Day: March 18, 2021

Synthetic Route of 7343-33-1, 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. 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Example 5 Preparation of 3-bromo-1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazole A dry round bottom flask was charged with potassium phosphate (K3PO4, 7.74 g, 36.5 mmol), CuI (0.165 g, 0.868 mmol), and 3-bromo-1H-1,2,4-triazole (2.83 g, 19.10 mmol). The flask was evacuated/backfilled with N2 (3*). DMF (34.7 ml) was added, followed by trans-(1R,2R)-N,N’-bismethyl-1,2-cyclohexane diamine (0.274 ml, 1.736 mmol) and 1-iodo-4-(trifluoromethoxy)benzene (5 g, 17.36 mmol). The solution was heated to 110¡ã C. After 48 h, the reaction mixture was cooled to RT, diluted with EtOAc and filtered through Celite?. The filtrate was washed with water (100 mL) containing HCl (1 M, 10 mL). The organics were separated, and the aqueous phase was further extracted with EtOAc (3*). The organics were combined, dried, and concentrated in vacuo. Purification via flash column chromatography EtOAc/hexanes yielded the title compound as a tan solid (1.86 g, 34percent): 1H NMR (400 MHz, CDCl3) delta 8.44 (s, 1H), 7.70 (d, J=8.9 Hz, 2H), 7.38 (d, J=8.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta-58.04; EIMS m/z 307 ([M]+).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 5-Bromo-1H-1,2,4-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; GIAMPIETRO, Natalie C.; CREEMER, Lawrence C.; US2014/275503; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, 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. Recommanded Product: 16681-70-2

lH-l,2,3-triazole-4-carboxylic acid (9.8 mg, 87 muiotaetaomicron) and HATU (36.4 mg, 96 were combined in DMF (3.0 mL) and stirred at room temperature for 15 minutes. Compound 1 (40.3 mg, 87 muiotaetaomicron) and DIPEA (46 mu^, 261 muiotaetaomicron) were added and the resulting solution was stirred at room temperature for 15 minutes, after which time LCMS indicated desired product formation. The solvent was removed in vacuo and the crude residue was purified by reverse phase chromatography to yield Compound a (5.2 mg) as a TFA salt. MS m/z [M+H]+ calc’d for C28H3 found 558.

The synthetic route of 1H-[1,2,3]Triazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE BIOPHARMA R&D IP, LLC; FLEURY, Melissa; BEAUSOLIEL, Anne-Marie; HUGHES, Adam D.; LONG, Daniel D.; WILTON, Donna A.A.; WO2015/116786; (2015); 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.

3,5-Dibromo-1,2,4-triazole (1; 1.134 g, 5.0 mmol) and 4-chloro-2,6-bis(hydroxymethyl)phenol (2q; 472 mg, 2.5 mmol) were refluxed for5 h in DMF (10 mL). After completion of the reaction, the mixture wascooled and poured into H2O (30 mL). The precipitate formed was collectedby filtration, washed with H2O, dried, and recrystallized; yield:722 mg (55%); colorless crystals; mp 258-260 C (DMF).IR (KBr): 2924, 1601, 1555, 1520, 1470, 1431, 1292, 1261, 1180, 1150,1065, 987, 864 cm-1.1H NMR (400 MHz, DMSO-d6): delta = 7.58 (d, J = 2.3 Hz 1 H, Ar), 7.50 (d,J = 2.3 Hz, 1 H, Ar), 5.47 (s, 2 H, CH2), 5.29 (s, 2 H, CH2).13C NMR (100 MHz, DMSO-d6): delta = 153.2 (C), 145.0 (C), 140.3 (C),137.2 (C), 132.2 (C), 130.6 (CH), 129.2 (C), 128.4 (CH), 124.9 (C), 119.0(C), 48.0 (CH2), 46.1 (CH2).MS for 79Br, 35Cl (EI): m/z (%) = 522 (2, [M]+), 443 (2, [M – Br]+), 364 (1,[M – 2 Br]+), 298 (7, [M – C2Br2N3]+), 218 (5), 177 (5), 156 (21), 153(23, [C8H6ClO]+), 137 (20), 128 (30), 125 (58), 102 (73), 89 (100), 80(65).Anal. Calcd for C12H6Br3ClN6O: C, 27.43; H, 1.15; N, 16.00. Found: C,27.51; H, 1.09; N, 16.09.

