![](/CAS/20180629/GIF/871115-20-7.gif)
Tert-Butyl 4-Cyano-4-(2,2,2-Trifluoroacetamido)Piperidine-1-Carboxylate synthesis
- Product Name:Tert-Butyl 4-Cyano-4-(2,2,2-Trifluoroacetamido)Piperidine-1-Carboxylate
- CAS Number:871115-20-7
- Molecular formula:C13H18F3N3O3
- Molecular Weight:321.3
Yield:871115-20-7 56%
Reaction Conditions:
with pyridine at 0 - 20;
Steps:
6.2
To a cold (0° C.) solution of 4-amino-4-cyano-piperidine-1-carboxylic acid tert-butyl ester (8.7 g, 38.6 mmol) in pyridine (80 mL) was added trifluoroacetic anhydride (8 mL, 58 mmol) and warmed to room temperature over 2 h and the mixture was stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with 1 N HCl five times and then washed with saturated brine. The organic layer was dried over MgSO4, filtered and evaporated to give white solid, which was purified by recrystalization from hexanes/ethyl acetate to give the desired product (7 g, 56%) as a white solid. 1H NMR (400 MHz, CD3OD) δ 4.00 (dt, J=14.4 Hz and 3.6 Hz, 2H), 3.20 (br s, 2H), 2.38 (br d, J=13.2 Hz, 2H), 1.90-1.82 (m, 2H), 1.46 (s, 9H); 13C NMR (100 MHz, CD3OD) δ 158.5 (q, J=37.4 Hz), 156.1, 118.8, 116.9 (q, J=285.0 Hz), 81.9, 52.6, 41.2 (br d, J=66.3 Hz, 2C), 34.8 (2C), 28.7 (3C).
References:
US2005/277633,2005,A1 Location in patent:Page/Page column 13; sheet 4
![TERT-BUTYL 4-AMINO-4-CYANOPIPERIDINE-1-CARBOXYLATE](/CAS/GIF/331281-25-5.gif)
331281-25-5
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![TERT-BUTYL 4-AMINO-4-(AMINOMETHYL)PIPERIDINE-1-CARBOXYLATE](/CAS/GIF/871115-32-1.gif)
871115-32-1
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$175.00/250mg
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![N-(tert-Butoxycarbonyl)-4-piperidone](/CAS/GIF/79099-07-3.gif)
79099-07-3
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871115-20-7
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