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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 250293Generated: October 26, 2026

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

https://huagongshe.com/reaction/250293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactantdiazenedicarboxylic acid bis(N,N-piperidide)HCID 5702657—
Reactant(3-(2,6-Dichlorophenyl)-5-isopropylisoxazol-4-yl)methanolHCID 10850745—
Reactant6-(4-Hydroxy-2-methyl-phenyl)-1-isopropyl-2-methyl-1H-indole-3-carboxylic acid methyl esterHCID 67271899—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
Product6-{4-[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-ylmethoxy]-2-methoxy-phenyl}-1-isopropyl-2-methyl-1h-indole-3-carboxylic acid ethyl esterHCID 6727210734.6%

Reaction Steps

[3-(2,6-Dichloro-phenyl)-5-isopropyl-isoxazol-4-yl]-methanol (0.2 g, 0.71 mmol), 1-isopropyl-6-(4-hydroxy-2-methyl-phenyl)-2-methyl-1H-indole-3-carboxylic acid methyl ester (0.2 g, 0.59 mmol), tri-n-butylphosphine (0.14 g, 0.71 mmol) and azodicarboxylic acid dipiperidide (0.18 g, 0.71 mmol) are stirred in dry toluene (9 mL) for 2 days at room temperature. The reaction is diluted with hexane (9 mL), stirred for 30 minutes, and filtered. The filtrate is concentrated and the residue purified via flash chromatography (40 g SiO2) eluting with 30% THF in heptane to afford the title compound (124 mg, 34.6%). ES/MS m/e 606.8 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07863302B2
Source datasetuspto-grants-2011_01
ORD IDord-bf57e2da9e2b411e8b2b962dec9d222d
Source noteuspto-grants-2011_01