H-imidazo[5,4-b]pyridine (prepared as described in Preparation 33), 0.81 g of sodium hydride (as a 55% by weight dispersion in mineral oil), 1.2 ml of methyl iodide and 100 ml of dimethylformamide were used, to give the title compound as a crude product. This crude product was purified by column chromatograpy through silica gel, using a 10:1 by volume mixture of ethyl acetate and methanol as the eluent. The product was crystallized by trituration with ethyl acetate, to give 3.10 g of the title compound, melting at >300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05834501
Source datasetuspto-grants-1998_11
ORD IDord-a4335520b05e41aea4265e933128d2c2
Source noteuspto-grants-1998_11