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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1926956Generated: November 2, 2026

Sodium Carbonate → 6-{[6-(2-Fluoro-6-methoxyphenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester

https://huagongshe.com/reaction/1926956

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2-Fluoro-6-methoxyphenyl)boronic acidHCID 3294524—
ReactantMethyl 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoateHCID 58016901—
Solvent1,2-DimethoxyethaneHCID 8071—
Product6-{[6-(2-Fluoro-6-methoxyphenyl)-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl esterHCID 25096904—

Reaction Conditions

Temperature80 °C

Reaction Steps

Dissolve 150 mg (0.34 mmol) 6-{[6-bromo-5-(4-methoxyphenyl)furo[2,3-d]pyrimidin-4-yl]amino}hexanoic acid methyl ester and 142 mg (0.84 mmol) (2-fluoro-6-methoxyphenyl)boronic acid in 2.0 ml 1,2-dimethoxyethane and add 0.34 ml of 2 M aqueous sodium carbonate solution and 24 mg (0.03 mmol) 1,1′-bis(diphenylphosphano)ferrocene palladium(II) chloride. Next, stir for 15 h at 80° C. Purify the reaction mixture directly by preparative RP-HPLC (gradient: water/acetonitrile). 56 mg (34% 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-a51acfefdeff4b4eaecfd5580a395fee
Source noteuspto-grants-2012_05