ChemicalBook CAS DataBase List 1-Boc-4-(aminomethyl)piperidine

1-Boc-4-(aminomethyl)piperidine synthesis

13synthesis methods

Product Name:1-Boc-4-(aminomethyl)piperidine
CAS Number:144222-22-0
Molecular formula:C11H22N2O2
Molecular Weight:214.3

tert-butyl 4-(azidomethyl)piperidine-1-carboxylate(SALTDATA: FREE)

325290-50-4
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$133.00/5G

144222-22-0
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$6.00/1g

Yield:144222-22-0 95%

Reaction Conditions:

with 10% Pd/C;hydrogen in methanol at 25; under 760.051 Torr; for 3 h;

Steps:

4.1.22 4.1.14. tert-Butyl 4-(aminomethyl)piperidine-1-carboxylate (7)

To a solution of 15 (520 mg, 2.1 mmol) in MeOH (15 mL), a catalytic amount of palladium on carbon 10 wt.% was added under argon atmosphere. The reaction environment was saturated with hydrogen gas. The mixture was stirred at 25 C for 3 h. The suspension was filtered on paper and concentrated in vacuo giving 7 as colorless oil without further purification (427 mg, 95%). 1H NMR(300 MHz, CDCl3) d 3.88 (d, J 13.1 Hz, 2H), 2.50 (d, J 17.4 Hz, 4H),2.45e2.33 (m, 2H), 1.50 (d, J 13.0 Hz, 2H), 1.38e1.27 (m, 1H), 1.27(s, 9H), 0.90e0.45 (m, 2H); 13C NMR (75 MHz, CDCl3) d 155.0, 79.3,48.1, 43.4, 39.7, 29.9, 28.6; MS (ESI) m/z 215 [M H].

References:

Vallone, Alessandra;D'Alessandro, Sarah;Brogi, Simone;Brindisi, Margherita;Chemi, Giulia;Alfano, Gloria;Lamponi, Stefania;Lee, Soon Goo;Jez, Joseph M.;Koolen, Karin J.M.;Dechering, Koen J.;Saponara, Simona;Fusi, Fabio;Gorelli, Beatrice;Taramelli, Donatella;Parapini, Silvia;Caldelari, Reto;Campiani, Giuseppe;Gemma, Sandra;Butini, Stefania [European Journal of Medicinal Chemistry,2018,vol. 150,p. 698 - 718]

24424-99-5 Synthesis