Category: 72788-94-4

Related Products of 72788-94-4, 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. 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Et3N (4.17 mL, 29.9 mmol) and mesyl chloride (1.57 mL, 20.3 mmol) were added to a solution of (5-chloro-2-pyrazinyl)methanol (45) (obtained by chlorination and reduction of 5-hydroxypyrazine-2-carboxylic acid, as reported by Kiener et al., 1994) (1.443 g, 9.98 mmol) in anhydrous THF (20 mL) at 0 0C. The mixture was stirred at 0 0C for 0.5 h, then partitioned between EtOAc and water. The organic fraction was dried (MgSO4) and the solvent was removed under reduced pressure to give the crude mesylate. The mesylate was dissolved in acetone (40 mL), sodium iodide (7.5 g, 50 mmol) was added, and the mixture was refluxed for 1 h. The solvent was removed under reduced pressure and the residue was partitioned between EtOAc and water. The organic fraction was concentrated under reduced pressure and the residue was chromatographed on silica gel (eluting with CH2Cl2) to give 2-chloro-5- (iodomethyl)pyrazine (46) (1.54 g, 61%), which was used immediately due to its instability.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5-(hydroxymethyl)pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; DENNY, William, Alexander; THOMPSON, Andrew, M.; BLASER, Adrian; MA, Zhenkun; PALMER, Brian, Desmond; SUTHERLAND, Hamish, Scott; KMENTOVA, Iveta; WO2011/14774; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, 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 72788-94-4, Product Details of 72788-94-4

Step 1: (5-chloropyrazin-2-yl)methyl methanesulfonate To a solution of (5-chloropyrazin-2-yl)methanol (750 mg, 5.2 mmol) and DIPEA (1.34 g, 10.4 mmol) in dichloromethane (10 mL) was added methanesulfonyl chloride (1.18 g, 10.4 mmol) dropwise at 0 C. The resulting mixture was stirred at r.t. for 0.5 hr. The mixture was diluted with ethyl acetate (30 mL) and washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure to give (5-chloropyrazin-2-yl)methyl methanesulfonate (800 mg). MS (ESI): m/z 223, 225 (M+H)+

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, 2-Chloro-5-(hydroxymethyl)pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Arrington, Kenneth L.; Burgey, Christopher; Gilfillan, Robert; Han, Yongxin; Patel, Mehul; Li, Chun Sing; Li, Yaozong; Luo, Yunfu; Lei, Zhiyu; US2014/100231; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, 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 72788-94-4, Computed Properties of C5H5ClN2O

(5-chloropyrazin-2-yl)methanol (780 mg, 5.40 mmol), ethyl 4-pyrazolecarboxylate(765 mg, 5.46 mmol) and potassium carbonate (283 mg, 2.05 mmol) andtriphenylphosphine (1.57 g, 6.01 mmol) are suspended in anhydrous tetrahydrofuran(20 mL) and cooled to 000. Diisopropyldicarboxylate (1.18 mL, 6.01 mmol) is added,the mixture allowed to warm to room temperature and stirred for three hours. The solvent is evaporated and the residue partitioned between dichloromethane and water and the phases separated. The organic extracts are washed with brine, dried over sodium sulfate and the solvent removed under vacuum. The residue is purifiedby flash chromatography (30-50% ethyl acetate in cyclohexane) to give the desired intermediate as an impure product (Yield 2.12 g).LC (Method 5): tR = 0.95 mm; Mass spectrum (ES+): mlz = 267 [M+H].

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; FRATTINI, Sara; BAKKER, Remko; GIOVANNINI, Riccardo; FOSSATI, Giacomo; HAMPRECHT, Dieter; LINGARD, Iain; PAUTSCH, Alexander; WELLENZOHN, Bernd; (168 pag.)WO2017/72021; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 72788-94-4,Some common heterocyclic compound, 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, molecular formula is C5H5ClN2O, 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 (5-chloropyrazin-2-yl)methanol (0.50 g, 3.46 mmol) in DCM (10 mL) was added imidazole (0.94 g, 13.84 mmol) followed by TBDMS-Cl (1.04 g, 6.92 mmol) and stirring continued at ambient temperature for 12 h. The resulting reaction mixture was diluted with water (40 mL) and extracted with DCM (2 x 40 mL). The combined organic layers were dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography (Redisep-24 g, 5- 10 % EtOAc/n-hexane) to obtain Intermediate 103A (0.85 g, 89.00%). 1H NMR (400 MHz, DMSO-d6) G ppm 0.11 (s, 6 H), 0.91 (s, 9 H), 4.84 (s, 2 H), 8.50 (s, 1 H), 8.75 (d, J = 1.00 Hz, 1 H). LCMS (Method-D): retention time 3.69 min, [M+H] 259.

The synthetic route of 72788-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; YADAV, Navnath Dnyanoba; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; GUNAGA, Prashantha; PANDA, Manoranjan; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (444 pag.)WO2018/222795; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 72788-94-4, 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. 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Et3N (4.17 mL, 29.9 mmol) and mesyl chloride (1.57 mL, 20.3 mmol) were added to a solution of (5-chloro-2-pyrazinyl)methanol (45) (obtained by chlorination and reduction of 5-hydroxypyrazine-2-carboxylic acid, as reported by Kiener et al., 1994) (1.443 g, 9.98 mmol) in anhydrous THF (20 mL) at 0 0C. The mixture was stirred at 0 0C for 0.5 h, then partitioned between EtOAc and water. The organic fraction was dried (MgSO4) and the solvent was removed under reduced pressure to give the crude mesylate. The mesylate was dissolved in acetone (40 mL), sodium iodide (7.5 g, 50 mmol) was added, and the mixture was refluxed for 1 h. The solvent was removed under reduced pressure and the residue was partitioned between EtOAc and water. The organic fraction was concentrated under reduced pressure and the residue was chromatographed on silica gel (eluting with CH2Cl2) to give 2-chloro-5- (iodomethyl)pyrazine (46) (1.54 g, 61%), which was used immediately due to its instability.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5-(hydroxymethyl)pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; DENNY, William, Alexander; THOMPSON, Andrew, M.; BLASER, Adrian; MA, Zhenkun; PALMER, Brian, Desmond; SUTHERLAND, Hamish, Scott; KMENTOVA, Iveta; WO2011/14774; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 72788-94-4, 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 72788-94-4 as follows.

To a solution of (5-fluoro-2-methoxypyridin-4-yl) boronic acid (2.60 g, 15.2 mmol) and (5-chloropyrazin-2-yl) methanol (2.00 g, 13.8 mmol) in THF (10 mL) and water (2.0 mL) were added K3PO4 (8.80 g, 41.5 mmol) and PdCl2 (dppf) (1.01 g, 1.38 mmol) under a N2 atmosphere. The reaction mixture was stirred at reflux with a 100 bath for 2 hours. Then the reaction mixture was added to water (10 mL) and extracted with EtOAc (2.0 mL×3) . The combined organic layers were washed with brine (10 mL) , dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo to give a residue, which was purified by preparative TLC (PE/EtOAc 5: 1) to afford (5- (5-fluoro-2-methoxypyridin-4-yl) pyrazin-2-yl) methanol. MS (ESI) m/z: 236.0 [M+H] +.

According to the analysis of related databases, 72788-94-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHOBANIAN, Harry; PLUMMER, Christopher W.; DEMONG, Duane; FANG, Minghai; HU, Bin; (122 pag.)WO2016/19863; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 72788-94-4, The chemical industry reduces the impact on the environment during synthesis 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 112A (2.00 g, 13.84 mmol) in CHCl3 (20 mL) was added active manganese dioxide (4.81 g, 55.3 mmol) and the resulting suspension was refluxed for 2 h. The reaction mixture was cooled to ambient temperature, filtered through Celite and washed with CHCl3 (200 mL). The combined filtrates were washed with brine (200 mL), dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (Redisep-24 g, 20-30 % EtOAc/ n-hexane) to obtain Intermediate 112B (1.00 g, 50.70%) as a white solid.1H NMR (400 MHz, DMSO-d6) delta ppm 8.98 (d, J = 1.51 Hz, 1 H), 9.04 (d, J = 1.51 Hz, 1 H), 10.07 (s, 1 H). LCMS: The compound did not ionize well.

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, 2-Chloro-5-(hydroxymethyl)pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); 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. 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 72788-94-4

2) In N,N-dimethylacetamide (6.4 mL) and 2M aqueous sodium carbonate solution (6.4 mL) were suspended (5-chloropyrazin-2-yl)methanol (460 mg) and methyl 2,2- dimethyl-3-[4-(4,4,5,5-tetramethyl- 1 ,3,2-dioxaboloran-2-yl)phenoxy]propanoate ( 1.600 g), palladium chloride (dppf) methylene chloride complex (261 mg) was added to the suspension, and the mixture was stirred at 80C overnight. To the reaction mixture were added ethyl acetate and water, and the mixture was filtered through Celite. The organic layer was separated, and the aqueous layer was extracted twice with ethyl acetate. The organic layers were combined, washed twice with water, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (n- hexane:ethyl acetate=70:30 to 40:60 to 0: 100) to obtain methyl 3-{4-[5-(hydroxyl- methyl)pyrazin-2-yl]phenoxy}-2,2-dimethylpropanoate (660 mg).MS (m/z): 317 [M+H] +

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; MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo; WO2012/81736; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H5ClN2O

Step 1. (5-(piperidin-1-yl)pyrazin-2-yl)methanolCombined (5-chloropyrazin-2-yl)methanol (500.00 mg; 3.46 mmol; 1.00 eq.), potassium carbonate (954.63 mg; 0.01 mol; 2.00 eq.) and piperidine (589.02 mg; 6.92 mmol; 2.00 eq.) in N,N-dimethylformamide (10.00 ml). Heated the reaction to 90 C. for overnight. Let the reaction cool to rt. Diluted reaction with water, extracted with ethyl acetate, combined organics, dried with MgSO4, filtered, and concentrated to give (5-(piperidin-1-yl)pyrazin-2-yl)methanol (0.67 g; 100% crude). MS (M+H)+ found for C10H15N3O: 193.6.

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 72788-94-4.

Electric Literature of 72788-94-4,Some common heterocyclic compound, 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, molecular formula is C5H5ClN2O, 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 solution of (5-chloropyrazin-2-yl)methanol (750 mg, 5.2 mmol) and DIPEA (1.34 g, 10.4 mmol) in dichloromethane (10 mL) was added methanesulfonyl chloride (1.18 g, 10.4 mmol) dropwise at 0 C. The resulting mixture was stirred at r.t. for 0.5 hr. The mixture was diluted with ethyl acetate (30 mL) and washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure to give (5- chloropyrazin-2-yl)methyl methanesulfonate (800 mg). MS (ESI): m/z 223, 225 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-5-(hydroxymethyl)pyrazine, its application will become more common.