4-PIPERIDIN-1-YLMETHYL-PHENYLAMINE Chemical Properties

Melting point:

90-93

Boiling point:

308.7±17.0 °C(Predicted)

Density 

1.068±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

crystalline powder

pka

9?+-.0.10(Predicted)

color 

Brown

CAS DataBase Reference

29608-05-7(CAS DataBase Reference)

Safety Information

Hazard Codes 

C

Hazard Note 

Corrosive/Harmful

HS Code 

2933399990

4-PIPERIDIN-1-YLMETHYL-PHENYLAMINE Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-piperidine-1-methylaniline from 1-(4-nitrobenzyl)piperidine: To a solution of anhydrous THF (3 mL) with 4-nitrobenzyl chloride (1 mmol) was added 1-methylpiperazine or piperidine (1 mmol) and triethylamine (1.5 mmol, 0.21 mL) in sequence. The reaction mixture was stirred at 70 °C overnight. Upon completion of the reaction, extraction was carried out with dichloromethane and water. The organic phases were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure to remove the solvent. The residue was purified by column chromatography (eluent: hexane/ethyl acetate, 1:4) and structurally characterized by 1H NMR (see Supplementary Information). The purified product was dissolved in ethanol (10 mL) and PtO2 (0.01 g) was added under nitrogen protection. Hydrogenation was carried out in a Parr hydrogenation unit at 50 psi hydrogen pressure for 16 hours. At the end of the reaction, the catalyst was removed by filtration and the filtrate was concentrated in vacuum to give the target product 4-piperidine-1-methylaniline in quantitative yield.

References

[1] European Journal of Medicinal Chemistry, 2011, vol. 46, # 7, p. 2917 - 2929
[2] RSC Advances, 2015, vol. 5, # 58, p. 47125 - 47130
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 20, p. 9409 - 9421
[4] Patent: CN106432235, 2017, A. Location in patent: Paragraph 0113
[5] Patent: WO2006/12135, 2006, A1. Location in patent: Page/Page column 54-56

4-PIPERIDIN-1-YLMETHYL-PHENYLAMINE(29608-05-7)Related Product Information

• ambasilide
• (4-Aminophenyl)piperidin-1-ylmethanone
• 4-PIPERIDIN-1-YLMETHYL-PHENYLAMINE
• 3-(PIPERIDIN-1-YLMETHYL)ANILINE
• Ethyl1-(4-Nitro-benzyl)-piperidine-4-carboxylate
• N-(1-(p-Aminobenzoyl)-3-piperidyl)-3,4,5-trimethoxybenzamide hydrate
• (4-AMINO-PHENYL)-(2-METHYL-PIPERIDIN-1-YL)-METHANONE
• 1-(4-nitrobenzoyl)piperidine-4-carboxylic acid
• GLG-V 13
• 4-(4-METHYL-PIPERIDIN-1-YLMETHYL)-PHENYLAMINE
• 2-PIPERIDIN-1-YLMETHYL-PHENYLAMINE
• 3-(3-METHYL-PIPERIDIN-1-YLMETHYL)-PHENYLAMINE
• 4-(2-ETHYL-PIPERIDIN-1-YLMETHYL)-PHENYLAMINE
• 4-(2,6-DIMETHYL-PIPERIDIN-1-YLMETHYL)-PHENYLAMINE
• 2-Amino-4-methoxy-N-(8-(p-nitrobenzyl)-3-beta-nortropanyl)-5-pyrimidin ecarboxamide maleate
• 4-[(2,6-dimethylpiperidin-1-yl)carbonyl]aniline
• 1-(4-NITROBENZOYL)-4-PIPERIDINECARBONITRILE
• 1-(4-NITROBENZOYL)-4-PIPERIDINECARBOXAMIDE