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| | 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride Basic information |
| Product Name: | 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride | | Synonyms: | 1,2,4-Triazolo[4,3-a]pyrazine,5,6,7,8-tetrahydro-3-(trifluoroMethyl)-,hydrochloride(1:1);3 - (three fluorinated Methyl) - 5,6,7,8 - four hydrogen - triazole 4-trichlorobenzene [1] and [4, 3 - alpha] pyrazine hydrochloride;Sitagliptin side chain;3-CF3-5,6,7,8-H4-[1,2,4]triazolo[4,3a]pyrazine HCl;Triazolepine hydrochloride;3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-α]pyrazine Hydrochloride;5,6,7,8-Tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-α]pyrazine Monohydrochloride;5,6,7,8-Tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine Monohydrochloride | | CAS: | 762240-92-6 | | MF: | C6H7F3N4.ClH | | MW: | 228.6 | | EINECS: | 616-309-4 | | Product Categories: | Pyrazine;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics Compounds;1;762240-92-6 | | Mol File: | 762240-92-6.mol | ![3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride Structure](CAS/GIF/762240-92-6.gif) |
| | 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride Chemical Properties |
| Melting point | 236-246°C | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | DMSO (Slightly), Methanol (Slightly) | | form | Solid | | color | White to Off-White | | InChI | InChI=1S/C6H7F3N4.ClH/c7-6(8,9)5-12-11-4-3-10-1-2-13(4)5;/h10H,1-3H2;1H | | InChIKey | AQCSCRYRCRORET-UHFFFAOYSA-N | | SMILES | C12=NN=C(C(F)(F)F)N1CCNC2.[H]Cl | | CAS DataBase Reference | 762240-92-6(CAS DataBase Reference) |
| Hazard Codes | T | | Risk Statements | 25 | | Safety Statements | 45 | | RIDADR | UN2811 | | HS Code | 2933599577 |
| | 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride Usage And Synthesis |
| Description | 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride is a pharmaceutical intermediate compound used in the preparation of Sitagliptin phosphate. Sitagliptin is an oral hypoglycaemic agent, a dipeptidyl peptidase-4 inhibitor, which is used in the treatment of type 2 diabetes. | | Chemical Properties | White Solid or White to Light yellow powder to crystal | | Uses | Sitagliptin intermediate. | | Synthesis |
A suspension of N'-[(2Z)-Piperazin-2-ylidene]trifluoroacetohydrazide (27.3 g, 0.13 mol) in 110 mL of methanol was WARMED TO 55 ℃. 37% Hydrochloric acid (11.2 mL, 0.14 mol) was added over 15 min at this temperature. During the addition, all solids dissolved, resulting in a clear solution. The reaction was aged for 30 min. The solution was cooled to 20 ℃ and aged at this temperature until a seed bed formed (10 min to 1 h). 300 ML of MTBE was charged at 20 ℃ over 1 h. The resulting slurry was cooled to 2 ℃, aged for 30 min and filtered. Solids were washed with 50 mL of ethanol: MTBE (1: 3) and dried under vacuum at 45 ℃. Yield of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride was 26.7 g (99.5 area wt% pure by HPLC).
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| | 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride Preparation Products And Raw materials |
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