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

Adding a certain compound to certain chemical reactions, such as: 1001401-62-2, name is 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, belongs to Triazoles compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1001401-62-2, Product Details of 1001401-62-2

N-(2-(( 4.6-dimethylpyrimidin-2-yl)( methyl)amino)ethyl)-N-ethyl-2-( 2H- 1.2.3 -triazol-2- vDbenzamide Step 1 : N-ethyl-N-(2-hvdroxyethyl)-2-(2H-1.2.3-triazol-2-yl)benzamide (A-2) A solution of 2-(2H- 1,2,3 -triazol-2-yl)benzoic acid (2.10 g, 11.2 mmol) in SOC12 (30 mL) was stirred at 80C for 2h. After cooled to RT, the mixture was concentrated in vacuo. To a solution of 2-(ethylamino)ethanol (997 mg, 11.2 mmol) and DIEA (4.30 g, 336. mmol) in DCM (15 mL) was added dropwise a solution of the above residue in DCM at OoC. The resulting mixture was stirred at RT for 3 h, then quenched with water (50 mL) and extracted with EtOAc (80 mL x 3). The organic layers were combined, dried over MgS04, filtered, and concentrated in vacuo. The residue was purified by silica chromatography (50% EtOAc in petroleum ether) to give the title compound. LRMS m/z (M+H) 261.3 found, 261.1 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(2H-1,2,3-Triazol-2-yl)benzoic acid, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 107534-96-3, 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. 107534-96-3, name is 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

To an aqueous solution (3 mL) containing K2[PtCl4] (0.30 g, 0.72 mmol), reagent L (0.22 g, 0.72 mmol) in acetone (7 mL) was added under stirring. After 48 h, the settled bulky light-yellow precipitate was filtered out, sequentially washed with water and hexane, and dried in air. The yield based on reagent L was 91%.

The synthetic route of 3-((1H-1,2,4-Triazol-1-yl)methyl)-1-(4-chlorophenyl)-4,4-dimethylpentan-3-ol has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khisamutdinov; Anpilogova; Shitikova; Murinov, Yu. I.; Russian Journal of Inorganic Chemistry; vol. 61; 12; (2016); p. 1530 – 1537; Zh. Neorg. Khim.; vol. 61; 12; (2016); p. 1591 – 1598,8;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 41253-21-8, 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. 41253-21-8, name is Sodium 1,2,4-triazol-1-ide, This compound has unique chemical properties. The synthetic route is as follows.

2-(1H-1,2,4-triazol-1-yl)benzonitrile: A suspension of 2-fluorobenzylnitrile (3.0 g, 25 mmol) and 1,2,4-triazole sodium complex (2.4 g, 27 mmol) were stirred in THF (7 mL) and DMF (14 mL) at 95 C. for 18 h. After cooling and concentrating, the product was crystallized from hot CH2Cl2/hexane (1:1) to give the title compound as a white solid (4.25 g, 100% yield). 1H-NMR (300 MHz, CDCl3) delta: 8.74 (1H, s), 8.16 (1H, s), 7.82 (1H, dd, J=4.9, 1.3 Hz), 7.77-7.25 (2H, m), 7.57-7.51 (1H, m). LCMS [M+H]+ calcd for C9H7N4: 171.06; found: 171.12.

The chemical industry reduces the impact on the environment during synthesis Sodium 1,2,4-triazol-1-ide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Naidu, B. Narasimhulu; US2005/256109; (2005); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 584-13-4, 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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

REFERENTIAL EXAMPLE 2 STR7 2.52 Grams of 4-amino-1,2,4-triazole was added little by little to a dimethylsulfoxide suspension of 1.2 g of sodium hydride at room temperature. After stirred for 3 hours at room temperature, 1.21 g of 4-fluorobenzonitrile was added thereto all at a time, and stirring was continued for further one hour. Water was added to the reaction solution, and the mixture was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed by distillation under reduced pressure. The crystals obtained were washed with ethyl acetate to give 1.09 g of 4-[(4-cyanophenyl)amino]-4H-1,2,4-triazole. Nuclear Magnetic Resonance Spectrum (DMSO-d6, TMS internal standard) delta: 6.57 (2H, d, J=9 Hz), 7.69 (2H, d, J=9 Hz), 8.83 (2H, s) Mass Spectrometry (m/z): 185 (M+)

The synthetic route of 4H-1,2,4-Triazol-4-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5674886; (1997); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 288-88-0, 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. 288-88-0, name is 1H-1,2,4-Triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

Into a clean 1000ml four-necked flask 200g of 2- (4-chlorophenethyl) -2-t-butyl ethylene oxide,200g triazole,90 g PEG-7000, 38 g KOH and 0.6 g 18-crown-6,To the dropping funnel, 400 g of 2- (4-chlorophenethyl) -2-t-butyl-oxirane were added dropwise.Turn on stirringWhen heated to 108 C,Begin with the dropwise addition of 2- (4-chlorophenethyl) -2-t-butyl-oxirane,Control the reaction flask temperature does not exceed 112 ,Dropping 2h, after the addition was completed,The reaction flask temperature was controlled at 108 ~ 112 ,Insulation 5h;Then warmed to 125 ~ 128 ,Insulation 8h, sample testing,Raw material peak is less than 0.5%4-H isomer 0.3%To the reaction flask was added enough water and methylcyclohexane,Wherein the mass ratio of water and methylcyclohexane is 1: 3.5;After stratification, the water cooled crystallization of PEG,Suction filtered solid PEG recovery applied;The organic layer was cooled to crystallize tebuconazole, filtered with suction,Filter cake was washed to pH 7 to 8,The filter cake was dried to give 772 g of 1H-tebuconazole.

The synthetic route of 1H-1,2,4-Triazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jiangsu Jianpai Agrochemical Co., Ltd.; Liu Zhiyong; Zhu Peng; Yao Xuelin; Li Ming; (9 pag.)CN107176929; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 40253-47-2, name is Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate, 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. Safety of Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate

To a mixture of ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate (200 mg, 1.29 mmol) in THE (5 mL) was added LiAIH4 (245 mg, 6.45 mmol) at 0C under N2. The mixture was stirred at 30C for 1 hour. The mixture was filtrated and washed with methanol, concentrated in vacuo to give(5-methyl-1H-1,2,4-triazol-3-yl)methanol (350 mg).

The synthetic route of Ethyl 5-methyl-1H-1,2,4-triazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (278 pag.)WO2019/115567; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 626248-56-4, name is 3-(2H-1,2,3-Triazol-2-yl)aniline, molecular formula is C8H8N4, 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. Formula: C8H8N4

The mixture of tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (A17) (51 mg, 0.13 mmol), 3-(2H-1,2,3-triazol-2-yl)aniline (43 mg, 0.26 mmol), fine powder Cs2C03 (130 mg, 0.40 mmol), Q-Phos (21 mg, 0.03 mmol) and Pd(dba)2 (18 mg, 0.03 mmol) in 15 mL toluene was degassed using argon stream and stirred at 105C under argon atmosphere for overnight. It was diluted with 100 mL EtOAc, filtered through celite, concentrated in vacuo and subjected to flash column to isolate tert-butyl (1S,2S)- 2-(4-(3 -(2H-1,2,3 -triazol-2-yl)phenylamino)-5 -cyanopyrimidin-2-ylamino)-3,3 – difluorocyclohexylcarbamate.lt was treated with 5 mL TFA and 1 mL concentrate H2SO4 at 80C for 45 m. It was cooled to RT. To it was added 5 mL water. The mixture was stirred, cooled, filtered and subjected to reverse phase preparative HPLC to isolate the title compound. MS found for C19H21F2N90 as (M+H)+ 430.4. UV: lambda=249 nm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 626248-56-4, its application will become more common.

Reference:
Patent; PORTOLA PHARMACEUTICALS, INC.; JIA, Zhaozhong J.; KANE, Brian; XU, Qing; BAUER, Shawn M.; SONG, Yonghong; PANDEY, Anjali; DICK, Ryan; WO2013/78468; (2013); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics