Category: 6705-33-5

Reference of 6705-33-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 6705-33-5 name is Pyrazin-2-ylmethanol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution pyrazin-2-ylmethanol (500 mg, 4.545 mmol) in DCM (20 ml) was added Dess-martin periodinane (2.89 g, 6.818 mmol) and stirred for 1 hr at RT. Reaction mass was diluted with DCM (100 ml) washed with saturated sodium bicarbonate solution (50 ml X 2) twice. DCM part was separated, dried over sodium sulfate, evaporated to dryness to get 300 mg crude, which was purified by column chromatography using 100-200 silica and 20% EtOAc in hexane as eluent to afford pyrazine-2-carbaldehyde (100 mg) as brown liquid.

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; CURADEV PHARMA PVT. LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Veejendra K; KAPOOR, Kishore Kamal; WO2014/141110; (2014); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 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.

Powdered potassium hydroxide (3.4 g, 60 mmol) was added to a mixture of 2-chloro- L-FLUORO-4-NITROBENZENE (10.5 g, 60 mmol) AND PYRAZIN-2-YLMETHANOL (6.6 g, 60 mmol ; Maury G. et al. , Bull. Soc. Chem. Belg. 1982,91, 153). Tetrabutylammonium bromide (50 mg) was added and the mixture was heated AT 80C for one hour and cooled to room temperature. The residue was dissolved in dichloromethane, washed with water and dried over magnesium sulfate. After evaporation of the solvents, the residue was purified by chromatography on silica gel (eluant: 5% ethyl acetate in dichloromethane) to give 2- [ (2-CHLORO-4- nitrophenyl) oxymethyl] pyrazine (6.4 g, 40%) as a yellow solid. NMR Spectrum: (CDC13) 5.41 (s, 2H), 7.14 (d, 1H), 8.18 (dd, 1H), 8. 35 (d, 1H), 8.61 (d, 2H), 8.94 (s, 1H).

The synthetic route of 6705-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/26151; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 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.

Methanesulphonyl chloride (171 . 1, 2.21 mmol) was added dropwise to a solution of 2- (hydroxymethyl) pyrazine (221 mg, 2.01 mmol) and N-DIISO-PROPYLETHYLAMINE (385 ZL, 2.21 mmol) in DCM (10 ml). The mixture was heated to 40C for 1 hour. The reaction mixture was concentrated in vacuo and the residue was dissolved in dry DMA (5 ml). This solution was added to a mixture of 2-chloro-4-({5-[(1S)-2-(dimethylamino)-1- methylethoxy] quinazolin-4-yl} amino) phenol (0.5 g, 1.34 mmol), potassium carbonate (0.93 g, 6.7 mmol) and 18-crown-6 (20 mg) in dry DMA (20 ml). The reaction mixture was stirred at ambient temperature overnight. Water (500 ml) was added to the mixture and the resultant precipitate was filtered. This was crystallised from ethyl acetate to give two batches of crystals with a combined weight of 261 mg (42%); NMR spectrum (CDC13) ; 1.46 (d, 3H), 2.23 (s, 6H), 2.40 (dd, 1H), 2.86 (dd, 1H), 4.61-4. 74 (m, 1H) 5.25 (s, 2H), 6.85 (d, 1H), 6. 98 (d, 1H), 7.37 (d, 1H), 7.55 (t, 1H), 7.68 (d, 1H), 7.73 (s, 1H), 8.50 (s, 2H), 8.54 (s, 1H), 8.92 (s, 1H), 10.32 (s, 1H) ; Mass spectrum MHF 465.; Example 38 5-R2- (DIMETHYLAMINO) ETHOXVL-N-R3-METHOXV-4- (NVRAZIN-2-VLMETHOXV) PHENVLLQUINAZOLIN- 4-amine Methanesulphonyl chloride (26 JELL, 0.33 mmol) was added dropwise to a solution of 2- (hydroxymethyl) pyrazine (33 mg, 0.30 MMOL) AND N, N-DIISO-PROPYLETHYLAMINE (57, UL, 0.33 mmol) in DCM (2 ml). The mixture was heated to 40C for 2 hours. The solvent was evaporated, and the residue dissolved in DMA (1 ml). This solution was added to a mixture of 4-({5-[2-(DIMETHYLAMINO) ethoxy] QUINAZOLIN-4-YL} AMINO)-2-METHOXYPHENOL (obtained as described in Example 20, preparation of starting materials, 71 mg, 0.20 mmol), potassium carbonate (138 mg, 1.00 MMOL), and 18-crown-6 (20 mg) in DMA (10 ml). The mixture was briefly sonicated, and was stirred at room temperature for 48 hours. The solvent was removed in vacuo, and the residue was partitioned between DCM (15 ML) and water (15 ml). The DCM layer was loaded onto a silica column; the column was eluted with 2 to 4% (10: 1 MEOH/CONC. NH3 (AQ)) in DCM. Evaporation of the appropriate fractions followed by crystallisation from methyl TERT-BUTYL ether gave the title compound as a white crystalline solid (53 mg, 59% yield). NMR spectrum (DMSO-d6); 2.25 (s, 6H), 2.80 (t, 2H), 3.84 (s, 3H), 4.37 (t, 2H), 5.26 (s, 2H), 7.12 (d, 1H), 7.15 (d, 1H), 7.22 (dd, 1H), 7.33 (d, 1H), 7.62 (d, 1H), 7.72 (dd, 1H), 8.47 (s, 1H), 8.64 (d, 1H), 8.68 (dd, 1H), 8. 83 (d, 1H), 10.39 (s, 1H); Mass spectrum MH 448.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/93880; (2004); 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., Formula: C5H6N2O

To a neat mixture of 3-(3-((6-fluoropyridin-3-yl)methyl)isoxazol-5-yl)pyridin-2 -amine (Intermediate E, 50 mg, O. l9mmol) and pyrazin-2-ylmethanol (204mg, l.85mmol) was added potassium 2-methylpropane-2-olate (1M in THF, l.85mL, l.85mmol) and the mixture was stirred for 30min. The mixture was transferred to a silica gel samplet which was subsequently loaded on to a Biotage Snap column. The residue was purified by column chromatography (Si02, hexane/ethyl acetate). Combined fractions were concentrated under reduced pressure. Residue was dissolved in acetonitrile (5mL) and water (lOmL), frozen and lyophilized to yield 3-(3-((6-(pyrazin-2-ylmethoxy)pyridin-3- yl)methyl)isoxazol-5-yl)pyridin-2 -amine (20mg, 0.055mmol, 30%) as a white solid. MS: 361.2 [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; AMPLYX PHARMACEUTICALS, INC.; TRZOSS, Michael; COVEL, Jonathan; SHAW, Karen Joy; WEBB, Peter; (240 pag.)WO2019/113542; (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., SDS of cas: 6705-33-5

General procedure: Freshly prepared Ag2O (2.20 mmol) was added at room temperature to a solution of pyridin-2-ylmethanol (1.00 mmol) and 2-iodopropane (2.20 mmol) in 1,4-dioxane (10 mL) and stirred for 24 h. The reaction mixture was filtered through a Celite bed and washed with ethyl acetate. Filtrate was concentrated under vacuum.The resulting material was purified by flash chromatography on a Biotage instrumentusing 4-g flash cartridge and eluted with 12-15% ethyl acetate in hexane to give isopropyl picolinate (2) (65% yield).

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:
Article; Patil, Vikas S.; Reddy, M. Rajendar; Pal, Shyam Sundar; Sharma, Somesh; Reddy, L. Krishnakanth; Synthetic Communications; vol. 44; 14; (2014); p. 2121 – 2127;,
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, Recommanded Product: 6705-33-5

To a stirred solution pyrazin-2-ylmethanol (500 mg, 4.545 mmol) in DCM (20 ml) was added Dess-martin periodinane (2.89 g, 6.818 mmol) and stirred for 1 hr at RT. Reaction mass was diluted with DCM (100 ml) washed with saturated sodium bicarbonate solution (50 ml X 2) twice. DCM part was separated, dried over sodium sulfate, evaporated to dryness to get 300 mg crude, which was purified by column chromatography using 100-200 silica and 20% EtOAc in hexane as eluent to afford pyrazine-2-carbaldehyde (100 mg) as brown liquid.

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; CURADEV PHARMA PVT. LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Veejendra K; KAPOOR, Kishore Kamal; WO2014/141110; (2014); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 6705-33-5, These common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, 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.

To a mixture of (4-Hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1- yl) -methanone (0.57 g, 2.0 mmol), pyrazin-2-yl-methanol [CAS 6705-33-5] (0.25 g, 2.3 mmol), and triphenylphosphine (0.57 g, 2.2 mmol) in THF (20 mL) is added DEAD (0.36 mL, 2.3 mmol). The mixture is stirred at room temperature overnight and partitioned between ethyl acetate and water. The aqueous phase is extracted with ethyl acetate (2x), and the combined organic phase is dried (Na2S04) and concentrated. -The crude material is purified by SCX chromatography followed by silica gel chromatography eluting with 20% (10% 2M MeOH/CH2Cl2) /80% CH2Cl2 to 70% (10% 2M MeOH/CH2Cl2)/30% CH2C12 to yield 12 mg of the title compound. MS (ES+) 367.3

Statistics shows that Pyrazin-2-ylmethanol is playing an increasingly important role. we look forward to future research findings about 6705-33-5.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/121080; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 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.

5-Fluoro-2-(pyrazin-2-ylmethoxy)nicotinic acid (211)To a solution of 2-chloro-5-fluoronicotinic acid (1.15g, 6.6mmol) in THF (20ml) under a N2 atmosphere was added 2-pyrazinylmethanol (l .Og, 9.2mmol) followed by a portion-wise addition of NaH (60% dispersion in mineral oil, 0.79g, 20mmol). The resulting suspension was stirred at room temperature for 2 d and then quenched with 1 M NaOH (10ml). After washing with DCM (x2), the aqueous layer was acidified with concentrated HC1 until the product precipitated out of solution (~ pH 5). The solids were filtered, washed with ?() and then dried under high vacuum to afford the title compound (0.5 lg, 32%) as a cream solid.NMR delta 8.78 (IH, d, J 1.5), 8.58 (IH, dd, J 1.5, 2.5), 8.54 (IH, d, J2.5), 8.30 (IH, d, J 3.0), 8.03 (IH, dd, J3.0, 8.2), 5.49 (2H, s);MS (m/e) 250 [M+H]+, Rt 0.62 (QC Method 1)

The synthetic route of 6705-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; ASTRAZENECA UK LIMITED; BARNES, Michael, Christopher, Stratton; FLACK, Stephen, Sean; FRASER, Ian; LUMLEY, James, Andrew; PANG, Pui Shan; SPENCER, Keith, Charles; TIBERGHIEN, Nathalie, Anne, Laure; TOMKINSON, Gary, Peter; WO2011/151651; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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.

Pyrazin-2-ylmethanol (103 mg, 0.094 mmol) and thionyl chloride (546 mg, 4.59 mmol) were dissolved inDichloromethane (15 mL) and reacted for 3 h. The reaction mixture was poured into water (30 mL), extracted with ethyl acetate (30 mL ¡Á 3), and saturated saltWashed with water (15 mL) and dried over anhydrous sodium sulfate. The solvent was removed and the residue was subjected to column chromatography (eluent: PE / EtOAc (v / v)= 10/1) to obtain 87 mg of a pale yellow oil, yield: 72.34%.

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

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Liu Bing; Bai Shun; Zhou Youbo; Yang Tiping; He Wei; Zhang Yingjun; Zheng Changchun; (103 pag.)CN106749268; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 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 5 mL of diethyl ether was added 2-hydroxymethylpyrazine (100 mg, 0.9 mmol), stirred at room temperature, and 60% sodium hydride(80 mg, 2 mmol). After stirring was continued for 10 minutes, trichloroacetonitrile (202 mg, 1.4 mmol) was added,The reaction was complete after 2 hours by TLC. The residue was purified by column chromatography on a rotary evaporator (petroleum ether: ethyl acetate = 30: 1) to give 160 mg of product in 70% yield.

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; Fudan University; Shao Liming; Xu Yulong; Chen Yiyi; Li Wei; Xie Qiong; (25 pag.)CN107151254; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem