Tag: M.W:200-300

Synthetic Route of 1533519-84-4,Some common heterocyclic compound, 1533519-84-4, name is 4-(4-Cyclopropylnaphthalen-1-yl)-1H-1,2,4-triazole-5(4H)-thione, molecular formula is C15H13N3S, 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.

The reaction flask was added to 250mL of 4- (4-cyclopropyl-naphthalen-1-yl) -4H-1,2,4- triazole-3-thiol (compound A, 5g,0.018mol), potassium carbonate (3.74g, 0.027mol, 1.5eq), DMF (50ml). Stirring solution of ethyl bromoacetate (3.3g,0.022mol, 1.2eq). Dropping was completed, the reaction was stirred room temperature for 1.5h. Sample testing of raw materials after completion of the reaction, to the reaction mixture was stirred atWas added dropwise in ice water 100ml, white solid was precipitated. Stirring 30min, filtration, washing with water. After drying the filter cake with acetic acidRecrystallized from ethyl to give a white solid 4g, i.e. intermediates B.

The synthetic route of 1533519-84-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jingxin Pharmaceutical Co., Ltd.; Huang, yue; Xu, hui; Zhangyu, bin; Zheng, fei; (19 pag.)CN105399694; (2016); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 74733-90-7, name is 2-(4-Bromophenyl)-2H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-(4-Bromophenyl)-2H-1,2,3-triazole

Step 3: 6-(4-(2H-1,2,3-triazol-2-yl)phenyl)-N-(1-((1-cyanocyclopropyl)carbamoyl)-4,4-difluorocyclohexyl)benzofuran-2-carboxamide To a 50 mL two-neck flask were added 2-(4-bromophenyl)-2H-1,2,3-triazole (42 mg, 0.18 mmol), N-(1-((1-cyanocyclopropyl)carbamoyl)-4,4-difluorocyclohexyl)-6-(4,4,5,5 -tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuran-2-carboxamide (80 mg, 0.15 mmol), toluene (6 mL) and ethanol (2 mL). Then Pd(Ph3P)4 (156 mg, 0.14 mmol) and potassium carbonate (43.5 mg, 0.31 mmol) were added. The resulting mixture was stirred at 90C for 3 h. After the reaction was completed, the mixture was cooled to rt, and poured into water (20 mL). The mixture was stirred vigously, then extracted with ethyl acetate (20 mL*3). The combined organic layers were dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by silica-gel column chromatography (EtOAc:DCM=1:20, V/V) to give a white solid (45 mg, 54.43%). MS(ESI, pos.ion)m/z:531.4 (M+1); 1H NMR (400 MHz, DMSO-d6) delta 8.78 (s, 1H), 8.52 (s, 1H), 8.20-8.12 (m, 3H), 8.06 (s, 1H), 8.00 (d, J = 8.6 Hz, 2H), 7.92 (d, J = 8.2 Hz, 1H), 7.76 (d, J = 7.8 Hz, 2H), 2.22 (s, 3H), 2.02 (d, J = 25.0 Hz, 6H), 1.08 (s, 3H), 0.86 (s, 2H).

According to the analysis of related databases, 74733-90-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; WANG, Xiaojun; ZHOU, Pingjian; YANG, Chuanwen; HUANG, Changwei; XIONG, Shaohui; ZHANG, Yingjun; ZHANG, Jiancun; (139 pag.)EP3342765; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, A common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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.

A mixture of 3,5-dibromo-1H-1,2,4-triazole (15.5 g, 0.068 mol) andNaHCO3 (6.8 g, 0.082 mol) in DMF (150 mL) was slowly treatedwith 1,2-dibromoethane (26.0 g, 0.137 mol). The mixture was stirredfor overnight at 55 C. Then, the reaction was quenched with water(20 mL) and extracted by EtOAc (60 mL × 2). The organic layer waswashed with brine (40 mL × 2), dried over Na2SO4 and concentrated invacuo. The residue was purified by silica gel column chromatographyto provide compound 20 as: White solid; m.p. 47-48 C; yield 15.5 g(68%); 1H NMR (400 MHz, CDCl3): delta 4.52 (t, J = 6.3 Hz, 2H), 3.72(t, J = 6.3 Hz, 2H); 13C NMR (125 MHz, CDCl3): delta 142.03, 131.66,51.96, 29.10; MS (EI) m/z: 331 (M+). HRMS (EI) m/z calcd forC4H4Br3N3(M+): 330.7955; found: 330.7960.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Zheng, Yazhou; Qian, Anran; Ling, Chenyu; Cao, Xufeng; Cui, Yongmei; Yang, Yushe; Journal of Chemical Research; vol. 41; 4; (2017); p. 241 – 245;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 3,5-Dibromo-1H-1,2,4-triazole

2-(2-bromoethoxy)tetrahydro-2H-pyran (10.0 g, 7.23 ml, 47.8 mmol, Eq: 1.00) and DIPEA (6.18 g, 8.35 ml, 47.8 mmol, Eq: 1.00) were added to a suspension of 3,5-dibromo-lH- l,2,4-triazole (10.9 g, 47.8 mmol, Eq: 1.00) in MeCN (90 ml) and then stirred at 90 C for 20 hr. The reaction mixture was cooled to RT, and concentrated in vacuo. The residue was purified by flash column chromatography over silica gel (eluent: EtOAc/ heptane from 10/90 to 60/40) to yield 3, 5-dibromo-l-(2-tetrahydropyran-2-yloxyethyl)-l, 2, 4-triazole (12.08 g, 33.7 mmol, 70% yield) as a light yellow oil. MS (ES+) m/z 356.0 [(M+H)+],

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; RATNI, Hasane; CARTER, Jennifer Louise; (54 pag.)WO2020/48904; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7411-23-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 7411-23-6 as follows.

General procedure: 3,5-Dibromo-1,2,4-triazole (1; 658 mg, 2.9 mmol) or 3-chloro-1,2,4-triazole (300 mg, 2.9 mmol), o-quinone methide precursor 2 (2.9mmol), and K2CO3 (1.2 g, 8.7 mmol) were refluxed for 4 h in DMF (10mL). After completion of the reaction, the mixture was cooled, andpoured into H2O (30 mL). The precipitate formed was collected by filtration,washed with H2O, dried, and recrystallized.

According to the analysis of related databases, 7411-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Osipov, Dmitry V.; Osyanin, Vitaly A.; Voskressensky, Leonid G.; Klimochkin, Yuri N.; Synthesis; vol. 49; 10; (2017); p. 2286 – 2296;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 1186050-58-7, A common heterocyclic compound, 1186050-58-7, name is 2-Fluoro-6-(2H-1,2,3-triazol-2-yl)benzoic acid, molecular formula is C9H6FN3O2, 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.

Compound 9-2 (120 mg, 0.32 mmol), compound 9-3 (77 mg, 0.38 mmol), HATU (182 mg, 0.48 mmol) and DIEA (124mg, 0.96 mmol) were dissolved in 5 mL of DMF, and the mixture was stirred under room temperature for 3 hours. The reaction mixture was poured into aqueous saline and extracted with ethyl acetate (10 mL x 3). The organic phase was combined and washed with water (10 mL x 2) and saturated NaCl solution (10 mL x 2), dried with anhydrous Na2SO4, filtered, and concentrated to obtain a crude product. The crude product was purified with preparative HPLC to give product 9-4 (22 mg, white solid, yield: 21 %). 1H NMR (400 MHz, MeOD) delta= 8.20-7.98 (m, 3H), 7.85-7.72 (m, 1H), 7.71-7.50 (m, 2H), 7.48-7.17 (m, 1H), 7.03-6.75 (m, 1H), 4.87-4.66 (m, 1H), 4.54-4.36 (m, 1H), 4.31-4.05 (m, 1H), 3.86-3.55 (m, 1H), 2.14 (br. s., 1H), 2.08-1.95 (m, 1H), 1.88 (td, J=7.2, 19.8 Hz, 2H), 1.77 (dd, J=11.3, 18.1 Hz, 2H), 1.68-1.54 (m, 1H), 1.53-1.32 (m, 2H)

The synthetic route of 1186050-58-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co. Ltd.; Yangtze River Pharmaceutical Group Co., Ltd.; HE, Haiying; WU, Songliang; ZHANG, Yang; MA, Biao; CHEN, Yuan; WANG, Yuhe; CHEN, Shuhui; LV, Qiang; LAN, Jiong; LIU, Xing; (54 pag.)EP3115362; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 7411-23-6

a) 3 ,5-Dibromo- 1 -(4-methoxy-benzyl)- 1 H-[ 1 ,2,4]triazole 3,5-dibromo-lH-l,2,4-triazole (1.5 g, 6.61 mmol, Eq: 1.00), potassium iodide (110 mg, 661 muiotaetaomicron, Eq: 0.10), 4-methoxybenzyl chloride (1.14 g, 990 mu, 7.27 mmol, Eq: 1.1) and N,N- diisopropylethylamine (1.71 g, 2.31 ml, 13.2 mmol, Eq: 2.0) was stirred in acetonitrile (23.0 ml) overnight at roomtemperature. The crude material was applied on silica gel and purified by column chromatography using heptane / ethyl acetate gradient as eluent to afford 3,5-dibromo-l- (4-methoxy-benzyl)-lH-[l,2,4]triazole (1.79 g / 78.0%) as a white solid. MS: m/e= 345/6/8/50/51 (M+H+), mp: 75.7C

