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4-(Pyrrolidin-1-yl)benzylamine

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4-(Pyrrolidin-1-yl)benzylamine Basic information
Product Name:4-(Pyrrolidin-1-yl)benzylamine
Synonyms:ART-CHEM-BB B022103;[4-(1-PYRROLIDINYL)PHENYL]METHANAMINE;[4-(1-PYRROLIDINYL)PHENYL]METHYLAMINE;4-PYRROLIDINOBENZYLAMINE;AKOS B022103;[4-(Pyrrolidin-1-yl)phenyl]methylamine 97%;4-(Pyrrolidin-1-yl)benzylamine 97%;[4-(Pyrrolidin-1-yl)phenyl]methylamine
CAS:114365-04-7
MF:C11H16N2
MW:176.26
EINECS:
Product Categories:
Mol File:114365-04-7.mol
4-(Pyrrolidin-1-yl)benzylamine Structure
4-(Pyrrolidin-1-yl)benzylamine Chemical Properties
Melting point 47-50°
Boiling point 327.0±25.0 °C(Predicted)
density 1.075±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka9.66±0.10(Predicted)
AppearanceLight brown to brown Solid
Safety Information
Hazard Codes C,Xi
RIDADR UN3259
Hazard Note Corrosive
HazardClass IRRITANT
HS Code 2933998090
MSDS Information
4-(Pyrrolidin-1-yl)benzylamine Usage And Synthesis
Synthesis
4-(1-PYRROLIDINYL)BENZONITRILE

10282-30-1

4-(PYRROLIDIN-1-YL)BENZYLAMINE

114365-04-7

General procedure for the synthesis of [4-(1-pyrrolidinyl)phenyl]methanamine from 4-(1-pyrrolidinyl)benzonitrile: 1. 4-(1-pyrrolidinyl)benzonitrile (1.68 g, 9.76 mmol) was dissolved in 10 mL of ether at 0 °C and slowly added dropwise to LiAlH4 (2 equiv, 742 mg) suspended in ether. 2. The reaction mixture was stirred at room temperature for 24 hours. 3. Upon completion of the reaction, water was carefully added to quench the reaction, followed by filtration and washing of the solid salt with ether. 4. The organic phase was separated and dried over anhydrous sodium sulfate, then the solvent was evaporated to give 1.48 g of a yellow oily product in 86% yield. 5. The product was subjected to 1HNMR. 5. The product was characterized by 1HNMR (DMSO, 200 MHz): δ 1.60 (2H, bs), 1.93 (4H, m), 3.17 (4H, m), 3.57 (2H, s), 6.46 (2H, d, J = 8.6 Hz), 7.09 (2H, d, J = 8.4 Hz).

References[1] Journal of Medicinal Chemistry, 2007, vol. 50, # 15, p. 3651 - 3660
[2] Patent: WO2011/120604, 2011, A1. Location in patent: Page/Page column 44; 45; 134
[3] Patent: EP2377850, 2011, A1. Location in patent: Page/Page column 17
4-(Pyrrolidin-1-yl)benzylamine Preparation Products And Raw materials
Raw materials4-(1-Pyrrolidinyl)benzonitrile-->Diethyl ether-->Lithium Aluminum Hydride
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