Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22543Generated: October 29, 2026

Methanol → 5-(p-Hydroxymethylphenyl)imidazo[1,5-a]pyridine

https://huagongshe.com/reaction/22543

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTolueneHCID 1140—
Reactantethyl 4-(H-imidazo[1,5-a]pyridin-5-yl)benzoateHCID 13649431—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventDichloromethaneHCID 6344—
Product5-(p-Hydroxymethylphenyl)imidazo[1,5-a]pyridineHCID 13649432—

Reaction Steps

1 g of 5-(p-ethoxycarbonylphenyl)imidazo[1,5-a]pyridine is dissolved in 26 ml of methylene chloride at -78° under nitrogen, and then 6.6 ml of diisobutylaluminium hydride in toluene (11.4 mmole) is added dropwise. After stirring for 1 h, 1.5 ml of methanol is added, the cold bath is removed and 15 ml of water is added. The salts are filtered off, the organic phase is dried over sodium sulfate and evaporated to yield the title compound, m.p. 137°-138°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428160
Source datasetuspto-grants-1995_06
ORD IDord-a75b7f5615474750a3b98cc880b040cc
Source noteuspto-grants-1995_06