ChemicalBook CAS DataBase List 4-(4-Methylpiperazinomethyl)-3-(trifluoromethyl)aniline

4-(4-Methylpiperazinomethyl)-3-(trifluoromethyl)aniline synthesis

10synthesis methods

Product Name:4-(4-Methylpiperazinomethyl)-3-(trifluoromethyl)aniline
CAS Number:694499-26-8
Molecular formula:C13H18F3N3
Molecular Weight:273.3

4-((4-Methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline Into a solution 4-methyl-1-(4-nitro-2-(trifluoromethyl)benzyl)piperazine (1.5 g, 5 mmol) in MeOH (250 mL) was added Raney Nickel (0.15 g, 10 wt %). The suspension was stirred under hydrogen atmosphere (50 psi) for 24 hrs and monitored by TLC. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure to yield the desired product (1.36 g, 100%). 1H NMR (300 MHz, CDCl3) δ: 7.43-7.46 (1H, d, J=9.0 Hz), 6.91 (1H, s), 6.77-6.80 (1H, d J=9.0 Hz), 3.77 (2H, s), 3.54 (2H, s), 2.53 (8H, brs), 2.34 (3H, s).

Acetamide, 2,2,2-trifluoro-N-[4-[(4-methyl-1-piperazinyl)methyl]-3-(trifluoromethyl)phenyl]-

709045-30-7
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4-(4-Methylpiperazinomethyl)-3-(trifluoromethyl)aniline

694499-26-8
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$9.00/250mg

Yield:-

Reaction Conditions:

with potassium carbonate in methanol;water; for 1 h;

Steps:

33.4 Step 33.4 : [4- (4-METHYL-PIPERAZIN-1-YLMETHYL)-3-TRIFLUOROMETHYL] benzenamine

To a solution of 1.102 g (2.98 MMOL) of 2,2, 2-TRIFLUORO-N- [4- (4-METHYL-PIPERAZIN-1-YLMETHYL)-3- trifluoromethyl-phenyl]-acetamide in 26 ML of boiling methanol, 14 ML of a 1 M solution of K2CO3 in water are added dropwise. After 1 h stirring, the reaction mixture is cooled to rt and diluted with EtOAc and water. The aqueous layer is separated off and extracted twice with EtOAc. The organic phases are washed with water and brine, dried (NA2SO4) and concentrated to yield the title compound, which was directly used in Step 33.5 : MS: [M+1] +-274.

References:

WO2004/52884,2004,A1 Location in patent:Page 54

109-01-3 Synthesis