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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250282Generated: November 1, 2026

Tributylphosphine → 4-[3-(2,6-Dichloro-phenyl-5-isopropyl-isoxazol-4-ylmethoxy]-2-methyl-phenyl}-1H-indole-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/250282

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant(3-(2,6-Dichlorophenyl)-5-isopropylisoxazol-4-yl)methanolHCID 10850745—
ReactantHCID 57443273HCID 57443273—
SolventTolueneHCID 1140—
Product4-[3-(2,6-Dichloro-phenyl-5-isopropyl-isoxazol-4-ylmethoxy]-2-methyl-phenyl}-1H-indole-3-carboxylic acid methyl esterHCID 8662540543.6%

Reaction Steps

To a mixture of [3-(2,6-dichloro-phenyl)-5-isopropyl-isoxazol-4-yl]-methanol (112 mg, 0.391 mmol) and 6-(4-hydroxy-2-methyl-phenyl)-1H-indole-3-carboxylic acid methyl ester (100 mg, 0.355 mmol) and toluene (7 mL) is added 1,1′-(azodicarbonyl)dipiperidine (99 mg, 0.39 mmol) followed by tri-n-butylphosphine (105 μL, 0.426 mmol). The mixture is allowed to stir overnight at room temperature. The reaction mixture is concentrated and purified via chromatography cluting with CH2Cl2 to give 85 mg (40%) of the title compound. ES/MS m/e 549.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863302B2
Source datasetuspto-grants-2011_01
ORD IDord-95146fbc922b4a7ea608e918964be6e1
Source noteuspto-grants-2011_01