반응 #46381

반응 방정식

(S)-2-Aminomethyl-piperidine-1-carboxylic acid tert-butyl ester

3,4,5-trifluorobenzonitrile

diisopropylethylamine

→

title product

수율 7.2%

(S)-2-[(4-Cyano-2,6-difluoro-phenylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester

수율 7.2%

용매

xylene

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled
2. 2
   기타partitioned between ethyl acetate and water
3. 3
   세척The organic phase was washed with brine
4. 4
   기타dried
5. 5
   기타evaporated
6. 6
   기타to give a solid which
7. 7
   기타was triturated with pentane-ether

실험 절차

(S)-2-Aminomethyl-piperidine-1-carboxylic acid tert-butyl ester (1.36 g) and 3,4,5-trifluorobenzonitrile (1.00 g) were heated under argon in xylene (10 ml) containing diisopropylethylamine (3.3 ml) for 16 h. The reaction mixture was cooled and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried and evaporated to give a solid which was triturated with pentane-ether to afford the title product (0.16 g) as an off white powder. Chromatography of the mother liquors on silica gel eluting with ethyl acetate-pentane mixtures afforded further title product (0.92 g). Mass Spectrum (API+): Found 252 (MH+-tBoc). C18H23F2N3O2 requires 351.

출처