Tag: M.W=100-200

Related Products of 6164-79-0, 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. 6164-79-0, name is Methyl 2-pyrazinecarboxylate belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A stirred solution of methyl 2-pyrazinecarboxylate(4.94 g, 35.8 mmol) in methanol (350 mL)was slowly added sodium borohydride (5.410 g, 143 mmol)in 1 g portions over 10 min. Caution: The solution becameyellow and evolved heat and gas, add the sodium borohydridecautiously. The solution was stirred overnightat room temperature. H2O (20 mL) was added and thereaction was shaken vigorously. The suspension was thenevaporated to dryness under reduced pressure to an oilyyellow powder. Ethyl acetate (350 mL) was then added andthe resulting suspension was stirred vigorously overnight.The suspension was filtered and evaporated to drynessunder vacuum to give the crude product as a yellow oilwhich was used without further purification (2.80 g, ca.71%). 1H NMR (300 MHz, CDCl3): delta (ppm) 8.64 (br, 1H, H-3),8.53 (m, 1H, H-2), 8.50 (m, 1H, H-1), 4.84 (s, 2H, CH2).

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, Methyl 2-pyrazinecarboxylate, other downstream synthetic routes, hurry up and to see.

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

Electric Literature of 313339-92-3,Some common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, molecular formula is C5HCl2N3, 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.

The (4-tert-butoxy-carbonyl-aminophenyl) boric acid pinacone ester (8.26g) is added to include the magnetic stirring rod and 3,5-di-chloro-pyrazine-2-carbonitrile (5.0g), 1,1′-bis(diphenylphosphino)ferrocene palladium dichloride (1.68g) and cesium carbonate (28.1g) in the reaction container, subsequently joined 100 ml dioxane and 10 ml of water, the mixture is heated under stirring to 100 C. 1h reaction mixture after cooling to the room temperature and with the saturated aqueous solution of sodium bicarbonate (100 ml) for quenching and EtOAc (3¡Á200 ml) extraction. The combined organic phase is dried with sodium sulfate, filtered and evaporation to obtain brown oily crude product, the fast by silica gel chromatography using EtOAc and heptane mixture of purification as an eluent. The obtained product is used methyl tert butyl ether recrystallization and in the vacuum drying to obtain light yellow solid [4 – (6-chloro-5-cyano-pyrazine-2-yl)-phenyl]-amino- formic acid tert-butyl ester. Yield: 6.92g (73%).

The synthetic route of 313339-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sanofi; Nazare, M; HALLAND, N; SCHMIDT, F; WEISS, T; Dietz, U; Hofmeister, A; (76 pag.)CN103012407; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 939412-86-9, These common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, 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.

(S)-benzyl 2-((3-chloropyrazin-2-yl)methylcarbamoyl)piperidine-1-carboxylate To a solution of (3-chloropyrazin-2-yl)methanamine.HCI (3.60 g, 19.98 mmol, 40% wt) and (S)- 1-N-Cbz-pipecolinic acid (2.63 g, 9.99 mmol) in dichloromethane (40 mL) was added triethylamine (2.78 mL, 19.98 mmol) and the reaction mixture was cooled to 0C. After 15 min stirring at 0C, HATU (4.18 g, 10.99 mmol) was added. The mixture was stirred for 1 hour at 0C and then overnight at room temperature. The mixture was washed with 0.1 M HCI-solution, 5% NaHC03, water and brine, dried over sodium sulfate and concentrated in vacuo. The product was purified using silica gel chromatography (dichloromethane/methanol = 99/1 to 97/3 v/v% + triethylamine) to give 2.12 g of (S)-benzyl 2-((3-chloropyrazin-2- yl)methylcarbamoyl)piperidine-1-carboxylate (54.6%).

The synthetic route of 939412-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MSD OSS B.V.; MAN, de Adrianus, Petrus, Antonius; WIJKMANS, Jacobus C.H.M.; STERRENBURG, Jan-Gerard; RAAIJMAKERS, Hans C.A.; BARF, Tjeerd A.; BUIJSMAN, Rogier, Christian; OUBRIE, Arthur A.; REWINKEL, Johannes, Bernardus, Maria; JANS, Christiaan, Gerardus, Johannes, Maria; STOCK, Herman, Thijs; WO2013/10869; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 21279-62-9, 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 21279-62-9 as follows.

General procedure: The starting compound (1.27 mmol) was treated with 18 aliphatic amines, alicyclic amines or saturated heterocycles containing at least one nitrogen atom (2.54 mmol). Four reactions were completed by conventional heating methods. The conditions were 110 C, toluene as a solvent and pyridine (1.27 mmol) as a base. The reaction time was set to one hour. Then the reactions were completed using the microwave reactor with focused field and conditions used for syntheses were 140 C, 30 min,120 W, methanol used as a solvent and pyridine (1.27 mmol) as a base. They were set experimentally with respect to prior experience. The progress of reaction was monitored with TLC in system hexane/ethyl acetate (1:1). Then the mixture was separated by flash column chromatograph using gradient elution. Mobile phases were hexane and ethyl acetate again.

