Reaktion #589580

Reaktionsgleichung

4-(1-methoxycarbonyl-1-methyl-ethyl)-benzoic acid

N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride

4-amino-piperidine-carboxylic acid tert-butyl ester

→

title compound

Ausbeute 87.9%

4-[4-(1-Methoxycarbonyl-1-methyl-ethyl)-benzoylamino]-piperidine-1-carboxylic acid tert-butyl ester

Ausbeute 87.9%

Lösungsmittel

MeCl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter 5 hours
2. 2
   Sonstigethe solution was evaporated i.V
3. 3
   Sonstigeand the residue was purified by chromatography (silicagel, eluent:MeCl2)

Vorschrift

0.780 g (3.78 mMol) of 4-amino-piperidine-carboxylic acid tert-butyl ester was suspended in 10 mL of MeCl2 at rt under argon; then, 0.80 g (3.60 mmol) of 4-(1-methoxycarbonyl-1-methyl-ethyl)-benzoic acid, 0.845 g (1.20 eq.) of N-(3-dimethylaminopropyl)-N′-ethyl-carbodiimide hydrochloride and 0.583 g (1.30 eq.) of N,N-dimethyl-4-aminopyridine were added. The reaction mixture became a clear solution after stirring for 1 h at rt. After 5 hours, the solution was evaporated i.V. and the residue was purified by chromatography (silicagel, eluent:MeCl2) to yield 1.28 g of the title compound as colorless foam. MS: 405.3 (MH+).

Quelle