Application of 762240-92-6, A common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, molecular formula is C6H8ClF3N4, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
To the 1 OOgm(3R)-3- [(1,1 -dimethyl ethoxy carbonyl)amino}-4-(2,4,5-trifluorophenyl butanoic acid charged 700m1 methylenedichioride and 67gm triethylamineandstirred for 10 minutes.Added 68gmNN?-Dicyclohexylcarbodiimide, 44.6 gm of anhydrous 1 – hydroxylbenzotriazole and maintained for about 10-20 minutes.Added75.5gm 3- trifluromentyl 5,6,7,8-tetrahydro (1 ,2,4) triazolo[4,3-a] pyrazineHCl and heated to 25- 30C and maintained for 4 hours. After completion of reaction,filtered the reaction mass and filtrate was washed with 2x350m1 2.5%sodium bicarbonate solutionandwashed with 2x500m1 of water.MDC layer was taken without purification and Cooled to 0-10C.400m1 1 6%Methanolic HCI added and raised the temperature to 25-30C and Stirred for 4 hours.After completion of the reaction added 1000m1 water and separatedlayers.ExtractedtheMDClayer with 2x300m1 DM water.Aqueous layer was washed with 300m1 MDC and pH of the aqueous layer was adjusted to 10-1 1%with 1 0%sodium hydroxide solution. 1 000m1 MDC charged and Stirred for I 0mm. The organic layer separated and the Aq layer was extracted twice with 300 ml MDC. The organic layer was separated and washed with 300 ml of water followed by 300m1 5% NaCl; and driedthe organic layer with anhydrous sodium sulfate. The organic layer separated and the solvent was distilled out under vacuum. 1 OOm1IPA was added to residue and again distilled under vacuum followed by addition of 800m1 heptane. Filtered the crystallized Material and dried under vacuum at 50C for 12-15 hours to get 96.5% titled compound.BPLC purity:99-99.9% Chiral purity: 99.9%
The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; HARMAN FINOCHEM LIMITED; KADAM, Vijay, Trimbak; SARANAPU, Nareesh; SINGAMPALLI, Sri, Hari; MINHAS, Harpreet, Singh; MINHAS, Gurpreet, Singh; (16 pag.)WO2017/6335; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem