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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945316Generated: November 3, 2026

Methyl 5-hydroxy-2-methylbenzoate → 5-(5-Biphenyl-4-yl-6-fluoro-1H-benzoimidazol-2-yloxy)-2-methyl-benzoic acid methyl ester

https://huagongshe.com/reaction/1945316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-hydroxy-2-methylbenzoateHCID 13929055—
Reactant5-Biphenyl-4-yl-6-fluoro-2-methanesulfonyl-1H-benzoimidazoleHCID 67445536—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
Product5-(5-Biphenyl-4-yl-6-fluoro-1H-benzoimidazol-2-yloxy)-2-methyl-benzoic acid methyl esterHCID 68524460—

Reaction Steps

To a solution of 7 (454 mg, 1.2 mmol) in pyridine 10 mL was added 5-hydroxy-2-methyl-benzoic acid methyl ester (412 mg, 2.4 mmol). The reaction mixture was heated to reflux for 5 days. Once the reaction was determined to be complete by TLC, the reaction mixture was diluted with EtOAc (100 mL) and washed two times with 100 mL portions of saturated aqueous ammonium chloride. The combined organic layers were dried over MgSO4 filtered and concentrated in vacuo to give a crude brown oil. The resulting oil was purified on ISCO (EtOAc/Hexanes=2/3) to give title compound 8 as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394969B2
Source datasetuspto-grants-2013_03
ORD IDord-217096ef447c4e4baed7ac08e2efd5ce
Source noteuspto-grants-2013_03