According to the analysis of related databases, 21279-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Jandourek, Ondrej; Dolezal, Martin; Kunes, Jiri; Kubicek, Vladimir; Paterova, Pavla; Pesko, Matus; Buchta, Vladimir; Kralova, Katarina; Zitko, Jan; Molecules; vol. 19; 7; (2014); p. 9318 – 9338;,
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. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., Product Details of 939412-86-9

To a solution of 3-(l -methoxy-2-methyl-l -oxopropan-2-yl)cyclohexanecarboxylic acid (1500 mg, 6.57 mmol) in THF (20 ml) was added HATU (3748 mg, 9.86 mmol), DIEA (3.44 ml, 19.71 mmol) and(3-chloropyrazin-2-yl)methanamine hydrochloride (1538 mg, 8.54 mmol) in one portion. After the addition was completed, the mixture was stirred at 25 C for 12h. The The reaction was quenched by addtion of water. The mixture was extracted with ethyl acetate several times. The combined organics was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuum. The residure was purified by column chromagrophy on silica gel (PE/THF=4) to afford methyl 2-(3-(((3-chloropyrazin-2- yl)methyl)carbamoyl)cyclohexyl)-2-methylpropanoate as a light solid. XH NMR (400 MHz, METHANOL-^) delta ppm 1.01 – 1.07 (m, 1 H) 1.12 (s, 6 H) 1.26 (d, J=12.13 Hz, 1 H) 1.32 – 1.38 (m, 2 H) 1.57 – 1.62 (m, 1 H) 1.69 – 1.77 (m, 2 H) 1.86 (br. s., 2 H) 2.30 – 2.36 (m, 1 H) 3.65 (s, 3 H) 4.60 (s, 2 H) 8.31 – 8.34 (m, 1 H) 8.50 – 8.52 (m, 1 H) ppm.

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; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph, A.; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; WANG, Jyhshing; LIU, Shilan; (85 pag.)WO2016/109219; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 4745-93-1, 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 4745-93-1 as follows.

1.1 A solution of 2.57 g (11.0 mmol) of iodine in 15 ml of DMF is added dropwise to a mixture of 1.25 g (10.0 mmol) of 5H-pyrrolo[2,3-b]pyrazine and 1.65 g (25.0 mmol) of solid potassium hydroxide in 15 ml of DMF, and the mixture is subsequently stirred at room temperature for 45 minutes. The reaction mixture is poured into 200 ml of ice-water (containing 0.5% by weight of ammonia and 0.1% by weight of sodium disulfite) and left at 5 C. for 12 hours. The resultant precipitate is filtered off with suction, washed with 100 ml of ice-water and dried in vacuo: 7-iodo-5H-pyrrolo[2,3-b]pyrazine as yellow solid.

According to the analysis of related databases, 4745-93-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; Dorsch, Dieter; Wucherer-Plietker, Margarita; Mueller, Thomas J.J.; Merkul, Eugen; US2013/217951; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 768-05-8,Some common heterocyclic compound, 768-05-8, name is Pyrazinoic acid hydrazide, molecular formula is C5H6N4O, 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.

General procedure: The desired compounds 1a-g and 2a-f were prepared by reaction between pyridoxal hydrochloride (0.15 g, 0.74mmol) and the appropriate aromatic or heteroaromatic hydrazine or N-acylhydrazine (1.1 eq., 0.81mmol) in ethanol (10.0 mL). The reaction mixture was stirred for 1-48 hours at room temperature. After that, product was purified by wash-ing with cold ethanol (3.0 mL) and cold diethyl ether (3.0 mL), leading to the pure derivatives 1a-g and 2a-f as solid in 42-86% yields.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Pyrazinoic acid hydrazide, its application will become more common.

Reference:
Article; Nogueira, Thais Cristina Mendonca; Cruz, Lucas Dos Santos; Lourenco, Maria Cristina; de Souza, Marcus Vinicius Nora; Letters in drug design and discovery; vol. 16; 7; (2019); p. 792 – 798;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 21279-62-9, These common heterocyclic compound, 21279-62-9, name is 3-Chloropyrazine-2-carboxamide, 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.

General procedure: The starting compound (1.27 mmol) was treated with 18 aliphatic amines, alicyclic amines or saturated heterocycles containing at least one nitrogen atom (2.54 mmol). Four reactions were completed by conventional heating methods. The conditions were 110 C, toluene as a solvent and pyridine (1.27 mmol) as a base. The reaction time was set to one hour. Then the reactions were completed using the microwave reactor with focused field and conditions used for syntheses were 140 C, 30 min,120 W, methanol used as a solvent and pyridine (1.27 mmol) as a base. They were set experimentally with respect to prior experience. The progress of reaction was monitored with TLC in system hexane/ethyl acetate (1:1). Then the mixture was separated by flash column chromatograph using gradient elution. Mobile phases were hexane and ethyl acetate again.

The synthetic route of 21279-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jandourek, Ondrej; Dolezal, Martin; Kunes, Jiri; Kubicek, Vladimir; Paterova, Pavla; Pesko, Matus; Buchta, Vladimir; Kralova, Katarina; Zitko, Jan; Molecules; vol. 19; 7; (2014); p. 9318 – 9338;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4858-85-9, 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. 4858-85-9 name is 2,3-Dichloropyrazine, 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.

The titled compound was prepared by the reaction of 2,3-dichloropyrazine (3.0 g, 20.13 mmol) with 4-fluorophenylboronic acid (2.68 g, 19.13 mmol) using 2M sodium carbonate solution (30 mL, 60.40 mmol) and [l, -bis(diphenylphosphino)ferrocene]dichloropalladium (II) (1.16 g, 1.00 mmol) in 1,4-dioxane (60 mL) at 90 C as per the procedure described in Step 1 of Intermediate 1 to yield 1.74 g of the product; 1H NMR (300 MHz, DMSO-i) delta 7.37 (t, = 9.3 Hz, 2H), 7.83 (t, = 8.1 Hz, 2H), 8.54 (s, 1H), 8.76 (s, 1H); APCI-MS (m/z) 209 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; DAS, Sanjib; GHARAT, Laxmikant Atmaram; HARDE, Rajendra Laxman; SHELKE, Sandeep Yadunath; PARDESHI, Shailesh Ramesh; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (181 pag.)WO2017/21879; (2017); 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