Hydrochloric Acid → HCID 68325405, Verbindung

Temperatur

60 °C

To a stirred solution of (RS)-3-{4-[(RS)-1-(5-bromo-pyridin-2-yl)-2,2,2-trifluoro-ethylamino]-phenyl}-pyrrolidine-1-carboxylic acid tert-butyl ester (27 mg) in THF (1 ml) was added dropwise a solution of hydrogen chloride in dioxane (0.20 ml, 4 M solution) and the mixture was heated at 60° C. for 4 hours. The mixture was then cooled to room temperature, diluted with ethyl acetate/THF (1:1), and washed sequentially with 2 N aq. sodium hydroxide solution and with saturated brine. The organic phase was separated, dried over sodium sulphate, and concentrated in vacuo. The reside was purified by flash column chromatography (silical gel; gradient: heptane/dichloromethane/methanol) to give [(RS)-1-(5-bromo-pyridin-2-yl)-2,2,2-trifluoro-ethyl]-((RS)-4-pyrrolidin-3-yl-phenyl)-amine (12 mg, 56%) as a yellow amorphous solid. MS (ISP): 402.1 ([{81Br}M+H]+), 400.1 ([{79Br}M+H]+).

1. temperatureThe mixture was then cooled to room temperature
2. washwashed sequentially with 2 N aq. sodium hydroxide solution and with saturated brine
3. customThe organic phase was separated
4. dry with materialdried over sodium sulphate
5. concentrationconcentrated in vacuo
6. customThe reside was purified by flash column chromatography (silical gel; gradient: heptane/dichloromethane/methanol)

ORD-Eintrag

ord-190b30c02a0040959a48acf4c7518b84

Quelldatensatz

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08802673B2