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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926972Generated: October 27, 2026

Ethanol → 6-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid ethyl ester

https://huagongshe.com/reaction/1926972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant4-Fluorophenylboronic acidHCID 285645—
ReactantMethyl 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoateHCID 58016901—
Catalysttrans-Bis(dicyclohexylamine)palladium(II) acetateHCID 11180781—
Product6-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid ethyl esterHCID 58016819—

Reaction Steps

Add 3 mg (0.01 mmol) trans-bis(dicyclohexylamin)palladium(II) acetate [T. Bin, J. Org. Chem. 2004, 69, 4330-4335] to a mixture of 100 mg (0.22 mmol) 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester, 37 mg (0.27 mmol) 4-fluorophenylboronic acid and 95 mg (0.45 mmol) potassium phosphate in 5 ml ethanol, and stir, firstly for 16 h at RT and then for 3 h at 80° C. After filtering off the solid, concentrate the filtrate by vacuum evaporation. Purify the residue by preparative RP-HPLC (gradient: water/acetonitrile). 28 mg (26% of theor.) of the desired product is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183246B2
Source datasetuspto-grants-2012_05
ORD IDord-18d098081dc9423f9bfd9a61c6bc4bec
Source noteuspto-grants-2012_05