Triethylamine → 1H-Imidazole-2-propanol, 5-((3,5-dichlorophenyl)thio)-4-(1-methylethyl)-1-(4-pyridinylmethyl)-, carbamate (ester)

온도

-40 °C

In 7 ml of dry tetrahydrofuran was dissolved 700 mg (1.6 mmol) of the alcohol (137c), and after the solution was cooled to -40° C., 450 mg (2.4 mmol) of trichloroacetyl isocyanate was added and the temperature was elevated gradually to room temperature. After stirring for 30 minutes, 2 ml of water and 1 ml of triethylamine were added and the mixture was stirred at room temperature for 3 days. The reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with water, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (5% methanol-ethyl acetate) and recrystallized from ethyl acetate-n-hexane to provide 610 mg (yield 79%) of Compound I-150 as crystals. mp 114-115° C.

1. customwas elevated gradually to room temperature
2. stirringthe mixture was stirred at room temperature for 3 days
3. extractionextracted with ethyl acetate
4. washThe extract was washed with water
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. concentrationconcentrated under reduced pressure
8. customThe residue was purified by silica gel column chromatography (5% methanol-ethyl acetate)
9. customrecrystallized from ethyl acetate-n-hexane

ORD 기록

ord-b44860d8257f4f6693dce5d09c7bb0c7

출처 데이터셋

uspto-grants-2000_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06147097