CAS: 762240-92-6; 3-(Trifluoromethyl)-5,6,7,8-Tetrahydro-[1,2,4]Triazolo[4,3-A]Pyrazine Hydrochloride

上下游产品

2,2,2-trifluoro-N'-[(2Z)-piperazin-2-ylidene]acetohydrazide (S)-Sitagliptin 3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine 3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine 1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione tert-butyl [(1S,2R,5S)-5-[3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazin-7-yl]-2-(2,4,5-trifluorophenyl)cyclohexyl]carbamate (R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-ylcarbamate 6-(4-Fluoro-3-{[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]carbonyl}benzyl)-4,5-dimethylpyridazin-3(2H)-one

2,2,2-Trifluoro-N'-(Pyrazin-2-yl)Acetohydrazide置于硫酸,Palladium On Activated Carbon,氢气体系中,用 甲醇 作为反应溶剂,85.0 °C,450.01 Kpa 条件下,反应 36.0H,反应生成 3-三氟甲基-5,6,7,8-四氢-1,2,4-三唑并[4,3-A]吡嗪盐酸盐
参考文献:3-(三氟甲基)-5,6,7,8-四氢-[1,2,4]三唑并[4,3-A]吡嗪的尿素和硫脲衍生物:合成,表征,抗菌活性和对接研究
标题:3-(三氟甲基)-5,6,7,8-四氢-[1,2,4]三唑并[4,3-A]吡嗪的尿素和硫脲衍生物:合成,表征,抗菌活性和对接研究
摘要:摘要 开发了一种高效且稳健的合成程序,主要用于合成前体化合物;3-(三氟甲基)-5,6,7,8-四氢-[1,2,4]三唑并[4,3-A]吡嗪(11),由2-氯吡嗪(7)通过肼等化学转化取代,三氟乙酰基诱导,环化和吡嗪环还原.合成了化合物11的一系列新的脲衍生物13A-E和硫脲衍生物13F-J,所有化合物的结构均通过ir,1H NMR,13C NMR,Lc-Ms和hrms等光谱分析确定.筛选了新合成的化合物对五种细菌和两种真菌的体外抗菌活性,其中化合物 13D,13I 和 13J 显示出对细菌菌株的潜在活性,而化合物 13A,13D,13G 和 13J 抗真菌菌株,Mic 值在 6.25-25.0 µg/ml 范围内.活性结果的总体比较表明,硫脲衍生物比脲化合物具有更好的活性.对聚 (Adp-核糖) 聚合酶 15 (Artd7,Bal3) 的分子对接研究表明,所有合成的化合物都具有显着的结合能(-8
DOI:10.1080/10426507.2019.1577845

专利信息

专利号:US-11459549-B2
优先权日:2018-05-10
标 题:Method for biocatalytic synthesis of Sitagliptin and intermediate thereof
发明人：WU FAHAO; YANG WEN; LI GANG; SHI HONGWEI; GAO YANGZHE; LIU LILI; YUAN ZHIFA
权利人:CHINA FORTUNE WAY COMPANY; NANJING REDWOOD FINE CHEMICAL CO LTD
摘要:Provided is a method for biocatalytic synthesis of Sitagliptin and intermediates thereof, in particular, provided are compounds of Formula (I) and Formula (II), or pharmaceutically acceptable salts thereof, a polypeptide capable of catalyzing conversion of a compound of Formula (I) to a compound of Formula (II), a nucleic acid encoding the polypeptide, a vector and a cell comprising the nucleic acid. In addition, also provided are a method for producing a compound of Formula (II) and Sitagliptin by using the polypeptide and the compound of Formula (I), and a method for preparing the polypeptide.

专利号:WO-2023021529-A1
优先权日:2021-08-17
标题:Improved enzymatic synthesis of sitagliptin or its salts thereof
发明人：DATLA ANUPAMA; NAGRE PRASHANT; TAMORE JAGDISH; WADHAVANE SACHIN; MURALIDHARAN KRISHNA; TRIVIKRAM SREENATH
权利人:FERMENTA BIOTECH LTD
摘要:The present invention discloses an improved enzymatic synthesis of Sitalgiptin or its pharmaceutically acceptable salts in good yield and purity. The present invention provides novel intermediate (R)- 3-Acetamido-4-(2,4,5-Trifluorophenyl) butanoic acid (5).

专利号:US-8846916-B2
优先权日:2009-05-11
标题:Sitagliptin synthesis
发明人：GORE VINAYAK GOVIND; GADAKAR MAHESHKUMAR; BHOSLE PRIYANKA; SHINDE SURESH
权利人:GORE VINAYAK GOVIND; GADAKAR MAHESHKUMAR; BHOSLE PRIYANKA; SHINDE SURESH; GENERICS UK LTD
摘要:The present invention relates to novel processes for the preparation of enantiomerically enriched β-amino acid derivatives such as β-amino esters useful for the synthesis of enantiomerically enriched biologically active molecules such as sitagliptin. The key step involves the resolution of the racemate with mandelic acid.

专利号:US-10913747-B2
优先权日:2017-07-04
标题 :Efficient process for the preparation of sitagliptin through a very effective preparation of the intermediate 2,4,5-trifluorophenylacetic acid
发明人：DE LUCCHI OTTORINO; PADOVAN PIERLUIGI; BRASOLA ELENA
权利人:FIS FABBRICA ITALIANA SINTETICI SPA; F I S —FABBRICA ITALIANA SINTETICI S P A
摘要:Object of the present invention is an efficient process for the preparation of the active pharmaceutical ingredient Sitagliptine and the 2,4,5-trifluorophenylacetic acid (TFAA) and salt thereof, which is a key intermediate for the synthesis of Sitagliptine.

专利号:WO-2009064476-A1
优先权日:2007-11-13
标 题 :Preparation of sitagliptin intermediate
发明人：PERLMAN NURIT; ETINGER MARINA; NIDDAM-HILDESHEIM VALERIE; ABRAMOV MILI
权利人:TEVA PHARMA; TEVA PHARMA; PERLMAN NURIT; ETINGER MARINA; NIDDAM-HILDESHEIM VALERIE; ABRAMOV MILI
摘要:Intermediate compounds in the synthesis of Sitagliptin, 3-amino-4-(2,4,5- trifluorophenyl)but-2-enoic acid alkyl ester, and amino protected-3-amino-4-(2,4,5- trifluorophenyl)but-2-enoic acid alkyl ester, and the stereoselective reduction of these compound to give Synthon I, or the amino-protected Synthon I, are provided.

专利号:US-7468459-B2
优先权日:2003-03-19
标题:Process for the preparation of chiral beta amino acid derivatives by asymmetric hydrogenation
发明人：XIAO YI; ARMSTRONG III JOSEPH D; KRSKA SHANE W; NJOLITO EUGENIA; RIVERA NELO R; SUN YONGKUI; ROSNER THORSTEN
权利人:MERCK & CO INC
摘要:The present invention relates to a process for the efficient preparation of enantiomerically enriched beta amino acid derivatives which are useful in the asymmetric synthesis of biologically active molecules. The process comprises an enantioselective hydrogenation of a prochiral beta amino acrylic acid derivative substrate in the presence of a transition metal precursor complexed with a chiral ferrocenyl diphosphine ligand.