Category: 6705-33-5

Application of 6705-33-5, 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. 6705-33-5, name is Pyrazin-2-ylmethanol belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

200 mg of the product of Step A (0.281 mmol), 61.8 mg pyrazin-2-ylmethanol (0.562 mmol) and 147 mg PPh3 (0.562 mmol) were dissolved in 2 mL dry toluene, then 129 mg ditertbutyl azodiearboxylate (0.562 mmol) was added. The mixture was stirred at 50C under nitrogen until no further conversion was observed. The volatiles were evaporated under reduced pressure and the crude intermediate was purified via flash chromatography using EtOAc and MeOH as eluents.

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

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; SZLAVIK, Zoltan; CSEKEI, Marton; PACZAL, Attila; SZABO, Zoltan; SIPOS, Szabolcs; RADICS, Gabor; PROSZENYAK, Agnes; BALINT, Balazs; BRUNO, Alain; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; PERRON-SIERRA, Francoise; WO2015/97123; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, molecular formula is C5H6N2O, 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: C5H6N2O

General procedure: 1.0 eq. ethyl (2R)-2-acetoxy-3-(2-hydroxyphenyl)propanoatc (Preparation 3aa-(R)), 2.0eq. of the appropriate alcohol and 2.0 eq. triphenylphosphine were dissolved in dry toluene(0.2 M for the phenol), then 2.0 eq. di-tert-butyl azodicarboxylate was added. The mixturewas stirred at 50C under nitrogen. After reaching an appropriate conversion the volatileswere removed under reduced pressure, the crude intermediate was purified via flash chromatography using heptane / EtOAc as cluents.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6705-33-5, its application will become more common.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; KOTSCHY, Andras; SZLAVIK, Zoltan; CSEKEI, Marton; PACZAL, Attila; SZABO, Zoltan; SIPOS, Szabolcs; RADICS, Gabor; PROSZENYAK, Agnes; BALINT, Balazs; BRUNO, Alain; GENESTE, Olivier; DAVIDSON, James Edward Paul; MURRAY, James Brooke; CHEN, I-Jen; PERRON-SIERRA, Francoise; WO2015/97123; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 6705-33-5, 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 6705-33-5 as follows.

To a mixture of 5-[4-(trifluoromethoxy)phenyl]-3H-l,3-benzoxazol-2-one (100 mg, 0.34 mmol), pyrazin-2-ylmethanol (111.9 mg, 1.02 mmol) and PPh3 (177.7 mg, 0.68 mmol) in THF (6 mL) was added the DIAD (136.99 mg, 0.68 mmol) at 0 C and the mixture was stirred under N2 at 20 C for 16 hours to give the mixture. The mixture was concentrated to dryness, diluted with H20 (10 mL), and extracted with EtOAc (10 mL chi 2). The combined organic phase was washed with brine (10 mL), dried over Na2SC>4, filtered and the filtrate was concentrated to give the crude product. The crude product was purified by flash chromatography on silica gel (EtOAc in PE = 0% to 35% to 45% to 60%) to give the product (100.9 mg, 260.4 muiotaetaomicron, 77% yield) as an oil. *H NMR DMSO-< 400MHz deltaH = 8.83 (s, 1H), 8.60 - 8.53 (m, 2H), 7.74 (d, 2H), 7.63 (s, 1H), 7.50 - 7.42 (m, 4H), 5.35 (s, 2H). LCMS Rt = 1.52 min in 2 min chromatography, MS ESI calcd. for C19H13F3N3O3 [M+H]+ 388.1, found 388.1. According to the analysis of related databases, 6705-33-5, the application of this compound in the production field has become more and more popular. Reference:
Patent; PRAXIS PRECISION MEDICINES , INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (244 pag.)WO2018/148745; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6705-33-5, name is Pyrazin-2-ylmethanol, belongs to Pyrazines 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 6705-33-5, name: Pyrazin-2-ylmethanol

To a solution of 2-pyrazinylmethanol (500 mg, 4.54 mmol) in DCM (15 mL) at 0 C was added thionyl chloride (0.66 mL, 9.1 mmol). The reaction mixture was stirred at 0 C for 3 h. The reaction mixture was concentrated in vacuo. The crude reaction mixture was triturated with Et2O to yield the title compound as a black solid (749 mg, 4.54 mmol, 99.9%), which was used without further purification.1H NMR (400 MHz, DMSO-d6) delta 4.87 (s, 2 H), 8.63-8.69 (m, 2 H), 8.82 (d, J = 1.39 Hz, 1 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazin-2-ylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; CHROVIAN, Christa C.; LETAVIC, Michael A.; RECH, Jason C.; RUDOLPH, Dale A.; JOHNSON, Akinola Soyode; STENNE, Brice M.; WALL, Jessica L.; (533 pag.)WO2018/67786; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, molecular formula is C5H6N2O, 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. COA of Formula: C5H6N2O

Triphenylphosphine(7.80 g, 29.7 mmol) and phthalimide (4.50 g, 30.6 mmol)were added to a solution of crude 2-(hydroxylmethyl)pyrazine(2.80 g, 25.5 mmol) in dry tetrahydrofuran (200 mL).The stirred solution was then cooled in an ice bath beforediisopropyl azodicarboxylate (5.90 g, 30.4 mmol) wasslowly added over 5 min. The solution was stirred for twodays at room temperature and taken to dryness underreduced pressure and the resulting yellow oil was suspendedin ethanol (20 mL) before again being taken todryness under reduced pressure, producing a thick yellowslurry. The slurry was dissolved in hot ethanol (~200 mL)and left to cool and evaporate to ~50 mL overnight atroom temperature. The resulting solid was filtered off togive the desired product as an analytically pure slightlyyellow solid (3.82 g, 75%). Found: C, 65.14; H, 3.89; N, 17.52.Calc. for C13H9N3O2: C, 65.27; H, 3.79; N, 17.56. 1H NMR (300MHz, CDCl3): delta (ppm) 8.66 (s, 1H, H-3), 8.48 (s, 2H, H-2 +H-1), 7.89-7.92 (m, 2H, phth-H), 7.77-7.74 (m, 2H, phth-H),5.06 (s, 2H, CH2).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6705-33-5, its application will become more common.

Reference:
Article; Feltham, Humphrey L. C.; Cowan, Matthew G.; Kitchen, Jonathan A.; Jameson, Guy N. L.; Brooker, Sally; Supramolecular Chemistry; vol. 30; 4; (2018); p. 296 – 304;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6705-33-5,Some common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, molecular formula is C5H6N2O, 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 pyrazin-2-ylmethanol (1.23 g, 11.2 mmol) in SOCl2 (0.98 mL, 13.4 mmol) was added catalytic DMF. The mixture was stirred at 23C for 2 h. The mixture was concentrated in vacuo, and the crude product was used directly in the following step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Pyrazin-2-ylmethanol, its application will become more common.

Reference:
Patent; VENENUM BIODESIGN LLC; LETOURNEAU, Jeffrey J; COLE, Andrew G; MARINELLI, Brett A; QUINTERO, Jorge G; (329 pag.)WO2017/214359; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6705-33-5, 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. 6705-33-5, name is Pyrazin-2-ylmethanol, This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 2-(chloromethyl)pyrazine: To a stirred solution of pyrazin-2-ylmethanol (0.3 g 2.72 mmol) in DCM (10 mL) was added SOCl2 (1 mL) at 0 C under inert atmosphere. The reaction mixture was heated up to 50 C and stirred for 2 h. After completion of starting material (by TLC), the volatiles were evaporated under reduced pressure. The residue was quenched with ice cold water followed by saturated NaHC03 and extracted with EtOAc. Combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to obtain the crude product. The crude material was purified by silica gel column chromatography to afford 2-(chloromethyl)pyrazine (110 mg, 20.4%) as liquid. 1H-NMR (CDC13, 400 MHz): delta 8.74 (s, 1H), 8.58-8.56 (m, 2H), 4.71 (s, 2H); LC-MS: 98.86%; 129 (M++l) (column; Eclipse XDB C-18, (150×4.6 mm, 5.0mu); RT 4.83 min. 5mM NH4OAc: ACN; 1.0 ml/min); TLC: 70% EtOAc/Hexane (Rf: 0.6). x. f3r,5r,7r)-2,5-dioxopyrrolidin-l-yl adamantane-l-carboxylate:

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A common compound: 6705-33-5, name is Pyrazin-2-ylmethanol, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6705-33-5

General procedure: In a typical reaction, a suspension of amine (1.0 mmol) and alcohol (1.0 mmol) was added to a mixture of magnetic catalyst (0.04 g) with 1.5 ml distilled water. The resulting mixture was heated to 40 C for an appropriate time under aerobic conditions. In the case of exposure by EMF, the resulting mixture was transferred to a Helmholtz cylinder permanent magnet and exposed with 362 muT intensity for an appropriate time. Progress of the reaction was monitored by TLC. After completion of the reaction, the mixture was cooled to room temperature, and the catalyst was separated from the product solution using an external magnet, washed with deoxygenated distilled water, dried in a desiccator at room temperature, and used for the next reaction cycle without any pre-treatment. Solvent of the reaction mixture was evaporated to generate the crude product. The product was concentrated and purifiedby column chromatography on silica-gel using EtOAc/heptane (1:4) as eluent.

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, 6705-33-5, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Rafiee, Ezzat; Joshaghani, Mohammad; Abadi, Parvaneh Ghaderi-Shekhi; Research on Chemical Intermediates; vol. 44; 4; (2018); p. 2503 – 2522;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

6705-33-5, The chemical industry reduces the impact on the environment during synthesis 6705-33-5, name is Pyrazin-2-ylmethanol, I believe this compound will play a more active role in future production and life.

To a solution of pyrazin-2-ylmethanol (550 mg, 5 mmol, 1 equiv) and triethylamine (1.52 mL, 11 mmol, 2.2 equiv) in DCM (15 mL) was added MsCl (1.26 g, 11 mmol, 2.2 equiv) dropwise. The resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with water and extracted with DCM (3*50 mL). The combined organic phase were dried over MgSCL and concentrated in vacuo to afford the title compound pyrazin-2-ylmethyl methanesulfonate as a yellow solid which was used for the next step without any further purification (940 mg crude). LC-MS: m/z 189.0 (M+H)+

The chemical industry reduces the impact on the environment during synthesis Pyrazin-2-ylmethanol. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ANNAPURNA BIO INC.; TANG, Haifeng; BOYCE, Sarah; HANSON, Michael; NIE, Zhe; (213 pag.)WO2019/169193; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 6705-33-5, name is Pyrazin-2-ylmethanol, A new synthetic method of this compound is introduced below., 6705-33-5

Step 1: Intermediate 40-a [0220] To a solution of intermediate 29-g (4.62 g, 19.1 mmol) and pyrazin-2-ylmethanol (2.10 g, 19.1 mmol) in THF (38 mL) were sequentially added triphenylphosphine (7.50 g, 28.6 mmol) and DIAD (5.19 ml, 26.7 mmol) at room temperature and the reaction was then stirred at room temperature overnight. Volatiles were removed under reduced pressure. Purification by silica gel chromatography provided intermediate 40-a as a colorless oil.

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; Pharmascience, Inc.; Laurent, Alain; Rose, Yannick; Jaquith, James B.; US2015/191473; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem