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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 491040Generated: October 30, 2026

Potassium Phosphate, Tribasic → 2-[2-(tert-Butyldimethylsilanyloxy)ethyl]-1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-1H-indole

https://huagongshe.com/reaction/491040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantN,N-DimethylethylenediamineHCID 66053—
Reactant1-[3-(4-Iodophenoxy)propyl]pyrrolidineHCID 2232589—
Reactant2-[2-(tert-Butyldimethylsilanyloxy)ethyl]-1H-indoleHCID 11608800—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
Product2-[2-(tert-Butyldimethylsilanyloxy)ethyl]-1-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]-1H-indoleHCID 57675738—

Reaction Conditions

Temperature100 °C

Reaction Steps

2-[2-(tert-Butyldimethylsilanyloxy)ethyl]-1H-indole (0.11 g, 0.4 mmol) and 1-[3-(4-Iodophenoxy)propyl]pyrrolidine (0.16 g, 0.48 mmol) were dissolved in toluene (0.4 mL), and N,N-dimethylethylenediamine (0.017 mL, 0.16 mmol), copper(I) iodide (30 mg, 0.16 mmol), and potassium phosphate (0.18 g, 0.84 mmol) were added. The reaction was heated at 100° C. overnight. The mixture was filtered through Celite with dichloromethane. The filtrate was concentrated, and taken forward without purification (crude product contains some starting material). LC-MS (C29H42N2O2Si calc'd 478) m/z 479 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528262B2
Source datasetuspto-grants-2009_05
ORD IDord-0b5474bfdca94e8f82c48294e57ce4b4
Source noteuspto-grants-2009_05