تفاعل #46381

معادلة التفاعل

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

3,4,5-trifluorobenzonitrile

diisopropylethylamine

→

title product

المردود 7.2%

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

المردود 7.2%

المذيبات

xylene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled
2. 2
   أخرىpartitioned between ethyl acetate and water
3. 3
   غسيلThe organic phase was washed with brine
4. 4
   أخرىdried
5. 5
   أخرىevaporated
6. 6
   أخرىto give a solid which
7. 7
   أخرىwas triturated with pentane-ether

الإجراء التجريبي

(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.

المصدر