Research on new synthetic routes about 16681-70-2

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, belongs to triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. category: Triazoles

1,2,3-Triazole-4-carboxylic acid (14 mg, 124 mumol), DIPEA (86.3 muL, 496 mumol) and HATU (47.1 mg, 124 mumol) were combined in DMF (0.2 mL) and stirred for 5 minutes at room temperature. This was then combined with (2S,4R)-4-amino-5-biphenyl-4-yl-2-hydroxymethyl-2-methyl-pentanoic acid methoxycarbonylmethyl ester (47.8 mg, 124 mumol). The resulting mixture was stirred for 15 minutes and the reaction was quenched with AcOH. The product purified by preparative HPLC and lyophilized to yield the title compound (18 mg; purity 95%). MS m/z [M+H]+ calc’d for C25H28N4O6, 481.20. found 481.2.

The synthetic route of 16681-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THERAVANCE, INC.; US2012/213806; (2012); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Simple exploration of 27808-16-8

The synthetic route of 27808-16-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 27808-16-8, A common heterocyclic compound, 27808-16-8, name is 4-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 solution of 4-methyl-iH-i,2,3-triazole (500 mg,6.02 mmol), 2,3-dichloro-5-nitropyridine (1277.42 mg, 6.62 mmol), K2C03 (2491.22 mg, 18.05 mmol) in CH3CN (5 mE) was stirred at it for 12 h. The mixture was concentrated under reduced pressure, the crude product was purified by colunm chromatography over silica gel (petroleum ether ethyl acetate from 20:1 to 1:1). The desired fractions were collected and the solvent was concentrated under reduced pressure to afford i25a (1.1 g, 76.3%) as a yellow solid. ECMS (ESI) mlz M+i: 239.7. Zn (1491.96 mg, 22.95 mmol) was added to a solution of mixture of 3-chloro-2-(4-methyl-2H-i,2,3-tri- azol-2-yl)-5-nitropyridine and 3-chloro-2-(4-methyl-i H-i, 2,3-triazol-i-yl)-5-nitropyridine, i25a (1.1 g, 2.30 mmol) in aqNH4C1 (30 mE) and H20 (30 mE). The mixture was stirred at it for 16 h. To the suspension was added aq NaHCO3 to adjust to pH 9-10, and the mixture was filtered through a pad of diatomaceous earth. The filter cake was washed with CH2C12 (100 mEx3). The combined filtrates were washed with brine (200 mE), dried over MgSO4 and concentrated under reduced pressure to afford mixture of 5-chloro-6-(4-methyl-2H- 1 ,2,3-triazol-2-yl)pyridin-3-amine and 5-chloro-6-(4-methyl-i H-i ,2,3-triazol- 1 -yl)pyriF din-3-amine, 125b (1 g) as a brown solid, used directly for the next step. LCMS (ESI) mlz M+H: 209.7 P0C13 (182.86 mg, 1.19 mmol) was added to a solution of 125b (300 mg, 0.72 mmol), 1-(quinolin-5-yl)-5- (trifluoromethyl)-1 H-pyrazole-4-carboxylic acid (183.19 mg, 0.60 mmol), pyridine (117.91 mg 1.49 mmol) in CH2C12 (10 mE). The mixture was stirred at it for 2h, 50 mE H20 and 50 mE CH2C12 were added to the mixture. The organic layer was washed with brine (50 mE), dried over MgSO4 and concentrated under reduced pressure to afford the crude product, which was purified by preparative HPEC (35% to 65% (v/v) CH3CN and H20 with 0.05% HC1) and lyophilized to dryness to afford the title compound (208 mg 69.8% yield) as a white solid. ECMS (ESI) mlz M+1: 499.0. ?H NMR (400 MHz, DMSO-d5) oe ppm 11.45 (s, 1H), 9.06 (t, J=2.54 Hz, 1H), 8.89 (s, 1H), 8.60-8.75 (m, 2H), 8.33 (d, J=8.38 Hz, 1H), 7.88-8.03 (m, 3H), 7.68 (d, J=2.65 Hz, 2H), 2.34 (s, 3H).

The synthetic route of 27808-16-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Biotech, Inc.; Lu, Tianbao; Allison, Brett Douglas; Barbay, Joseph Kent; Connolly, Peter J.; Cummings, Maxwell David; Diels, Gaston; Edwards, James Patrick; Kreutter, Kevin D.; Philippar, Ulrike; Shen, Fang; Thuring, Johannes Wilhelmus John Fitzgerald; Wu, Tongfei; (412 pag.)US2018/170909; (2018); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 16681-65-5

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

These common heterocyclic compound, 16681-65-5, name is 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. name: 1-Methyl-1H-1,2,3-triazole

A solution of n-BuLi (0.37 mL, 0.92 mmol, 2.5 M solution in hexane) was added slowly to a solution of 1-methyl-1H-1,2,3-triazole (79.7 mg, 0.959 mmol) in THF (10 mL) at -50 C. After addition, stirring was continued for an additional 30 minutes at -50 C. and (4-chloro-2-methoxy-3-((3-(trifluoromethyl)azetidin-1-yl)methyl)quinolin-6-yl)(1,2-dimethyl-1H-imidazol-5-yl)methanone (Intermediate 52, 182 mg, 0.402 mmol) dissolved in THF (4 mL) was slowly added. An additional 2 mL of THF was used to complete the quantitative addition. The mixture was stirred at -50 C. for 10 minutes then warmed to room temperature and stirred for 18 hours. The solution was quenched with saturated aqueous NH4Cl solution. H2O was added and layers were separated. The aqueous layer was extracted with EtOAc and the combined organic extracts washed with brine, dried over MgSO4, filtered, evaporated in vacuo. The crude product was purified using flash column chromatography (0 to 7% MeOH-DCM) to provide the title compound. MS m/e 536.1 (M+H)+.

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

Reference:
Patent; JOHNSON & JOHNSON; 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.; MCCLURE, KELLY; TANIS, VIRGINIA; US2015/111870; (2015); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Brief introduction of 584-13-4

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 584-13-4.

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. 584-13-4, name is 4H-1,2,4-Triazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 584-13-4

General procedure: In a typical procedure, 3-arylimino-1,2,4-triazoles and 4-arylimino-1,2,4-triazoles 1-25 were synthesized by mixing 3-amino-1,2,4-triazole or 4-amino-1,2,4-triazole (2 mmol), substituted benzaldehydes (2 mmol) and H2SO4 (2 mL) in ethanol (15 mL). The mixtures were refluxed for 4-10 h, while progress of the reaction was monitored through thin layer chromatography. When reaction was completed, solvent was evaporated on a rotary evaporator under reduced pressure and residue was washed with hot hexane. Resulting compounds were crystallized by ethanol to give title compounds in moderate to good yields.

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 584-13-4.

Reference:
Article; Khan, Khalid Mohammed; Siddiqui, Salman; Saleem, Muhammad; Taha, Muhammad; Saad, Syed Muhammad; Perveen, Shahnaz; Choudhary, M. Iqbal; Bioorganic and Medicinal Chemistry; vol. 22; 22; (2014); p. 6509 – 6514;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

The important role of 16681-70-2

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.

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. 16681-70-2, name is 1H-[1,2,3]Triazole-4-carboxylic acid, A new synthetic method of this compound is introduced below., Computed Properties of C3H3N3O2

Compound 2 (35 mg, 83 mumol) was combined with HATU (38 mg, 100 mumol), 1H-[1,2,3]triazole-4-carboxylic acid (12.3 mg, 108 mumol) in DMF (0.5 mL). DIPEA (43.7 muL, 250 mumol) was added and the mixture was stirred for 2 hours. EtOAc was added, followed by a saturated aqueous NH4Cl solution. The mixture was stirred for 10 minutes then concentrated under reduced pressure to yield Compound 3.

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; Fleury, Melissa; Hughes, Adam D.; US2014/45906; (2014); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of 135242-93-2

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, (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Related Products of 135242-93-2, 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. 135242-93-2, name is (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below.

