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ChemicalBook CAS DataBase List [4-[(4-METHYLPIPERAZIN-1-YL)METHYL]PHENYL]METHYLAMINE

[4-[(4-METHYLPIPERAZIN-1-YL)METHYL]PHENYL]METHYLAMINE synthesis

4synthesis methods
-

Yield:170988-27-9 94.5%

Reaction Conditions:

with sodium hydroxide;magnesium sulfate in tetrahydrofuran;water;

Steps:

55.b 7-(N-(4(4-methyl-1-piperazinyl)methylbenzyl)carbamoyl-(E)-ethenyl)-4(5H),10-dioxo-1H-1,2,3-triazolo[4,5-c][1]benzazepine

(b) Under the argon atmosphere, a solution of 4-(4-methyl-1-piperazinylmethyl)benzonitrile (511 mg, 2.37 mmole) obtained in the preceding step (a) in tetrahydrofuran (4 ml) was added to the suspension of lithium aluminum hydride (170 mg, 4.48 mmole) in tetrahydrofuran (10 ml) in an ice-bath. After stirring at room temperature for 19.5 hours, water (2 ml) and a 5N aqueous sodium hydroxide solution (1 ml) were added in this sequence under ice-cooling, and the mixture was further stirred at room temperature for 30 minutes. Anhydrous magnesium sulfate was added, and the resulting mixture was filtered through celite. The solvent was removed under reduced pressure to give 4-(4-methyl-1-piperazinylmethyl)benzylamine as a colorless oil (491 mg, 94.5%). 1 H-NMR (CDCl3): δ2.20-2.70 (4H, m), 2.28 (3H, s), 3.49 (2H, s), 3.85 (2H, s), 7.20-7.30 (4H, m). SIMS: m/z 220 (M+ +1).

References:

US5686442,1997,A

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