1-(4-AMINO-PIPERIDIN-1-YL)-ETHANONE HCL Chemical Properties

Melting point:

231-234℃

storage temp. 

Inert atmosphere,Room Temperature

form 

solid

Appearance

White to off-white Solid

Sensitive 

Air Sensitive

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-26-36/37

WGK Germany 

3

HazardClass 

IRRITANT

HS Code 

29339900

1-(4-AMINO-PIPERIDIN-1-YL)-ETHANONE HCL Usage And Synthesis

Synthesis

The general procedure for the synthesis of 1-acetyl-4-aminopiperidine hydrochloride from tert-butyl (1-methylpiperidin-4-yl)carbamate was as follows: tert-butyl 1-(1-acetylpiperidin-4-yl)carbamate (7.72 g, 44.24 mmol) was dissolved in 1,4-dioxane (100 mL) and cooled to 0 °C, followed by the dropwise addition of 1.4 M HCl of 1,4- dioxane solution (12.2 mL, 48.7 mmol). Upon completion of the dropwise addition, a white precipitate was observed to be generated and the precipitate was separated by filtration. The resulting precipitate was dissolved in methanol (100 mL), 1,4- dioxane solution (12.2 mL, 48.7 mmol) of 4.0 M HCl was added and the reaction mixture was stirred for 16 hours at room temperature. After that, a 1,4-dioxane solution (6.10 mL, 24.4 mmol) of 4.0 M HCl was added and the reaction mixture was heated to 40 °C with continuous stirring for 1.5 hours. After completion of the reaction, the volatile solvent was removed by distillation under reduced pressure and the resulting white solid was dried at high temperature. 1-Acetyl-4-aminopiperidine hydrochloride (8.60 g, purity about 90%, yield >95%) was finally obtained. The structure of the product was confirmed by 1H NMR (400 MHz, d6-DMSO): δ 8.52-8.23 (m, 3H), 4.39-4.26 (m, 1H), 3.89-3.77 (m, 1H), 3.28-3.14 (m, 1H), 3.11-3.00 (m, 1H), 2.65-2.54 (m, 1H), 1.99 (s, 3H), 1.97-1.86 (m, 2H), 1.54-1.41 (m, 1H), 1.41-1.27 (m, 1H).

References

[1] Patent: WO2016/34675, 2016, A1. Location in patent: Page/Page column 68-69
[2] Patent: WO2016/34673, 2016, A1. Location in patent: Page/Page column 91

1-(4-AMINO-PIPERIDIN-1-YL)-ETHANONE HCL(214147-48-5)Related Product Information

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