4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester

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4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester Basic information
Product Name:4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester
Synonyms:4-(2-METHOXYETHYLAMINO)PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER, 95+%;TERT-BUTYL 4-[(2-METHOXYETHYL)AMINO]PIPERIDINE-1-CARBOXYLATE;4-(2-methoxyethylamino)piperidine-1-carbpxylic acid tert-butyl ester;1-Boc-4-(2-methoxyethylamino)piperidine;1,1-diMethylethyl 4-([2-(Methyloxy)ethyl]aMino)-1-piperidinecarboxylate;4-(2-methoxyethylamino)-1-piperidinecarboxylic acid tert-butyl ester;1-Boc-N-(2-methoxyethyl)piperidin-4-amine;N-Boc-4-(2-methoxyethylamino)-piperidine
CAS:710972-40-0
MF:C13H26N2O3
MW:258.36
EINECS:
Product Categories:
Mol File:710972-40-0.mol
4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester Structure
4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester Chemical Properties
Boiling point 337.6±32.0 °C(Predicted)
density 1.03±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka9.01±0.20(Predicted)
AppearanceColorless to light yellow Liquid
Safety Information
Hazard Codes Xn
Risk Statements 22
MSDS Information
4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester Usage And Synthesis
Synthesis
N-(tert-Butoxycarbonyl)-4-piperidone

79099-07-3

2-METHOXYETHYLAMINE

109-85-3

4-(2-METHOXYETHYLAMINO)PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

710972-40-0

To a solution of N-tert-butoxycarbonyl-4-piperidone (1 g, 5.0 mmol) in methanol (20 mL) was sequentially added acetic acid (0.3 mL, 5.0 mmol), 2-methoxyethylamine (0.44 mL, 5.0 mmol), and sodium cyanoborohydride (346 mg, 5.5 mmol). The reaction mixture was stirred at 25°C for 12 hours. After completion of the reaction, the reaction solution was diluted with aqueous sodium carbonate and extracted with ethyl acetate several times. The organic phases were combined, concentrated and purified by silica gel column chromatography (eluent: dichloromethane/methanol, 0-10% gradient) to afford tert-butyl 4-(2-methoxyethylamino)piperidine-1-carboxylate (1.2 g, 93%) as a yellow oil.LC/MS (ES) m/e 259 (M+H)+.

References[1] Patent: WO2007/16610, 2007, A2. Location in patent: Page/Page column 49; 50
[2] Patent: WO2017/21730, 2017, A1. Location in patent: Page/Page column 59
[3] Patent: WO2006/46031, 2006, A1. Location in patent: Page/Page column 56; 58
[4] Patent: CN107814792, 2018, A. Location in patent: Paragraph 0223; 0224
[5] Patent: WO2007/122410, 2007, A1. Location in patent: Page/Page column 94-95; 101-102
4-(2-Methoxyethylamino)piperidine-1-carboxylic acid tert-butyl ester Preparation Products And Raw materials
Raw materialsN-(tert-Butoxycarbonyl)-4-piperidone-->2-Methoxyethylamine-->Acetic acid-->Sodium carbonate-->Sodium cyanoborohydride
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