A mixture of carbonyldiimidazole (CDI) (97 g, 0.6 mol), (l-methyl-l,2,4-triazol-3- yl)methanol (67.7 g, 0.6 mol), and 2-MeTHF (1150 mL) was stirred at room temperature (20 C) for 2h. The reaction mixture was added to a stirred mixture of (S)- 1 -amino-N-(3-chloro- 4-fluorophenyl)-7-fluoro-2,3-dihydro-lH-indene-4-carboxamide hydrochloride (143.3 g, 0.4 mol), 2-MeTHF (860 mL), and N,N-diisopropylethylamine (129 g, 1 mol). The mixture was heated to 60 C and the contents maintained at 60 C for 6h. The contents were cooled to 20 C, water (285 mL) was added, and the mixture was stirred for 15 min. The layers were separated and the organic layer was washed with water two times (285 mL each time). The organic layer was filtered through a pad of Celite, and rinsed with 145 mL 2-MeTHF (1 volume). The solution was concentrated to about 700 mL under vacuum. 2-propanol (710 mL) was added and the mixture concentrated to about 700 mL. Additional 2-propanol (710 mL) was added and the mixture concentrated to approximately 1000 mL. The slurry was heated at 45 C for 2h and cooled to 20 C, over lh. The slurry was stirred at 20 C for 2h, and the product filtered. The product was washed with 2-propanol two times (286 mL each wash), and the wet product was dried under vacuum to give (1 -methyl- 1H- 1,2, 4-triazol-3- yl)methyl (S)-(4-((3-chloro-4-fluorophenyl)carbamoyl)-7-fluoro-2,3-dihydro-lH-inden-l- yl)carbamate (I) as solid (144.5 g, 78.4% yield).

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, (1-Methyl-1H-[1,2,4]triazol-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARBUTUS BIOPHARMA CORPORATION; COLE, Andrew G.; KULTGEN, Steven; PAMULAPATI, Ganapati Reddy; (70 pag.)WO2020/46941; (2020); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Discovery of 7411-16-7

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

Adding a certain compound to certain chemical reactions, such as: 7411-16-7, name is 3-Ethyl-1H-1,2,4-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 7411-16-7, Application In Synthesis of 3-Ethyl-1H-1,2,4-triazole

Procedure: A mixture of 4-methoxy-7-chloro-6-azaindole 2e (910 mg, 5.0 mmol), potassium carbonate (1.38 g, 10 mmol, 2 eq.), copper powder (635 mg, 10 mmol, 2 eq.), and 3-ethyl-1,2,4-triazole (2.4 g, 25 mmol, 5 eq.) in a sealed tube was heated at 145-150 C. (external oil bath temperature) for 52 h, by which time HPLC analysis indicated no more reaction progressed. After cooling, MeOH was added, the insoluble material (copper powder) was filtered through a Celite pad, and rinsed with methanol. The filtrate was concentrated in vacuo. The residue was purified by silica gel column chromatography (50% EtOAc/CH2Cl2) to obtain 450 mg of the products as an about 4:1 mixture of two regio-isomers. This was further separated by C-18 reverse phase silica gel (YMC, ODS-A 75 mum) eluted with 15% CH3CN/H2O containing 0.1% TFA. The fractions containing the major isomer were concentrated in vacuo to remove acetonitrile and the aqueous solution was extracted with CH2C12 after neutralizing with aqueous sodium bicarbonate to obtain the title compound 3-82 (305 mg, 1.25 mmol; Y. 25%): HPLC>97% (AP at 254 nm); MS (LC/MS) m/z 244 (M+H); 1H NMR (CDCl3) delta ppm 1.43 (3H, t, J=7.5 Hz; CH3), 2.91 (2H, q, J=7.5 Hz; CH2), 4.05 (3H, s, OCH3), 6.71 (1H, dd, J=6, 2.4 Hz, H-3), 7.57 (1H, t, J=3 Hz, H-2), 7.57 (1H, s, H-5), 9.16 (1H, s, triazole-H-5), 10.3 (1H, br, NH).

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

Reference:
Patent; Wang, Tao; Zhang, Zhongxing; Meanwell, Nicholas A.; Kadow, John F.; Yin, Zhiwei; Xue, Qiufen May; Regueiro-Ren, Alicia; Matiskella, John D.; Ueda, Yasutsugu; US2004/110785; (2004); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Sources of common compounds: 3641-13-2

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-Amino-4H-1,2,4-triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 3641-13-2, name is 5-Amino-4H-1,2,4-triazole-3-carboxylic 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 3641-13-2, category: Triazoles

Example 1 – Preparation of an Azo Compound; In this example the desired pH for the coupling reaction between a diazotised amine and a coupling component was a pH in the range 7 to 9.(a) Preparation of Coupling Component StreamNaphthalene-2-hydroxy-3,6-disulphonylamino-4-benzoic acid (0.91 mol) was dispersed in water (8.3kg). Once charging was complete, the pH was adjusted to 7-8 using 47% sodium hydroxide solution. Agitation was continued until dissolution was complete. The volume was made up to 9.2L by the addition of further water as required.(b) Preparation of Amine and Nitrite Solution3-Amino-1,2,4-triazole-5-carboxylic acid (1.27mol) was dissolved in water (2.9kg) at 45C, pH 9. The pH was maintained at 9 to 10 by addition of 47% sodium hydroxide solution as required. The solution was cooled to room temperature and sodium nitrite (1.33mol) was added. Stirring was continued until dissolution was complete. The volume was made up to 3.2L by the addition of further water as required.(c) Continuous Manufacture of Desired ProductThe reaction apparatus consisted of a number of feed vessels and pumps, two reactors, a product hold tank (or “buffer vessel”) and containers for the collection of product.The first reactor was a small continuous stirred tank reactor for the production of the diazonium salt. This reactor was assembled such that the overflow (i.e. outlet) stream from this reactor would flow into the second reactor.The second reactor consisted of a length of flexible tubing arranged in a “loop”. Into this loop were fitted a centrifugal recirculation pump, a flow meter, a pH sensor, inlet ports for diazonium salt, coupling component stream and sodium hydroxide stream for pH adjustment and an exit port for the desired chemical compound. A flow meter and inlet port for diazonium salt were positioned downstream of the recirculation pump and the exit port was positioned still further downstream, such that the majority of the tubing length lay between the inlet port for the diazonium salt and the exit port. The exit port was located at the highest point of the loop reactor. The coupling component and sodium hydroxide inlet ports, and a pH sensor, were fitted between the exit port and the inlet (“suction side”) of the recirculation pump.Prior to start-up, the loop reactor was filled with water and the recirculation pump was started. The flow rate was adjusted to approximately 4 litres per minute (approximately 240L/h) at the outlet of the recirculation pump. The exit port was initially directed to a waste receiver. The reagent feed pumps were set to the correct flow rates as given below and the diazonium salt precursors, coupling component and sodium hydroxide solution were charged to the appropriate feed vessels.A small amount of sodium hydroxide was then fed into the loop to raise the pH to pH to approximately pH 10. The coupling component feed pump was started, such that coupling component stream entered the loop. The flow was allowed to continue until coupling component was present throughout the loop and the pH had stabilised at 8.5-9.5. The coupling component pump was then stopped.The agitator in the first reactor (where the diazonium salt will be prepared) was switched on. The amine / sodium nitrite feed and hydrochloric acid feed pumps were started, giving flows of 7.7 litres per hour and 4.2 litres per hour respectively of the amine/nitrite solution and the hydrochloric acid solution into the first reactor to form a diazonium salt. The first reactor was allowed to fill.Once the first reactor had filled, the coupling component feed pump was restarted (giving a flow of 22.1 litres per hour) and diazonium salt slurry formed in the first reactor was allowed to flow into the loop reactor. Via the inlet port. The pH of the coupling component in the loop reactor was maintained at approximately 9 by feeding in sodium hydroxide at an appropriate rate (a variable speed pump and pH controller were used to achieve this). A distinct colour change was observed to spread through the loop reactor from the diazonium salt inlet port, indicating the formation of the desired chemical compound (an azo dye). The desired chemical compound overflowed from the loop reactor via the exit port at a rate of approximately 37 litres per hour. The recycled flow therefore exceeded the throughput by a factor of approximately 6, therefore the Recirculation Ratio was about 6. This recycled stream of desired chemical compound provided pH buffering for subsequent cycles of the loop, such that the desired chemical compound was obtained consistently at approximately pH8.It was found that the loop reactor took a few residence times to achieve steady state, so the first 2.5 litres of product were discarded and the second 2.5 litres were collected and analysed separately from the bulk.The desired chemical compound was obtained in good yield and purity.

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-Amino-4H-1,2,4-triazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVECIA INKJET LIMITED; WO2006/8495; (2006); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics