Tag: M.W=100-200

Synthetic Route of 486460-21-3, 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. 486460-21-3, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 6ATo a solution of the acid (VII’) (300 mg, 0.90 mmol) and triazolopiperazine (VIII) (170 mg, 0.90 mmol) in CH2CI2 (10 mL) is added /V-hydroxybenzotriazole (150 mg, 1 .08 mmol), and 10 minutes later, EDC (260 mg, 1 .35 mmol). The mixture, under an inert atmosphere of N2, is magnetically stirred for 4 hours until completion, then a saturated solution of sodium bicarbonate (5 mL) is added and the mixture is extracted with dichloromethane.The combined organic phases are dried and evaporated under reduced pressure. The product is purified by flash chromatography, obtaining 406 mg (86% yield) of a crystalline white solid, compound (IX’).1 H NMR (300 MHz, d6-dmso, 100 C) delta 7.4-7.2 (m, 7H), 6.90 (bs, 1 H) 4.97 & 4.90 (AB system, J= 12.9 Hz, 2 x 1 H), 4.92 (s, 2H), 4.26-4.14 (m, 3H), 3.97 (t, J=5.5 Hz, 2H), 2.92 & 2.67 (2 x dd, J=14.1 , 4.9 Hz, 2 x 1 H), 2.83-2.72 (m, 2H).

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-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHEMO IBERICA, S.A.; RASPARINI, Marcello; TUFARO, Roberto Rocco; MINELLI, Cosima; WO2012/150328; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 25911-65-3,Some common heterocyclic compound, 25911-65-3, name is 3-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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.

c) 4-Amino-2-[(3,4-dichlorophenoxy)methyl]pteridine Obtained using the procedure described in section c of Example 2, starting with 9.6 g (0.080 mole) of 3-amino-2-pyrazinecarbonitrile and 26.3 g (0.12 mole) of 2-(3,4-dichlorophenoxy)acetamidine in 520 ml of absolute ethanol. Refluxing time: 3 hours. Yld: 18.0 g (70%), m.p. 261-263 C. (ethanol/N,N-dimethylformamide). NMR (CF3 COOD): delta=5.4 (2H, s); 6.9-7.6 (3H, m); 9.2 (2H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Aminopyrazine-2-carbonitrile, its application will become more common.

Reference:
Patent; Lipha, Lyonnaise Industrielle Pharmaceutique; US5167949; (1992); A;,
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. 33332-28-4, name is 2-Amino-6-chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 33332-28-4

To a solution of 6-chloro-pyrazin-2-ylamine (5.0 g, 38.8 mmol) in chloroform (194 mL) was added N-bromosuccinimide (20.7 g, 116 mmol) under a nitrogen atmosphere and the reaction mixture was stirred at room temperature for 5 h. The resulting mixture was poured into an aqueous solution of K2CO3 (300 mL) and extracted with dichloromethane (200 mL x 4). The combined organic extracts were dried and purified by chromatography (silica, 10-20 percent ethyl acetate in hexanes) to give 3,5-dibromo-6-chloro-pyrazin-2-ylamine (4.2 g, 38percent) as a yellow solid. LC-MS: 286.0 (M-H).

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LUCAS, Matthew C.; PADILLA, Fernando; SCHOENFELD, Ryan Craig; WOVKULICH, Peter Michael; WO2014/29732; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 22047-25-2, name is Acetylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 22047-25-2

A solution of acetylpyrazine (5 g, 40.9 mmol) in N, N-dimethylformamide dimethyl acetal (10.9 mL, 81.8 mmol) and Et3N (5.7 mL) was heated at 110C for 16 h. The heating was stopped and a precipitate was formed while it was allowed to cool down to room temperature. The suspension was diluted with tert-butyl methyl ether; the solid was separated by filtration and washed with ter-butyl methyl ether. This material was triturated with the same solvent, filtered off and dried to afford the title compound 23a as a yellow solid (5.9 g, 33.3 mmol, 81% yield).’H NMR (400 MHz, DMSO-d6) 8 (ppm): 9.09 (s, 1H), 8.73 (d, J = 2.4 Hz, 1H), 8.66 (dd, J = 2.4, 1.6 Hz, 1H), 7.84 (d, J = 12.4 Hz, 1H), 6.30-6. 20 (m, 1H), 3.19 (s, 3H), 2.93 (s, 3H).

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METHYLGENE INC.; WO2005/92899; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 33332-28-4, name is 2-Amino-6-chloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C4H4ClN3

6-Chloro-5-iodo-4-ylpyrazin-2-amine To a O0C cooled stirred solution of 2-amino-6-chloropyrazine (3 g, 23 mmol) in a mixture of DMSO (90 mL) and water (2.2 mL), was added Lambda/-iodosuccinimide (5.2 g, 23 mmol) in EPO portions. After stirring for 72h, the mixture was poured into water, extracted twice with ethyl acetate, the organic layers washed with brine, dried (MgSO4) and evaporated. Flash chromatography (98:2 dichloromethane/methanol) furnished the title compound as a yellow solid (4.43 g, 76%). delta 1H-NMR (CDCI3): 7.73 (s, 1H), 4.72 (s, 2H).ESI/MS (m/e, %): 255 [(M+1) C4H3CIIN3].

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL PRODESFARMA, S.A.; WO2007/17096; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 16298-03-6,Some common heterocyclic compound, 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, molecular formula is C6H7N3O2, 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.

Bromine (3.91 g, 24.46 mmol) was added dropwise to a stirred mixture of 3- aminopyrazine-2-carboxylic acid methyl ester (1.27 g, 8.29 mmol) and hydrobromic acid (4.70 mL, 41.5 mmol) at 00C. A solution of sodium nitrite (1.44 g, 20.9 mmol) in water (6 mL) was then added dropwise. The reaction mixture was stirred for 15 min, brought to pH 8 with NaHCO3 (saturated, aqueous), and extracted with ethyl acetate (80 mL) and chloroform (50 mL). The combined organics were dried over MgSO4 and concentrated in vacuo to give 1.13 g (63%) of an orange oil which solidified on standing. LC-MS m/z 217 (M+H+); RT 1.15 mm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-aminopyrazine-3-carboxylate, its application will become more common.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/49681; (2006); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6863-73-6, name is 3-Chloropyrazin-2-amine, 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 6863-73-6, HPLC of Formula: C4H4ClN3

2-Amino-3-chloropyrazine 9 (10.0 g, 77.2 mmol) was added to a stirred suspension of NCS (11.6 g, 86.9 mmol) in chloroform (73 mL). The reaction mixture was heated at reflux for 4 h. The solution was cooled and partitioned between chloroform (180 mL) and water (2*50 mL). The organic layer was dried, filtered and concentrated. Flash chromatography on silica, eluting with chloroform, gave 10 (9.66 g, 76%) as a pale yellow solid. Mp 200-202 C; Rf (CHCl3) 0.32; numax (thin film/cm-1) 3411 (NH2), 3019 (Ar CH); (found: C, 28.89; H, 1.71; N, 24.99; C4H3N3Cl2: 0.125(H2O) requires C, 28.90; H, 1.97; N, 25.28%); deltaH (500 MHz; CDCl3) 4.96 (2H, br s, NH2), 7.90 (1H, s, 6-H); deltaC (125 MHz; CDCl3) 131.4, 134.6, 140.0, 150.3; GC-MS m/z 167, 165, 163 (M+), GC tR 2.51 min; purity 98%; HRMS (found: MH+ m/z 163.9782; requires 163.9777).

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:
Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728,16;; ; Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 5521-58-4, 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 5521-58-4 as follows.

Step 6: 5-Methoxy-4-[3-(5-methyl-pyrazin-2-yl)-ureido]-2-trifluoromethyl-benzoic acid methyl ester. To a stirred solution of 5-methoxy-4-(4-nitro-phenoxycarbonylamino)-2-trifluoromethyl-benzoic acid methyl ester (878 mg, 2.1 mmol) in 4.2 mL NMP at room temperature under nitrogen was added 2-amino-5-methylpyrazine (232 mg, 2.1 mmol) and the reaction heated to 85 C. After six hours the reaction was cooled to room temperature and a precipitate formed. The precipitate was triturated with EtOAc (25 mL) and the urea isolated by filtration as a tan solid (470 mg, 58%).

According to the analysis of related databases, 5521-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Keegan, Kathleen S.; Kesicki, Edward A.; Gaudino, John Joseph; Cook, Adam Wade; Cowen, Scott Douglas; Burgess, Laurence Edward; US2003/69284; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 95-89-6, name is 3-Chloro-2,5-dimethylpyrazine, molecular formula is C6H7ClN2, 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: C6H7ClN2

1. 2-Iodo-3,6-dimethylpyrazine 2-Iodo-3,6-dimethylpyrazine was prepared from 2-chloro-3,6-dimethylpyrazine (Aldrich) by the procedure of Hirschberg et al, J. Org. Chem. (1961) 26, 1907.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 95-89-6, its application will become more common.

Reference:
Patent; Merck Sharp & Dohme Limited; US5260293; (1993); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 486460-20-2 as follows. Safety of 3-(Trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine

The compound 4a (1g) (5.33 mmol) was hydrogenated at atmospheric pressure in ethanol (10 mL) using 10% Pd/C as catalyst (500 mg) at ambient temperature for 10 hour. The reaction mixture was filtered over celite and the celite bed was washed with 5 mL of ethanol and the filtrate was concentrated under reduced pressure. The obtained crude mass was passed through a small plug of silica using (5 to 8% of methanol in dichloromethane to give 0.9 g (87%) of the product as oil.

According to the analysis of related databases, 486460-20-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Nitlikar, Lakshmikant H.; Darandale, Sunil N.; Shinde, Devanand B.; Letters in Organic Chemistry; vol. 10; 5; (2013); p. 348 – 352;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem