Day: March 2, 2021

Adding a certain compound to certain chemical reactions, such as: 885877-41-8, name is 4-Bromo-1,5-dimethyl-1H-1,2,3-triazole, 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 885877-41-8, HPLC of Formula: C4H6BrN3

A mixture of tert-butyl 4-({[2-amino-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-55) (500 mg, 1 .15 mmol), 4-bromo-1 ,5-dimethyl-1 /-/-1 ,2,3-triazole (203 mg, 1 .15 mmol), Cs2C03 (2 M in water, 1 .15 mL, 2.31 mmol) in toluene (1 mL) and EtOH (3mL) was added Pd(PPh3)4 (20.3 mg, 0.1 15mmol). The mixture was thoroughly degassed before heating under nitrogen at 90 C for 14 hr. The mixture was concentrated under vacuum to dryness, and the residue purified by silica gel chromatography (petroleum ether/ EtOAc = 1 /1 to 0/1) to give the te/ -butyl 4-({[2-amino-5-(1 ,5-dimethyl-1 H-1 ,2,3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-58) (300 mg, 86%) as a yellow solid, which was use in next step without further purification.

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, 4-Bromo-1,5-dimethyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; JOHNSON, Ted William; RICHARDSON, Paul Francis; COLLINS, Michael Raymond; RICHTER, Daniel Tyler; BURKE, Benjamin Joseph; GAJIWALA, Ketan; NINKOVIC, Sacha; LINTON, Maria Angelica; LE, Phuong Thi Quy; HOFFMAN, Jacqui Elizabeth; (335 pag.)WO2016/97918; (2016); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 16681-65-5, A common heterocyclic compound, 16681-65-5, name is 1-Methyl-1H-1,2,3-triazole, molecular formula is C3H5N3, 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 50 mL flask containing 1-methyl-1H-1,2,3-triazole (0.47 g, 5.71 mmol) in dry THF (3 mL) was cooled to -43 C. (CH3CN-CO2 bath). n-Butyllithium (2.5 M in THF, 2.43 mL, 6.08 mmol) was then added dropwise resulting in a light blue suspension. The suspension was stirred at -40 C. for 40 minutes, and then a homogeneous solution of 6-(trifluoromethyl)nicotinaldehyde (1 g, 5.71 mmol) in THF (7 mL) was introduced at -40 C. The resulting homogeneous colorless solution was allowed to warm gradually to room temperature, and after 30 minutes, LC/MS showed that the reaction was complete. The mixture was quenched with water and aqueous NH4Cl and extracted with EtOAc (2*). The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated to provide the title compound as a semi-solid which was carried on to the next step without further purification.

The synthetic route of 16681-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; Leonard, Kristi A.; Barbay, Kent; Edwards, James P.; Kreutter, Kevin D.; Kummer, David A.; Maharoof, Umar; Nishimura, Rachel; Urbanski, Maud; Venkatesan, Hariharan; Wang, Aihua; Wolin, Ronald L.; Woods, Craig R.; Fourie, Anne; Xue, Xiaohua; Cummings, Maxwell D.; Jones, William Moore; Goldberg, Steven; US2015/105366; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 7343-33-1, These common heterocyclic compound, 7343-33-1, name is 5-Bromo-1H-1,2,4-triazole, 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 a suspension of 3-bromo-1H-1,2,4-triazole (0.500 g, 3.38 mmol) and cesium carbonate (1.10 g, 3.38 mmol) in acetonitrile (6.8 mL) was added 1-(2-bromoethyl)-4- (trifluoromethoxy)benzene (0.909 g, 3.38 mmol). The reaction mixture was stirred at room temperature for 3 days. The solution was diluted with dichloromethane andwashed with water. The organic extracts were washed with brine, dried, filtered, and concentrated. Purification by flash column chromatography using 0-100percent ethyl acetate/hexanes as eluent provided the title compound as a colorless oil (0.410 g, 36percent): 1H NMR (400 MHz, CDCI3) O 7.66 (s, 1H), 7.15 (dq, J = 7.7, 1.0 Hz, 2H), 7.12 -7.04 (m, 2H), 4.39 – 4.28 (m, 2H), 3.19 (t, J = 7.0 Hz, 2H); 19 NMR (376 MHz, CDCI3)O -57.93; ESIMS m/z 337 ([M+H]).

The synthetic route of 7343-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; (131 pag.)WO2017/40060; (2017); A1;,
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. 103755-58-4, name is (1-Phenyl-1H-1,2,3-triazol-4-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., category: Triazoles

Methanesulfonyl chloride (0.30 g, 2.6 mmol) was added at 0 C to a solution of (1-phenyl-1H-1,2,3-triazol-4-yl)methanol (0.16 g, 0.87 mmol) and trimethylamine (0.38 mL, 2.6 mmol) in dichloromethane (10 mL). The mixture was stirred at 0 C for 45 min. The mixture was washed with water (20 mL). The organic layer was dried over with MgSO4, evaporated and purified by column chromatography (ethyl acetate/hexane, 1:1.2) on silica gel to yield compound 3 (0.15 g, 70%) as a white solid; m.p. 110-112 C. 1H NMR (300 MHz, CDCl3): delta = 8.15 (s, 1 H), 7.76-7.72 (m, 2 H), 7.58-7.45 (m, 3 H), 5.47 (s, 2 H), 3.09 (s, 3 H). 13C NMR (75 MHz, CDCl3): delta = 141.9, 136.8, 130.0, 129.4, 122.7, 120.8, 62.4, 38.5. HRMS (ESI): calcd. for C10H12N3O3S [M + H]+ 254.0599; found 254.0599.

According to the analysis of related databases, 103755-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kwon, Young-Do; Son, Jeongmin; Yun, Mijin; Chun, Joong-Hyun; Tetrahedron Letters; vol. 59; 29; (2018); p. 2848 – 2852;,
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. 1455-77-2, name is 3,5-Diamino-1,2,4-triazole, This compound has unique chemical properties. The synthetic route is as follows., Formula: C2H5N5

A suspension of 1H-1,2,4-triazole-3,5-diamine (1.98 g, 20 mmol) in EtOH (80 mL) was treated with 1-phenyl-1H-pyrazole-4-carbaldehyde-hydrate (3.52 g, 20 mmol) and the resulting mixture heated at reflux for 3 h. The mixture was cooled to rt and NaBH4 (832 mg, 22.0 mmol) was added portion-wise. The reaction mixture reheated to 40 ¡ãC for 15 minutes. The solvent of the mixture was then evaporated to ~ half volume, the solids filtered, and the collected precipitate was air dried to afford the title compound as a colorless solid (2.45 g, 48percent). 1H NMR (400MHz, DMSO-d6) delta = 10.78 (br s, 1H), 8.33 (s, 1H), 7.77 (d, J = 1.2 Hz, 1H), 7.76 – 7.74 (m, 1H), 7.67 (s, 1H), 7.47 (dd, J = 7.6, 8.4 Hz, 2H), 7.31 – 7.24 (m, 1H), 5.82 (br s, 1H), 5.34 (br s, 2H), 4.14 (d, J = 6.3 Hz, 2H); [M+H] = 256.22.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1455-77-2.

Reference:
Patent; DART NEUROSCIENCE, LLC; ALLAN, Amy, Lynn; BREITENBUCHER, James; GOMEZ, Laurent; KEENAN, Terence, Patrick; LEMUS, Robert; LY, Kiev; MARRONE, Tami, Jo; (119 pag.)WO2016/73424; (2016); 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. 3641-08-5, name is 2H-1,2,4-Triazole-3-carboxamide belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 2H-1,2,4-Triazole-3-carboxamide

General procedure: Ribavirin biosynthesis was assayed using 5 ¡Á 109 colony-forming units (CFU) in 1 mL sodium phosphate buffer (30 mM, pH7.0) containing equimolar concentrations of uridine (Urd) and TCA(2.5 mM). Reactions were performed at 60C and 200 rpm in aperiod of 16 h.

The synthetic route of 3641-08-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; De Benedetti, Eliana C.; Rivero, Cintia W.; Trelles, Jorge A.; Journal of Molecular Catalysis B: Enzymatic; vol. 121; (2015); p. 90 – 95;,
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. 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 25537-64-8

Intermediate 14e (0554) 4,5-Dibromo-2-methyl-2H-l,2,3-triazole Batch 1 : To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 490.00 g, 2.16 mol) in DMF (3.2 L) was added potassium carbonate (358.23 g, 2.59 mol). The mixture was cooled to -10C under a nitrogen atmosphere and iodomethane (147.91 mL, 2.38 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batch 2: To a solution of 4,5-dibromo-lH-triazole (Intermediate 14f; 400 g, 1.76 mol, 1.00 eq) in DMF (2.8 L) was added potassium carbonate (291.9 g, 2.11 mol). The mixture was cooled to – 10C under a nitrogen atmosphere and iodomethane (131.48 mL, 2.11 mol) was added dropwise. The reaction was then stirred at 25C for 16 hours. Batches 1 and 2 were then combined and the reaction was quenched by the addition of water (4.2 L) and the aqueous phase extracted with MTBE (7 L x 3). The organic extract was concentrated under vacuum to approximately 700 mL and isopropanol (2 L) was added dropwise. This mixture was then stirred at 25 C for 2 hours and the resulting precipitate filtered and dried under vacuum to afford undesired 4,5-dibromo-l-methyltriazole (220 g, 23.5%) as a solid which showed the following NMR spectral data: FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.09 (s, 3H). 13CNMR (400MHz, CDCb) delta 123.03, 113.09, 37.00. The filtrate was concentrated under vacuum to afford an oil, isopropanol (1 L) was added and resulting solution was warmed to 50 C and then water (3 L) was added dropwise. The mixture was cooled to 25C and stirred for 5 hours and the resulting precipitate was collected by filtration, washed with water (300 mL x 2) and, dried under vacuum at 50C for 16 hours to afford 4,5-dibromo-2- methyl-2H-l,2,3-triazole (Intermediate 14e; 570 g, 60.8% yield) as a solid. FontWeight=”Bold” FontSize=”10″ H NMR (400MHz, CDCb) delta 4.18 (s, 3H). 13C NMR (400MHz, CDCb) delta 124.25, 43.07.

The synthetic route of 25537-64-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 4320-91-6, These common heterocyclic compound, 4320-91-6, name is 2H-1,2,3-Triazole-2-acetic 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.

Preparation 20: N-(4-Chlorophenyl)-2-(2H-1,2,3-triazol-2-yl)acetamide. A mixture of the product of preparation 19 (5.2 g, 41 mmol), 4-chIoroaniline (5.2 g, 41 mmol), 4- methylmorpholine (12.4 g, 123 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (8.65 g, 45 mmol) and 1-hydroxybenzotriazole hydrate (6.08 g, 45 mmol) in dichloromethane (200 ml) was stirred at room temperature for 18 hours. It was then diluted with dichloromethane (150 ml) and washed with brine (2 x 100 ml). The organic layer was concentrated in vacuo affording a brown solid. This solid was washed with isopropyl alcohol (50 ml) to afford a first crop of title compound as a white solid. The aqueous brine washing was then re-extracted with dichloromethane (2 x 100 ml) and the organic solution was concentrated in vacuo to afford further title compound, providing a total of yield 65%, 6.25 g. 1HNMR(400MHz, CDCI3) delta: 5.24(s, 2H), 7.22(d, 2H), 7.40(d, 2H), 7.78(s, 2H) 8.05(bs, 1H); LRMS APCI m/z 259 [M+Na]+.

The synthetic route of 4320-91-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; WO2006/123242; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 16681-70-2, 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 16681-70-2 as follows.

Example 41 (S)-N-(2-(2-cyanopyrrolidine-1-yl)-2-oxoethyl)-1H-1,2,3-triazole-5-carboxamide 1H-1,2,3-triazole-4-carboxylic acid (0.092 g, 0.814 mmol) was dispersed in dry dioxane (3 mL) in a round bottom flask with nitrogen. To this 1-chloro-N,N,2-trimethylprop-1-en-1-amine (0.151 ml, 1.139 mmol) was added and the reaction was stirred for 30 minutes at room temperature. The starting material dissolves over time. Then (S)-1-(2-aminoacetyl)pyrrolidine-2-carbonitrile hydrochloride (0.247 g, 1.302 mmol) with N-ethyl-N-isopropylpropan-2-amine (0.307 ml, 1.709 mmol) was added and the mixture was stirred for 2 h, evaporated to dryness and redissolved in ethyl acetate. Followed by washing with 0.1N citric acid and saturated sodium bicarbonate and brine. After drying over sodium sulfate, filtration and evaporation, the product was purified using column chromatography. Yield: 34 mg, 40% 1H NMR (400 MHz, DMSO) (9/1 mixture of trans/cis amide rotamers) delta 15.53 (s, 1H), 8.58-8.44 (s, 1H), 8.39 (s, 1H), 5.28-5.22 (m, 0.1H), 4.77 (dd, J=3.76, 7.32 Hz, 1H), 4.30 (dd, J=5.61, 16.77 Hz, 0.2H), 4.10 (d, J=5.76 Hz, 2H), 3.68 (ddd, J=4.04, 7.68, 9.39 Hz, 1H), 3.50 (td, J=6.84, 9.09 Hz, 1H), 2.31-1.88 (m, 4H). UPLC I (ESI) Rt 0.72 min, m/z 249.6 [M+H]+ (96%); LC-MS (I-B) Rt 4.0 min, m/z 249.0 [M+H]+ (96%)

According to the analysis of related databases, 16681-70-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fox Chase Cancer Center; Jansen, Koen; De Meester, Ingrid; Heirbaut, Leen; Cheng, Jonathan D.; Joossens, Jurgen; Augustyns, Koen; Van Der Veken, Pieter; US2014/357650; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 89292-91-1, A common heterocyclic compound, 89292-91-1, name is 5-(4-Methylpiperazin-1-yl)-1H-1,2,4-triazol-3-amine, molecular formula is C7H14N6, 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.

EXAMPLE 16 2-(4-Methylpiperazino)-5,7,8,9-tetrahydrothiopyrano[3,2-d]-1,2,4-triazolo[1,5-a]pyrimidine-5(10H)-one 16.7 g (0.1 mole) of 5-amino-3-(4-methylpiperazino)-1H-1,2,4-triazole are dissolved in 15 ml of acetic acid, then 18.8 g (0.1 mole) of ethyl 3-oxo-3,4,5,6-tetrahydro-2H-thiopyrane-2-carboxylate are added. The reaction mixture is boiled for 90 minutes. After cooling it is diluted with 200 ml of ethyl acetate. The precipitated product is filtered off and washed with ethyl acetate.

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; Reiter nee Esses; Klara; Reiter; Jozsef; Budai; Zoltan; Rivo; Endre; Trinka; Peter; Petocz; Lujza; Gigler; Gabor; Gyertyan; Istvan; Gacsalyi; Istvan; US5064826; (1991); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics