Tag: M.W:200-300

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. 25537-64-8, name is 4,5-Dibromo-1-methyl-1,2,3-triazole, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 4,5-Dibromo-1-methyl-1,2,3-triazole

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.

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 25537-64-8.

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

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. 956317-36-5, name is 5-Methyl-2-(2H-1,2,3-triazol-2-yl)benzoic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

5-Methyl-2- (2H-1, 2, 3-triazole-2-yl) benzoic acid (2.03 g, 10 mmol) was dissolved in anhydrous dichloromethane (20 mL) in a 100 mL of single-necked round-bottomed flask, and thionyl chloride (15 mL, 200 mmol) and pyridine (0.15 mL, 2 mmol) were added slowly. The reaction mixture was gradually warmed to reflux and reacted for 3 h. The solvent was removed slowly in vacuo. The resulting product was used directly in the next reaction.

The synthetic route of 956317-36-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; JIN, Chuanfei; GAO, Jinheng; ZHANG, Ji; (107 pag.)WO2017/12502; (2017); 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. 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,5-Dibromo-1H-1,2,4-triazole

Two batches of phenyiboronic acid (135 g, 111 mrnol, 1.0 eq), 35-dibromo-iH-i,2,4- triazole (25 g, 110 mmoi, 1.0 eq), Cu( Ac)2 (30 g, 165 mmol, 1.5 eq), pyridine (26.5 g, 335 mmol, 27 mL, 3.0 eq) and 4A MS (5 g, 22,0 mmoi) in toluene (250 mL) was degassed and purged with 02 for three times, and then the mixture was stirred at 80 C for 16 h under 02 atmosphere (15 psi). After completion of the reaction, the two batches of reaction mixture were mixed and filtered, then concentrated under reduced pressure to give a residue. The residue was purified by flash silica gel chromatography (ISCO; 200 g SepaFlash Silica Flash Column, eluent of Oi 0% ethyl acetate/petroleum ether gradient 80 mL/rnin) to give 36 g crude product with 67% purity. 2 g was used for next step directly. The remaining 34 g was diluted with DCM (200 mL) and washed with saturated aqueous NaHCO3 (100 mL x 1), brine (100 mL), dried over anhydrous Na2504, filtered and concentrated under reduced pressure to give 3,5-dibrorno-1-phenvl-i,2,4-triazoie (29.2 g, 37% yield, 85% purity) as a light yellow solid. LCMS (ESI): m/z (M¡ÀH) 303.9.

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; AN2H DISCOVERY LIMITED; JOHNSTON, Jennifer; GAROFALO, Albert W.; (194 pag.)WO2017/210694; (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. 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., Quality Control of 3,5-Dibromo-1H-1,2,4-triazole

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.

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 7411-23-6.

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

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. 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 3,5-Dibromo-1-methyl-1H-1,2,4-triazole

Intermediate 7 3-Bromo-l-methyl-5-(3-phenylazetidi ole 3,5-Dibromo-l-methyl-lH-l,2,4-triazole (128 mg, 0.53 mmol) and 3-phenylazetidine (127 mg, 0.96 mmol) were mixed in dioxane (2 mL). N,N-Diisopropylethylamine (0.232 mL, 1.33 mmol) was added. The mixture was stirred at 120C overnight. The solvents were removed and the residue was purified by silica column chromatography using a gradient of methanol in DCM giving the title compound as a liquid (58 mg, 37%). MS (ESI+) m/z 293 [M+H]+. XH NMR (500 MHz, CDCI3) delta ppm 3.64 (s, 3 H) 3.96 – 4.04 (m, 1 H) 4.22 (t, 2 H) 4.55 (t, 2 H) 7.28 – 7.33 (m, 1 H) 7.35 – 7.42 (m, 4 H).

The synthetic route of 23579-79-5 has been constantly updated, and we look forward to future research findings.

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

Reference of 23579-79-5,Some common heterocyclic compound, 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H3Br2N3, 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 stirred solution of 4-chloro-1-tetrahydropyran-2-yl-indazol-5-amine (14.47 g, 57.50 mmol) and 3,5-dibromo-1-methyl-1H-1,2,4-triazole (13.85 g, 57.50 mmol) in dry THF (150 mL) at -20 C under N2 was added sodium bis(trimethylsilyl)amide solution (1.0 M in THF) (57.50 mL, 57.50 mmol) and the mixture stirred at 0 C for 20 min. Further sodium bis(trimethylsilyl)amide solution (1.0M in THF, 28.75 mL) was added and the reaction was stirred for 20 min. The mixture was quenched with sat. aq. NH4Cl (150 mL) and extracted with EtOAc (250 mL). The layers were separated, and the aqueous layer extracted with further EtOAc (2 x 100 mL). The combined organics were dried over MgSO4. and concentrated in vacuo. The solid residue was triturated with diethyl ether and filtered, washed with further diethyl ether to give N-(5-bromo-2-methyl-1,2,4-triazol-3-yl)-4-chloro-1-tetrahydropyran-2-yl-indazol-5-amine (19.75 g, 47.97 mmol, 83% yield) as a white solid. UPLC-MS (ES+, Method A): 2.79 min, m/z 413.0 [M+H]+.1H NMR (400 MHz, DMSO-d6) delta 8.86 (s, 1H), 8.15 (d, J = 0.8 Hz, 1H), 7.74 (dd, J = 8.9, 0.9 Hz, 1H), 7.51 (d, J = 8.9 Hz, 1H), 5.88 (dd, J = 9.5, 2.4 Hz, 1H), 3.94-3.86 (m, 1H), 3.79-3.73 (m, 1H), 3.71 (s, 3H), 2.46-2.33 (m, 1H), 2.11-1.95 (m, 2H), 1.83-1.54 (m, 3H).

The synthetic route of 23579-79-5 has been constantly updated, and we look forward to future research findings.

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

Electric Literature of 138624-97-2, 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. 138624-97-2, name is 1-Benzyl-1H-1,2,4-triazole-3-carboxylic acid belongs to Triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 1-benzyl-1,2,4-triazole-3-carboxylic acid (16 mg, 0.08 mmol), (6S)-6-amino-2,4-dimethyl-7,8-dihydro-6H-pyrazolo[4,3-b]azepin-5-one (15 mg, 0.08 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimidehydrochloride (15 mg, 0.08 mmol) and 1-hydroxybenzotriazole (10 mg, 0.08 mmol) in N,N-dimethylformamide (5 mL) was stirred at 30 C. for 2 h. The mixture was concentrated under reduce pressure. The residue was purified by RP-HPLC (acetonitrile 22-50%/0.05% hydrochloride acid in water) to afford 1-benzyl-N-[(6S)-2,4-dimethyl-5-oxo-7,8-dihydro-6H-pyrazolo[4,3-b]azepin-6-yl]-1,2,4-triazole-3-carboxamide (16.3 mg, 56%) as a white solid. 1H NMR (400 MHz, CD3OD) delta 8.81 (s, 1H), 7.84 (s, 1H), 7.38-7.33 (m, 5H), 5.51 (s, 2H), 4.73-4.68 (m, 1H), 3.93 (s, 3H), 3.31 (s, 3H), 3.00-2.90 (m, 2H), 2.50-2.45 (m, 1H), 2.27-2.22 (m, 1H). LCMS RT=1.088 min, m/z=380.2 [M+H]+. LCMS (5 to 95% acetonitrile in water+0.03% trifluoroacetic acid over 1.5 mins) retention time 1.088 min, ESI+ found [M+H]=380.2.

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

Reference:
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Electric Literature of 1157938-97-0, 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 1157938-97-0 as follows.

The thus obtained LDA-solution (3.66 mL, 0.98 mmol, 1.1 eq) was transferred to a Schlenk vessel and ethylpropionate (100 mg, 0.98 mmol, 1.1 eq.) was added in a drop wise fashion at -78 C. under a nitrogen atmosphere. The resulting mixture was stirred at -78 C. for 30 minutes and then 1-(2,5-difluorophenyl)-2-(lII-1,2,4-triazol-1-yl)ethanone (200 mg, 0.90 mmol, 1.0 eq.) in THF (3.66 mL) was added in a drop wise fashion over 15 minutes. The reaction mixture was stirred for 2 hours at -78 C. and then quenched with acetic acid and warmed to room temperature. The mixture was diluted with aqueous saturated NH4Cl and ethylacetate. The aqueous layer was extracted with ethylacetate (2¡Á) and the combined organic layers were washed with brine, dried (Na2SO4), filtered and concentrated in vacuo to give a yellow oil containing the racemic ester I with a diastereomeric excess of 29% in favour of the desired RR/SS diastereomer. Further purification by column chromatography (n-heptane/EtOAc/MeOH 60/40/5 v/v/v) provided the RR/SS diastereomer (light yellow solid) as well as the RS/SR diastereomer (off-white solid) in a combined overall yield of 179 mg (0.55 mmol, 61%).

According to the analysis of related databases, 1157938-97-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Basilea Pharmaceutica AG; Van Summeren, Ruben; Vaessen, Harrie; Mink, Daniel; Waser, Mario; (11 pag.)US2019/77771; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 7411-23-6, name is 3,5-Dibromo-1H-1,2,4-triazole, molecular formula is C2HBr2N3, 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. HPLC of Formula: C2HBr2N3

In a 100 mL round-bottomed flask. 3.5-dibromo- 1 H- 1.2.4-triazole (5g, 22.0 mmol. Eq: 1.00), 1 – (chloromethyl)-4-methoxybenzene (3.45 g. 22.0 mmol. Eq: 1) and N-ethyl-N-isopropylpropan-2- amine (5.7 g. 44. 1 mmol. Eq: 2) were combined with acetonitrile (101 ml ) to give a light yellow solution. Potassium iodide (1.83 g, 11.0 mmol, Eq: 0.5) was added. The mixture was heated to reflux for 2 hours. The reaction mixture was cooled and diluted with EtOAc (100 mL), washed with H20 (50 mL) and brine (50 mL). The organic layer was dried over anhydrous MgS04, filtered and volatiles were removed under reduced pressure to yield an oil from which the compound was isolated by column chromatography (Hexanes/EtOAc = 70/30) to give 7.3 g of desired product (95%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7411-23-6, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHEN, Zhi; CHIN, Elbert; ERICKSON, Shawn David; GABRIEL, Stephen Deems; MERTZ, Eric; WEIKERT, Robert James; WO2014/135483; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Related Products of 23579-79-5, A common heterocyclic compound, 23579-79-5, name is 3,5-Dibromo-1-methyl-1H-1,2,4-triazole, molecular formula is C3H3Br2N3, 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.

Intermediate 3 3-Bromo-/V-(cyclopropylmethyl)-l-methyl-lH-l,2,4-triazol-5-amine To a solution of 3,5-dibromo-l-methyl-l/-/-l,2,4-triazole (0.700 g, 2.90 mmol) and cyclopropanemethylamine (0.50 mL, 5.8 mmol) in 1,4-dioxane (2.5 mL) and DMA (1 mL) was added Lambda/,/V-diisopropylethylamine (0.47 mL, 5.8 mmol). The mixture was heated at 130C in a sealed tube for 16 h and then cooled down to rt. Water (5 mL) was added and the resulting solution was extracted with EtOAc (3 x 15 mL). The combined organic layers were washed with water (10 mL) and brine (10 mL), dried over sodium sulfate and concentrated. The residue was triturated with MTBE to give the title compound as a solid (0.330 g, 49%). XH NMR (400 MHz, CDCI3): delta ppm 0.23 – 0.27 (m, 2 H), 0.53 – 0.58 (m, 2 H), 1.05 – 1.16 (m, 1 H), 3.23 (dd, 2 H), 3.56 (s, 3 H), 3.97 (br s, 1 H).

The synthetic route of 23579-79-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTURUM LIFE SCIENCE AB; BESIDSKI, Yevgeni; YNGVE, Ulrika; PAULSEN, Kim; LINDE, Christian; MALMBORG, Jonas; WO2014/195322; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics