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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403671Generated: October 29, 2026

5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one → 5-(3-Tert-butyl-5-(2,4-di-tert-butoxypyrimidin-5-yl)-2-methoxy phenyl)-2,3-dihydro-1h-inden-1-one

https://huagongshe.com/reaction/403671

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-oneHCID 18541710—
Reactant5-(3-Bromo-5-tert-butyl-4-methoxyphenyl)-2,4-di-tert-butoxy-pyrimidineHCID 66833848—
Product5-(3-Tert-butyl-5-(2,4-di-tert-butoxypyrimidin-5-yl)-2-methoxy phenyl)-2,3-dihydro-1h-inden-1-oneHCID 66700144—

Reaction Steps

A solution of Example 2 Part A (0.150 g, 0.32 mmol) and 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-inden-1-one (0.092 g, 0.36 mmol) were reacted in the same manner as Example 50 Part A using 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane complex as catalyst at 100° C. for 1.5 hours in the microwave and for 4 hours at 100° C. in an oil bath to give crude product which was purified by silica gel flash chromatography eluting with ethyl acetate/hexane (0% to 15%) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748443B2
Source datasetuspto-grants-2014_06
ORD IDord-cfda4993637042e182b8f651055cdf82
Source noteuspto-grants-2014_06