1-N-Boc-piperidine-3-carboxamide

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1-N-Boc-piperidine-3-carboxamide manufacturers

1-N-Boc-piperidine-3-carboxamide Basic information
Product Name:1-N-Boc-piperidine-3-carboxamide
Synonyms:1-N-Boc-3-piperidinecarboxamide;1-TERT-BUTOXYCARBONYL-3-METHYLAMINOPIPERIDINE;1-Boc-piperidine-3-carboxamide;1-Piperidinecarboxylic acid, 3-(aminocarbonyl)-, 1,1-dimethylethyl ester;1-N-BOC-3-CARBAMOYLPIPERIDINE;tert-butyl 3-(aminocarbonyl)piperidine-1-carboxylate;1-Boc-3-piperidinecarboxamide;N-BOC-3-PiperidineCarboxamide
CAS:91419-49-7
MF:C11H20N2O3
MW:228.29
EINECS:614-912-7
Product Categories:
Mol File:91419-49-7.mol
1-N-Boc-piperidine-3-carboxamide Structure
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
pka16.41±0.20(Predicted)
color White to Almost white
Safety Information
Risk Statements 22
Safety Statements 37
HS Code 29333990
MSDS Information
1-N-Boc-piperidine-3-carboxamide Usage And Synthesis
Chemical PropertiesWhite powder
Synthesis Reference(s)Synthetic Communications, 20, p. 1203, 1990 DOI: 10.1080/00397919008052828
Synthesis
1-BOC-PIPERIDINE-3-CARBOXYLIC ACID

71381-75-4

1-N-BOC-PIPERIDINE-3-CARBOXAMIDE

91419-49-7

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 Preparation Products And Raw materials
Raw materials1-Boc-piperidine-3-carboxylic acid-->Nipecotamide-->Di-tert-butyl dicarbonate-->Ammonia-->Ethyl chloroformate-->Triethylamine
Tag:1-N-Boc-piperidine-3-carboxamide(91419-49-7) Related Product Information
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