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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576283Generated: October 25, 2026

Triphenylphosphine → ethyl 3-(3-(6-aminonaphthalen-1-yloxy)propyl)-7-bromo-1H-indole-2-carboxylate

https://huagongshe.com/reaction/576283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant6-AminonaphtholHCID 90295—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
Reactantethyl 7-bromo-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylateHCID 68938945—
SolventTetrahydrofuranHCID 8028—
Productethyl 3-(3-(6-aminonaphthalen-1-yloxy)propyl)-7-bromo-1H-indole-2-carboxylateHCID 68938609—

Reaction Steps

To a mixture of ethyl 7-bromo-3-(3-hydroxypropyl)-1H-indole-2-carboxylate (EXAMPLE 1C) (100 mg), 6-aminonaphthalen-1-ol (98 mg) and triphenylphosphine, polymer supported (204 mg 0.613 mmol) in tetrahydrofuran (4 ml) was added di-tert-butyl diazene-1,2-dicarboxylate (141 mg). The reaction mixture was stirred at room temperature for 3 hours. The insoluble material was filtered off and the filtrate was concentrated. The residue was purified by flash chromatography (ethyl acetate in hexanes) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035047B2
Source datasetuspto-grants-2015_05
ORD IDord-4afda756fbe6438c9affaf9bc70cc788
Source noteuspto-grants-2015_05