Toluene → 5-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclopentyloxy)ethoxymethyl]-2-methyl-1H-imidazole

A solution of 5-(3,5-dimethylphenylthio)-4-isopropyl-1-(2-hydroxyethoxymethyl)-2-methyl-1H-imidazole (1) (301 mg, 0.9 mmol) prepared in accordance with the method as described in WO 96/10019 and p-toluenesulfonic acid hydrate (180 mg, 0.945 mmol) in a mixture of methylene chloride (5 mL) - toluene (1 mL) was concentrated under reduced pressure. The obtained residue was dissolved in methylene chloride (9 mL), to which was added 1,1-dimethoxycyclopentane (1.17 g, 9.00 mmol), and the mixture was stirred for 3 hours. Triethylamine (0.19 mL) was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The residue was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1)) to give the compound 2 (285 mg, 73 %) as oil. Rf 0.45 (Al2O3 60, Type E, 2:1 hexane -EtOAc).

1. concentrationwas concentrated under reduced pressure
2. dissolutionThe obtained residue was dissolved in methylene chloride (9 mL), to which
3. concentrationthe mixture was concentrated under reduced pressure
4. customThe residue was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1))

ORDレコード

ord-1f6688f008bf4fcc9f79d4cef457f625

出典データセット

uspto-grants-2000_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06054591