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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925961Generated: October 31, 2026

Phenol → HCID 57597382, compound

https://huagongshe.com/reaction/1925961

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantPyridinium chlorideHCID 10176127—
Reactant3-Methyl-4-((6-methylpyridin-3-yl)oxy)anilineHCID 11424434—
ReactantHCID 67520938HCID 67520938—
SolventDichloromethaneHCID 6344—
ProductHCID 57597382HCID 5759738240.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 6-((1E)-3-{[tert-butyl(dimethyl)silyl]oxy}-1-propenyl)-5-ethyl-4-phenoxy-5H-pyrrolo[3,2-d]pyrimidine (78 mg), 3-methyl-4-[(6-methylpyridin-3-yl)oxy]aniline (61.2 mg), pyridine hydrochloride (26 mg) and phenol (122 mg) was stirred with heating at 120° C. for 16 hrs. After cooling to room temperature, the mixture was diluted with dichloromethane (30 mL), and washed with saturated aqueous sodium hydrogen carbonate (20 mL). The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified by basic silica gel column chromatography (eluent, ethyl acetate:methanol=100:0→80:20) to give the title compound (32 mg) as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178543B2
Source datasetuspto-grants-2012_05
ORD IDord-896d34e113a444d49895a7e579ac237a
Source noteuspto-grants-2012_05