Reaktion #48086

Reaktionsgleichung

3-chloro-2-fluoro-5-trifluoromethyl-benzoic acid

(4-tert-butylbenzyl)-[2-(4-chlorophenyl)-ethyl]-amine

HBTU

4-methylmorpholine

→

light yellow amorphous material

Ausbeute 70.1%

N-(4-tert-butyl-benzyl)-3-chloro-N-[2-(4-chloro-phenyl)-ethyl]-2-fluoro-5-trifluoromethyl-benzamide

Ausbeute 70.1%

Lösungsmittel

DMF

brine

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate
2. 2
   WaschenThe combined organic phases were washed with brine
3. 3
   Trocknendried with magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe residue was purified by column chromatography (silica gel; heptane/EtOAc 95:5)

Vorschrift

To a solution of 50 mg of 3-chloro-2-fluoro-5-trifluoromethyl-benzoic acid (0.206 mmol) and 68 mg (0.225 mmol) of (4-tert-butylbenzyl)-[2-(4-chlorophenyl)-ethyl]-amine in 3 ml of DMF were added 117 mg of HBTU (0.31 mmol) and 0.063 ml (0.62 mmol) of 4-methylmorpholine. After stirring the reaction mixture over night at RT it was poured on a mixture of 15 ml of brine and 15 ml of water and extracted with ethyl acetate. The combined organic phases were washed with brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (silica gel; heptane/EtOAc 95:5) to give 76 mg (70%) of a light yellow amorphous material. MS (ISP) 526.0 (M+H)+. In analogy to example 1:

Quelle