Methylamine → 1-(4-chlorophenyl)-N-methylCyclopropanecarboxamide

A solution of methylamine in tetrahydrofuran (THF) (2.0 M, 3.5 mL) was mixed with triethylamine (2.1 mL, 15 mmol). The resulting mixture was added to a solution of 1-(4-chlorophenyl)cyclopropanecarbonyl chloride in methylene chloride (15.0 mL) at 0° C. The resulting mixture was stirred at room temperature (about 25° C.) for 30 min, and was then quenched with saturated sodium bicarbonate (25 mL). The quenched mixture was extracted with ethyl acetate (3×40 mL). The combined ethyl acetate extracts were washed with brine, dried over Na2SO4, and filtered. The filtrate was concentrated under reduced pressure to provide the product, 1-(4-chlorophenyl)-N-methylcyclopropanecarboxamide, which was used in next step without further purification.

1. customwas then quenched with saturated sodium bicarbonate (25 mL)
2. extractionThe quenched mixture was extracted with ethyl acetate (3×40 mL)
3. washThe combined ethyl acetate extracts were washed with brine
4. dry with materialdried over Na2SO4
5. filtrationfiltered
6. concentrationThe filtrate was concentrated under reduced pressure

ORD 기록

ord-6524debad5684430a380f1a4df8f79c0

출처 데이터셋

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07838544B2