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ChemicalBook CAS DataBase List (PYRAZIN-2-YLMETHYL)AMINE
20010-99-5

(PYRAZIN-2-YLMETHYL)AMINE synthesis

5synthesis methods
Pyrazinecarbonitrile

19847-12-2

(PYRAZIN-2-YLMETHYL)AMINE

20010-99-5

The general procedure for the synthesis of 2-aminomethylpyrazine from 2-cyanopyrazine is as follows: the method described in the literature (JP A 2001-894594) was referred to as follows. The raw material 2-cyanopyridine was purchased from Sigma-Aldrich Co. LLC. 1.05 g (10 mmol) of 2-cyanopyridine and 100 mg of 60 wt% Ni/SiO2 catalyst were placed in 20 mL of toluene and loaded into an autoclave (model 5U5316), followed by argon replacement of the air in the autoclave. The reaction was pressurized to 50 atm under hydrogen atmosphere and stirred at 140 °C reaction temperature for 4 hours. Upon completion of the reaction, the reaction solution was filtered to remove the catalyst and the filtrate was concentrated to quantitatively obtain the target product 2-aminomethylpyridine (2-AMPZ). The product was characterized by 1H-NMR (399.78 MHz, CDCl3): δ 8.60-8.45 (m, 3H), 4.07 (s, 2H), 1.79 (br, 2H).

-

Yield:20010-99-5 100%

Reaction Conditions:

with Ni-doped silica;hydrogen in toluene at 140; under 38002.6 Torr; for 4 h;Autoclave;Inert atmosphere;

Steps:

7 The synthesis of 2-aminomethyl pyradine
The synthesis of 2-aminomethyl pyradine(2-AMPZ) was carried out by a method shown below, byreference to the method described in literature (JP A 2001-894594). 2-cyanopyradine used was from Sigma-Aldrich Co.LLC.1.05 g of 2-cyanopyradine (10 mmol) and 100mg of60 wt %-Ni/5i02 were placed in an autoclave (5U53 16) with20 mL of toluene and replaced with argon gas. This waspressurized with hydrogen gas to 50 atm, stirred at 140°C. for4 hours. The reaction solution was filtered and concentratedto give 2-aminomethyl pyradine (2-AMPZ) quantitatively.10152] ‘H-NMR spectrum (399.78 MHz, CDC13):?8.60-8.45 (m, 3H), 4.07 (s, 2H), 1.79 (br, 2H)

References:

KATAYAMA, TAKEAKI;TSUTSUMI, KUNIHIKO;MURATA, KUNIHIKO;OHKUMA, TAKESHI;ARAI, NORIYOSHI US2015/31920, 2015, A1 Location in patent:Paragraph 0150; 0151; 0152

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