The synthetic route of 7411-23-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KUHN, Bernd; LERNER, Christian; RUDOLPH, Markus; SCHAFFHAUSER, Herve; WO2013/178572; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 3,5-Dibromo-1-methyl-1H-1,2,4-triazole

Intermediate 8 3-Bromo-l-methyl-5-(2-phenylazetidin iazole 3,5-Dibromo-l-methyl-lH-l,2,4-triazole (200 mg, 0.83 mmol) and 2-phenylazetidine (177 mg, 1.33 mmol) were dissolved in DMF (5 mL). Potassium carbonate (344 mg, 2.49 mmol) was added. The mixture was heated at 170C for 2 hour in a microwave reactor. The mixture was cooled to rt, diluted with water and extracted with diisopropyl ether. The organic layer was washed with brine and dried over sodium sulfate. The solvents were removed to give the title compound as a liquid (225 mg, 92%). MS (ESI+) m/z 294 [M+H]+. XH NMR (400 MHz, CDCI3) delta ppm 2.37 – 2.49 (m, 1 H) 2.71 – 2.82 (m, H) 3.39 (s, 3 H) 4.11 – 4.19 (m, 2 H) 5.38 (t, 1 H) 7.28 – 7.48 (m, 6 H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; NORDVALL, Gunnar; MACSARI, Istvan; MALMBORG, Jonas; WO2014/195321; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 118863-62-0,Some common heterocyclic compound, 118863-62-0, name is 3-(4-Bromophenyl)-1H-[1,2,4]triazole, molecular formula is C8H6BrN3, 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.

A solution of 3-(4-bromophenyl)-lH-l,2,4-triazole (10.9 g, 48.5 mmol), l-iodo-4-(trifluoromethoxy)benzene (13.2 g, 45.8 mmol), copper(I) iodide (2.38 g, 12.5 mmol), and cesium carbonate (30.3 g, 93.0 mmol) in dimethylsulfoxide (85 mL) was degassed with nitrogen for 5 minutes. The mixture was heated at 100 C for 60 hours. After cooling, ethyl acetate (200 mL) was added and the mixture was filtered through Celite. The filtrate was added to a solution of saturated ammonium chloride (200 mL) and stirred for one and a half hours. The layers were separated and the aqueous layer was extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were dried over anhydrous magnesium sulfate, filtered, and adsorbed onto Celite. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title molecule as an off-white solid (9.65 g, 52%) : mp 109-112 C; XH NMR (400 MHz, CDCI3) delta 8.56 (s, 1H), 8.10-8.03 (m, 2H), 7.83-7.75 (m, 2H), 7.64-7.57 (m, 2H), 7.42-7.35 (m, 2H); ESIMS m/z 384 ([M + H]+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-(4-Bromophenyl)-1H-[1,2,4]triazole, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; BAUM, Erich W.; FISCHER, Lindsey G.; GOLDSMITH, Miriam E.; CROUSE, Gary D.; RENGA, James M.; SPARKS, Thomas C.; (234 pag.)WO2016/99929; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 7411-23-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows.

Triethylamine (2.0 mL, 14.5 mmol) was slowly added to a solution of 3,5-dibromo-1H-1,2,4-triazole (1.1 g, 4.83 mmol), 2-[tert- butoxycarbonyl(methyl)amino]ethyl methanesulfonate (1467 mg, 5.8 mmol) in DMF (22 mL). The reaction mixture was them stirred at 65 oC for 18 h. The reaction mixture was quenched with NH4Cl (sat. aq.) and extracted with DCM. The combined organic fractions were dried with a phase separator and reduced in vacuo. The residue was dissolved in DCM and reduced onto silica. Purification by silica column chromatography eluting with 0-5% MeOH inDCM afforded 2-(3,5-dibromo-1,2,4-triazol-1-yl)-N-methyl-ethanamine (644 mg, 2.27 mmol, 47% yield) as an orange liquid. UPLC-MS (ES+, Method A): 1.70 min, m/z 283.9 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 3,5-Dibromo-1H-1,2,4-triazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; REDX PHARMA PLC; JONES, Clifford, D.; BUNYARD, Peter; PITT, Gary; BYRNE, Liam; PESNOT, Thomas; GUISOT, Nicolas, E.S.; (318 pag.)WO2019/145729; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics