Category: 13273-53-5

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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H4BrN3

Compound 58-4 (50 mg, 0.13 mmol, 1.0 eq), compound 58-4A (21 mg, 0.13 mmol, 1.0 eq), Pd(dppf)Cl2 (4.6 mg, 6.3 umol, 0.05 eq) and Na2C03 (27 mg, 0.26 mmol, 2.0 eq) in Dioxane (2 mL) and H20 (0.2 mL) was de-gassed and then stirred at 100 C for 16 hours under N2. The mixture was diluted with water (10 mL) and the resultant mixture was extracted with EA (25 mL * 3). The combined organic layers were dried over Na2SC>4, filtered and concentrated to dryness under reduced pressure. The residue was purified by preparative high performance liquid chromatography. The pure fractions were collected and the volatiles were removed under vacuum. The residue was re-suspended in water (5 mL) and the resulting mixture was lyophilized to dryness to remove the solvent residue completely. (0896) Compound 58 (2.13 mg, 4.8% yield) was obtained. LCMS (ESI): RT = 0.740 min, mass calcd. for C16H23N5O2S 349.45, m/z found 350.0 [M+H]+, 1HNMR (400MHz, CDCl3-

According to the analysis of related databases, 13273-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIVACE THERAPEUTICS, INC.; KONRADI, Andrei W.; LIN, Tracy Tzu-Ling Tang; (294 pag.)WO2019/40380; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 13273-53-5, The chemical industry reduces the impact on the environment during synthesis 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, I believe this compound will play a more active role in future production and life.

To a mixture of 2-morpholino-N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-3-yl)acetamide (LXV) (675.4 mg, 1.7 mmol), 4-bromo-1-methyl-1H-1,2,3-triazole (LXVI) (0.55 g, 3.4 mmol) and SPhos Pd G4 (135 mg, 0.17 mmol) in dioxane (10 mL) was added 2 N aqueous K3PO4 (1.7 mL, 3.4 mmol). N2 gas was bubbled into the mixture for 10 min and then heated to 90 C. for 24 h. The reaction mixture was partitioned between EtOAc and aqueous saturated NaHCO3. Insoluble solids were removed by filtration and the organic layer separated and washed with water and brine. The organic layer was separated, dried (MgSO4) and concentration to dryness under vacuum. The crude was then combined with the insoluble solid, dissolved in a mixture of chloroform/MeOH, absorbed on silica gel and was purified by column chromatography (0%?70% CHCl3/10% 7N NH3 MeOH in CHCl3) to give N-(6-(1-Methyl-1H-1,2,3-triazol-4-yl)isoquinolin-3-yl)-2-morpholinoacetamide 11 as a brown solid (170.0 mg, 0.482 mmol, 28.4% yield). 1H NMR (499 MHz, DMSO-d6) delta ppm 2.55-2.61 (4H, m), 3.25 (2H, s), 3.63-3.69 (4H, m), 4.14 (3H, s), 8.04 (1H, dd, J=8.51, 1.65 Hz), 8.13 (1H, d, J=8.78 Hz), 8.33 (1H, s), 8.50 (1H, s), 8.74 (1H, s), 9.13 (1H, s), 10.07 (1H, s); ESIMS found for C18H20N6O2 m/z 353.2 (M+1).

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-methyl-1H-1,2,3-triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Mittapalli, Gopi Kumar; Chiruta, Chandramouli; Hofilena, Brian Joseph; Mak, Chi Ching; Eastman, Brian Walter; Bollu, Venkataiah; (158 pag.)US2019/119263; (2019); 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, A new synthetic method of this compound is introduced below., Recommanded Product: 13273-53-5

Butyllithium (2.5 M in hexanes) (1.84 mL, 4.59 mmol) was added dropwise to a solution of 4-bromo-1 -methyl-1 H-1 ,2,3-triazole (0.68 g, 4.17 mmol) in toluene (20 mL) at -78 C. The resulting reaction mixture was allowed to warm to 0 C. After stirring for 15 min chlorodiphenylphosphine (0.85 mL, 4.59 mmol) was added dropwise and the reaction mixture allowed to warm to room temperature. After stirring for 1 h the reaction mixture was diluted with EtOAc (10 mL) and washed with H2O (2 x 10 mL) followed by brine (10 mL). The resulting organics were dried over MgS04 and solvent removed under vacuo. The resulting residue was purified by silica column chromatography eluting with 0-40% EtOAc in hexanes to give 4-(diphenylphosphoryl)-1 -methyl-1 H-1 ,2,3-triazole (280 mg,19% yield) as a colourless oil, which solidified on standing and was used in the next step without any further purification. LC-MS (Method B) 268 [M+H]+; RT 1.44 min

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; RISING TIDE FOUNDATION; STEVENSON, Brett; RATCLIFFE, Andrew; (0 pag.)WO2019/234228; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13273-53-5, These common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-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.

A) [4-(l-methyl-lH-l,2,3-triazol-4-yl)phenyl]methanol A mixture of [ 4- (hydroxymethyl ) henyl] boronic acid (7.10 g) , 4-bromo-l-methyl-lH-l, 2-3-triazole (5.00 g) , sodium carbonate (6.59 g) and tetrakis (triphenylphosphine)palladium(O) (3.59 g) in a mixed solvent of water (30.0 mL) -1, 4-dioxane (100 mL) was heated with reflux for 16 hr under nitrogen atmosphere. The reaction mixture was allowed to be cooled to room temperature, the organic layer was concentrated under reduced pressure, and the residue was extracted with dichloromethane (x 3) . The combined extracts were dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to give the title compound (3.40 g) . MS: [M+H]+ 189.9.

The synthetic route of 13273-53-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMADA, Masami; SUZUKI, Shinkichi; SUGIMOTO, Takahiro; NAKAMURA, Minoru; SAKAMOTO, Hiroki; KAMATA, Makoto; WO2015/163485; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 13273-53-5, These common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-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.

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) (580 mg, 1 .34 mmol), 4-bromo-1 -methyl-1 /-/-1 ,2,3-triazole (260 mg, 1 .61 mmol), Cs2C03 (2 N, 1 .34 mL, 2.68 mmol) in toluene (2 mL) and EtOH (6 mL) was added Pd(PPh3)4 (30.9 mg, 0.0268 mmol). The mixture was thoroughly degassed before heating under nitrogen at 80 C for 18 hr. TLC (EtOAc) indicated the reaction was completed. 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 tert-butyl 4-({[2-amino-5-(1 -methyl-1 /-/-1 ,2, 3-triazol-4-yl)pyridin-3-yl]oxy}methyl)piperidine-1 -carboxylate (I-60) (503 mg, 97%) as a white solid.

The synthetic route of 13273-53-5 has been constantly updated, and we look forward to future research findings.

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

13273-53-5, 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. 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

In a microwave tube to a mixture of 3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one (100 mg, 395 imol, Eq: 1.00, cf. Example 70 step c) and 4-bromo-1-methyl-1H-1,2,3-triazole (76.7 mg, 474 imol, Eq: 1.2) was added acetonitrile (3 ml). The solvent was degassed by bubbling nitrogen through the suspension for 10 minutes. Then was added at 22 C N,N?5 dimethylethylenediamine (6.96 mg, 8.5 jil, 79.0 imol, Eq: 0.2) followed by potassium carbonate(136 mg, 987 imol, Eq: 2.5) and copper (I) iodide (7.52 mg, 39.5 imol, Eq: 0.1). The tube was inerted, sealed and the mixture was heated in microwave at 170C for 30 minutes.The mixture was treated with 2 ml of water and extracted with ethyl acetate (2 x 2 ml). The organic layers were dried, filtered and concentrated in vacuo.The residue was purified by chromatography on silica gel to give the desired compound as a white solid (8 mg, 6%). MS (mlz) = 335.2 [M + H].

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; HUMM, Roland; STOLL, Theodor; MUSER, Thorsten; PLANCHER, Jean-Marc; GAUFRETEAU, Delphine; (142 pag.)WO2015/197567; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

13273-53-5, 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 13273-53-5 as follows.

Example 212 (5alpha,8alpha)-8-(5-Bromo-3-methyl-3H-[1,2,3]triazol-4-yl)-8-hydroxy-2-(4-isopropoxy-phenyl)-2-aza-spiro[4.5]decan-1-one A solution of 4-bromo-1-methyl-1H-1,2,3-triazole (108 mg) in tetrahyrofurane (5 mL) was cooled to -78 C. under an argon atmosphere and then treated dropwise with n-butyllitium (415 mul, 1.6 M in hexanes) over 10 minutes. The reaction mixture was stirred 15 min at -78 C., then treated dropwise with 2-(4-isopropoxyphenyl)-2-aza-spiro[4.5]decane-1,8-dione (200 mg in 3 ml tetrahydrofuran, product of example 184, step 2). The mixture was stirred further 1 h at -78 C. then warmed slowly to RT. It was then partitioned between AcOEt and saturated aqueous NH4Cl, the layers were separated, the organic layer washes with 1M aqueous HCL then brine and dried over Na2SO4. The solvent was evaporated off the residue purified by flash chromatography (silica gel, gradient of methylene chloride and AcOEt) to give the title compound (102 mg, 31%) as a white solid. MS (m/e): 465.131 [MH+].

According to the analysis of related databases, 13273-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ackermann, Jean; Brugger, Stephan; Conte, Aurelia; Hunziker, Daniel; Neidhart, Werner; Nettekoven, Matthias; Schulz-Gasch, Tanja; Wertheimer, Stanley; US2011/92512; (2011); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common heterocyclic compound, 13273-53-5, name is 4-Bromo-1-methyl-1H-1,2,3-triazole, molecular formula is C3H4BrN3, 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. 13273-53-5.

A mixture of methyl 2-(3-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetate (288 mg), 4-bromo-1-methyl-1H-1,2,3-triazole (132 mg), PdCl2(dppf) (30.3 mg), 2M aqueous potassium carbonate solution (1.0 mL) and toluene (4.0 mL) was stirred under a nitrogen atmosphere at 100C for 2 hr. The insoluble material was filtered off, water was added to the filtrate at room temperature, and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane) to give the title compound (70.3 mg). MS: M+1 250.1.

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

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; HIRATA,Yasuhiro; TOMINARI, Yusuke; IWAMURA, Naoki; SASAKI, Yusuke; ASANO, Moriteru; TAKAGI, Terufumi; OKANIWA,Masanori; YOSHIDA, Masato; IMAMURA, Shinichi; (64 pag.)EP3514150; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics