Triethylamine → 2-(1-Butoxycyclopentyloxy)methyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-ethyl-1H-imidazole

To a solution of 2-hydroxymethyl-5-(3,5-dichlorophenylthio)-4-isopropyl-1-ethyl-1H-imidazole (19) (345 mg, 1 mmol) prepared in accordance with the method as described in WO 96/10019 (EXAMPLE 25) and p-toluenesulfonic acid pyridinium (264 mg, 1.05 mmol) in methylene chloride (5 ml) was added 1,1-dibutoxycyclohexane (2.14 g, 10.0 mmol), and stirred at room temperature for 20 hours. A drop of triethylamine was added to the reaction mixture , and the mixture was filtered to remove the precipitated insoluble matter. The filtrate was concentrated under reduced pressure. Hexane was added to the residue, and the mixture was filtered to remove the insoluble matter. The filtrate was purified by chromatography on an alumina column (eluate: toluene) to give the compound 20 (165 mg, 34%). Rf 0.41 (Al2O3 60, Type E, toluene).

1. filtrationthe mixture was filtered
2. customto remove the precipitated insoluble matter
3. concentrationThe filtrate was concentrated under reduced pressure
4. additionHexane was added to the residue
5. filtrationthe mixture was filtered
6. customto remove the insoluble matter
7. customThe filtrate was purified by chromatography on an alumina column (eluate: toluene)

ORDレコード

ord-5b3f7ad41dbf4aa48d176520476b5aad

出典データセット

uspto-grants-2000_04

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06054591