Reaktion #661330

Reaktionsgleichung

EDC

[(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetic acid

HOBt

beta-alaninamide hydrochloride

N,N′-diisopropylethylamine

→

tert-Butyl{2-[(3-amino-3-oxopropyl)amino]-2-oxo-1-[3-(trifluoromethyl)phenyl]ethyl}carbamate

Lösungsmittel

ethyl acetate

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   Waschenwashed four times with water
3. 3
   TrocknenThe organic phase was dried over sodium sulphate
4. 4
   Sonstigefreed from the solvent on a rotary evaporator
5. 5
   SonstigeThe residue was dried under high vacuum

Vorschrift

360 mg (1.88 mmol) of EDC were added to a mixture of 400 mg (1.25 mmol) of [(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetic acid and 254 mg (1.88 mmol) of HOBt in 12 ml of DMF, and the mixture was stirred at RT for 30 min 234 mg (1.88 mmol) of beta-alaninamide hydrochloride and 436 μl (2.50 mmol) of N,N′-diisopropylethylamine were added, and the mixture was stirred for another 1 h. The mixture was diluted with ethyl acetate and washed four times with water. The organic phase was dried over sodium sulphate and freed from the solvent on a rotary evaporator. The residue was dried under high vacuum. This gave 446 mg (91% of theory) of the title compound.

Quelle