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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007483Generated: October 28, 2026

Pyridine → HCID 60110691, compound

https://huagongshe.com/reaction/1007483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantTriethylamineHCID 8471—
ReactantHCID 22669367HCID 22669367—
ReactantHCID 22669607HCID 22669607—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 60110691HCID 6011069163.4%

Reaction Steps

0.50 g (1.58 mmol) of 1-[tert-butyl(dimethyl)silyl]-3-isopropyl-1H-indol-5-yl-boronic acid (Example XII), 0.437 g (173 mmol) of tert-butyl-(4-hydroxy-3,5-dimethylphenoxy)acetate (Example IX), 0.286 g (1.58 mmol) of copper(II) acetate and 0.50 g of molecular sieve (4 Å, powdered) are suspended in 10 ml of dried dichloromethane. 0.64 ml (7.88 mmol) of pyridine and 1.10 ml (7.88 mmol) of triethylamine are added dropwise at room temperature. The batch is stirred overnight at room temperature. The batch is subsequently filtered through silica gel and washed with dichloromethane. The filtrate is concentrated and the residue is filtered through silica gel (dichloromethane). 0.525 g (62%) of tert-butyl-[4-({1-[tert-butyl-(dimethyl)silyl]-3-isopropyl-1H-indol-5-yl}oxy)-3,5-dimethylphenoxy]acetate is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794406B2
Source datasetuspto-grants-2004_09
ORD IDord-1c7cd122e58c4069af959ed965e110ca
Source noteuspto-grants-2004_09