Hydrochloric Acid → HCID 71117412, compound

Temperature

100 °C

Sodium hydroxide (96 mL, 478 mmol, 5 M in water, 5 equiv.) was added to a mixture of ethyl 2-[(3-fluorophenyl)amino]cyclopentanecarboxylate (reported by Micovic et al., Synthesis, 1991, 1043-1045) (24.0 g, 96 mmol, 1 equiv) in dioxane (95 mL). The reaction was heated to 100° C. and stirred for one hour. The reaction mixture was then cooled to 23° C. and acidified to pH=3 with 2N HCl. The reaction mixture was then partitioned between ethyl acetate and water. The organic layer was washed with saturated aqueous sodium chloride solution, and the washed solution was dried over sodium sulfate. The dried solution was filtered, and the filtrate was concentrated to afford 6A as a mixture of cis and trans isomers. [M+H]+: 224.1.

1. temperatureThe reaction mixture was then cooled to 23° C.
2. customThe reaction mixture was then partitioned between ethyl acetate and water
3. washThe organic layer was washed with saturated aqueous sodium chloride solution
4. dry with materialthe washed solution was dried over sodium sulfate
5. filtrationThe dried solution was filtered
6. concentrationthe filtrate was concentrated

ORD record

ord-923160bfac6e4fc88b81813f68617b2f

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08592383B2