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Chemical Structure| 762240-92-6

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Product Details of 3-Trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine HCl

CAS No. :762240-92-6
Formula : C6H8ClF3N4
M.W : 228.60
SMILES Code : FC(C1=NN=C2CNCCN21)(F)F.[H]Cl
MDL No. :MFCD09817638
InChI Key :AQCSCRYRCRORET-UHFFFAOYSA-N
Pubchem ID :11961371

Safety of 3-Trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of 3-Trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine HCl

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 762240-92-6 ]

[ 762240-92-6 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 762240-92-6 ]
  • [ 486460-21-3 ]
YieldReaction ConditionsOperation in experiment
99% With sodium hydroxide; In water; ethyl acetate; for 0.166667h;Product distribution / selectivity; Example 4 Synthesis 7-chloroacetyl-3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine of formula (VIII, Q = chlorine) 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (54.6 g, 239 mmol) is suspended in ethyl acetate (300 ml) and added, under strong stirring, with a 30% NaOH solution (100 g) and water (50 ml). After 10 minutes the phases are separated, the aqueous phase is extracted with 3x70 ml of ethyl acetate and the organic phase is dried with Na2SO4, then filtered and the solvent is evaporated off under reduced pressure to obtain a white solid (45.4 g, 236 mmol, 99% yield).
  • 2
  • [ 486460-20-2 ]
  • [ 762240-92-6 ]
YieldReaction ConditionsOperation in experiment
82.9% A mixture of compound 10 (12.0 g, 0.064 mol) and the catalyst,Pd/C (10% w/w, 120.0 mg) in methanol (MeOH)(120 mL) was charged into an autoclave (500 mL) at ambienttemperature. The reaction mass was agitated for 24 h bymaintaining 3.5-4.5 Kg/cm2 hydrogen pressure at 40-45 C.The completion of reaction was judged by TLC. The reactionmass was concentrated under reduced pressure afterremove the Pd/C catalyst by passing through celite undernitrogen atmosphere. The residue was dissolved in IPA(24.0 mL) and then IPA.HCl (24.0 mL) was added slowly at 0-5 C. The precipitated solid was separated by filtration,after one hour agitation of the reaction mass, to obtain 3-trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazinehydrochloride (11) as a white crystalline solid (12.1 g, 82.9%).m.p.: 237-249 C (Lit. 236-246 C reported in chemical book).1H NMR (400MHz; DMSO-d6), d, ppm (J, Hz): 3.65 (2H, t,J5.6, Piperazine); 4.46 (2H, t, J5.6, Piperazine); 4.61(2H, s, Piperazine); 10.58 (2H, br, NH2). 13C NMR(100MHz; DMSO-d6) d, ppm (J, Hz): 39.09 (-CH2-CH2-),40.14 (-CH2-CH2-), 40.90 (-CH2-), 117.17 (d, J268.4, CF3),142.29 (C triazole), 148.73 (C triazole). LC-MS m/z (rel, %):193.08 (M+H)+ (100).
  • 3
  • [ 486460-21-3 ]
  • [ 762240-92-6 ]
 

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