3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride
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:
-
- 3-(TRIFLUOROMETHYL)-5,6,7,8- TETRAHYDRO[1,2,4]TRIAZOLO[4,3-
- 3-trifluoro Methyl-[1,2,4]triazole[4,3-a]piperazine hydrochloride
- Sitagliptin Triazole Hydrochloride
- Sitagliptin Impurity 64
- 5,6,7,8-Tetrahydro-3-(trifluoromethyl)[1,2,4]triazolo[4,3-a]pyrazine hydrochloride 98%
- Sitagliptin interMediate A
- 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
- CAS:
- 762240-92-6
- MF:
- C6H7F3N4.ClH
- MW:
- 228.6
- EINECS:
- 616-309-4
- Product Categories:
-
- Pyrazine
- Aromatics
- Aromatics Compounds
- Heterocycles
- Intermediates & Fine Chemicals
- Pharmaceuticals
- 1
- Mol File:
- 762240-92-6.mol
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)
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).
3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochlorideSupplier
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3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride(762240-92-6)Related Product Information
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