Dimethylformamide → 5-chloro-2-[(1S)-1-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}ethoxy phenyl}-1H-tetrazole

온도

100 °C

Ammonium chloride (217 mg) was added to a mixture of 5-chloro-2-[(1S)-1-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}ethoxy}benzonitrile (330 mg), sodium azide (264 mg) and DMF (10 ml), followed by stirring at 100° C. for 16 hours. The reaction solution was added to a mixture of chloroform and water, followed by separation operation, and the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1) and the resulting product was washed with diisopropylether to obtain, as a light brown solid, 5-{5-chloro-2-[(1S)-1-{4-methyl-5-[2-(trifluoromethyl)phenyl]-4H-1,2,4-triazol-3-yl}ethoxy phenyl}-1H-tetrazole (127 mg).

1. customfollowed by separation operation
2. washthe organic layer was washed with saturated brine
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationconcentrated under reduced pressure
5. customThe residue was purified by silica gel column chromatography (chloroform:methanol=20:1)
6. washthe resulting product was washed with diisopropylether

ORD 기록

ord-a5e6bc5540ee48769fbd1ef2f851312b

출처 데이터셋

uspto-grants-2013_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08377923B2