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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926971Generated: October 27, 2026

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

https://huagongshe.com/reaction/1926971

Reaction equation

Participants

RoleNameHCIDCharge
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—
Solvent1,4-DioxaneHCID 31275—
Product6-{[6-(4-Fluorophenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl esterHCID 58016911—

Reaction Conditions

Temperature80 °C

Reaction Steps

Add 3 mg (0.01 mmol) trans-bis(dicyclohexylamine)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, 47 mg (0.34 mmol) 4-fluorophenylboronic acid and 95 mg (0.45 mmol) potassium phosphate in 5 ml dioxan, and stir for 21 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). 59 mg (57% 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-8baca4ed8e8b4f03b58c800a2bb128ca
Source noteuspto-grants-2012_05