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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1599345Generated: October 29, 2026

4-Hydroxybenzaldehyde → Benzaldehyde,4-[(3-methyl-3h-imidazo[4,5-b]pyridin-2-yl)methoxy]-

https://huagongshe.com/reaction/1599345

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)methanolHCID 10702152—
SolventTolueneHCID 1140—
ProductBenzaldehyde,4-[(3-methyl-3h-imidazo[4,5-b]pyridin-2-yl)methoxy]-HCID 2329836445.2%

Reaction Steps

A procedure similar to that described in Preparation 4 was repeated, except that 500 mg of 3-methylimidazo[5,4-b]pyridin-2-ylmethanol (prepared as described in Preparation 15), 374 mg of 4-hydroxybenzaldehyde, 0.76 ml of tributylphosphine, 773 mg of 1,1'-(azodicarbonyl)dipiperidine and 12 ml of toluene were used, and that the product was purified by column chromatography through silica gel, using a gradient elution method, with mixtures of ethyl acetate and methanol in ratios ranging from 1:0 to 50:1 by volume as the eluent, to give 0.37 g of the title compound, melting at 124°-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05739345
Source datasetuspto-grants-1998_04
ORD IDord-6e86a8f747684aea91a82e2afc6cc1d8
Source noteuspto-grants-1998_04