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847615-01-4

4-Aminomethyl-4-(4-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester synthesis

1synthesis methods
Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

1000210-73-0
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4-Aminomethyl-4-(4-fluoro-phenyl)-piperidine-1-carboxylic acid tert-butyl ester

847615-01-4
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-

Yield:-

Reaction Conditions:

with potassium carbonate in methanol;water at 20; for 20 h;

Steps:

D
A mixture of 4.2 g (10 mmol) of compound 4 and 2.8 g (20 mmol) of K2CO3 in 28 mL of MeOH-H2O (5:2) was stirred at RT for 20 h and concentrated. The residue was dissolved in 30 mL of H2O, extracted with four 60 mL portions of CHCl3. The combined organic extracts were washed with 30 mL of brine and concentrated. The residue was purified by preparative TLC eluting with 2-4% MeOH in dichloromethane containing 1% NH4OH to give 1.2 g of pure amine 5 and 2.0 g of amine 5 containing starting material 4. Compound 5: Calcd m/z for C14H19BrN2O2·H+=327; found m/z=327.

References:

Burnett, Duane A.;Wu, Wen-Lian;Sasikumar, Thavalakulamgara K.;Greenlee, William J.;Caplen, Mary Ann;Guo, Tao;Hunter, Rachael Catherine US2005/54628, 2005, A1 Location in patent:Page/Page column 19; 9

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