1-N-BOC-PIPERIDINE-3-CARBOXAMIDE Chemical Properties

Melting point:

174.0 to 178.0 °C

Boiling point:

384.4±31.0 °C(Predicted)

Density 

1.123±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

soluble in Methanol

form 

powder to crystal

pka

16.41±0.20(Predicted)

color 

White to Almost white

Safety Information

Risk Statements 

22

Safety Statements 

37

HS Code 

29333990

1-N-BOC-PIPERIDINE-3-CARBOXAMIDE Usage And Synthesis

Chemical Properties

White powder

Synthesis Reference(s)

Synthetic Communications, 20, p. 1203, 1990 DOI: 10.1080/00397919008052828

Synthesis

General procedure for the synthesis of N-BOC-3-piperidinecarboxamide from 1-BOC-piperidine-3-carboxylic acid: To a chloroform solution (10 mL) of 1-Boc-piperidine-3-carboxylic acid (1.58 g, 6.89 mmol) was added drop-wise at 0 °C and under nitrogen protection, triethylamine (0.96 mL, 6.89 mmol) and ethyl chloroformate (0.69 mL, 7.23 mmol). The reaction mixture was stirred at 0°C for 10 min and then ammonia (gas) was passed for 1 hr. Subsequently, the reaction mixture was warmed to room temperature and stirring was continued for 3 hours. Upon completion of the reaction, 5% aqueous sodium bicarbonate solution was added to separate the organic and aqueous phases. The organic layer was dried with anhydrous sodium sulfate and concentrated under reduced pressure to give the crude N-BOC-3-piperidinecarboxamide, which can be used in subsequent reactions without further purification. Yield: quantitative; LCMS (retention time): 3.31 min (Method A); mass spectrometry (electrospray positive ionization mode) showed m/z: 229.0 ([M+H]+).

References

[1] Patent: WO2006/123257, 2006, A2. Location in patent: Page/Page column 34
[2] Patent: US8080566, 2011, B1. Location in patent: Page/Page column 37-38
[3] European Journal of Medicinal Chemistry, 1984, vol. 19, # 2, p. 181 - 186
[4] Journal of Medicinal Chemistry, 2007, vol. 50, # 9, p. 2225 - 2239
[5] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 00605

1-N-BOC-PIPERIDINE-3-CARBOXAMIDE(91419-49-7)Related Product Information

• 1-N-BOC-PIPERIDINE-4-CARBOXAMIDE,1-BOC-piperidine-4-carboxamide
• (+/-)-1-N-BOC-PIPERIDINE-2-CARBOXAMIDE
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• N-Boc-4-piperidinemethanol
• 1-BOC-3-PIPERIDINECARBOXALDEHYDE
• N-BOC-3-Aminopiperidine
• 1-TERT-BUTYL 2-METHYL PIPERIDINE-1,2-DICARBOXYLATE
• N-BOC-piperidine-4-carboxylic acid
• N-Boc-2-piperidinecarboxylic acid
• Ethyl N-Boc-piperidine-4-carboxylate
• Ethyl 1-Boc-piperidine-2-carboxylate
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