Tag: M.W=100-200

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 32974-92-8 as follows. Recommanded Product: 1-(3-Ethylpyrazin-2-yl)ethanone

Example 1882-(N-t-butylbenzyl)aminoethyl-2-(3-ethyl)-pyrazylketone 8658 2-acetyl-3-ethylpyrazine (151 mg), benzyl-t-butyl amine (149 mg), and paraformaldehyde (40 mg) were reacted in dioxane (0.2 ml) at 130 C. for 2 hours.NMR (CDCl3) 1.1 (m, 9H), 2.7 (m, 1H), 3.1 (m, 4H), 3.7 (m, 2H), 7-7.1 (m, 1H), 8.5-8.6 (m, 1H)TG 42 (3 mumol) 22 (10 mumol) 10 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 20 (100 mumol)IICR 50 (10 mumol) 90 (30 mumol) 100 (100 mumol)

According to the analysis of related databases, 32974-92-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Japan Science and Technology Agency; US2012/277423; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 486460-21-3, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]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 486460-21-3, Formula: C6H7F3N4

To a solution of the acid (VII?) (300 mg, 0.90 mmol) and triazolopiperazine (VIII) (170 mg, 0.90 mmol) in CH2Cl2 (10 mL) is added N-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?). 1H NMR (300 MHz, d6-dmso, 100 C.) delta 7.4-7.2 (m, 7H), 6.90 (bs, 1H) 4.97 & 4.90 (AB system, J=12.9 Hz, 2×1H), 4.92 (s, 2H), 4.26-4.14 (m, 3H), 3.97 (t, J=5.5 Hz, 2H), 2.92 & 2.67 (2×dd, J=14.1, 4.9 Hz, 2×1H), 2.83-2.72 (m, 2H).

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; CHEMO IBERICA S.A.; Rasparini, Marcello; Tufaro, Roberto Rocco; Minelli, Cosima; US2014/81026; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 55557-52-3,Some common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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.

EXAMPLE 13.1 (+-)-3-[(6R,8aS)[[(3-chlorophenyl)ethynyl]hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl] pyrazine-2-carbonitrile A mixture of (+-)-(6R,8aS)-6-[(3-chlorophenyl)ethynyl]octahydropyrrolo[1,2-a]pyrazine (40 mg, 0.15 mmol), 2-chloro-3-cyanopyrazine(30 mg, 0.22 mmol), Et3N (0.1 mL) and THF (1.5 mL) was stirred at 80 C. for 4 h. The resulting mixture was concentrated and purified on silica gel column to provide product (44 mg, 81%). 1H NMR (300 MHz, CDCl3): delta (ppm) 1.62 (m, 1H), 1.85-2.25 (m, 5H), 3.02 (dd, 1H), 3.24-3.48 (m, 3H), 4.61 (dt, 2H), 7.29 (m, 3H), 7.45 (s, 1H), 8.02 (d, 1H), 8.27 (d, 1H).

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

Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS; US2007/37817; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, molecular formula is C5H7N3O, 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: C5H7N3O

2-Amino-6-methoxy-pyrazine (1.00 g, 8 mmol; CASNo. 6905-47-1 ) was dissolved in a mix of 1 :2 THF:MeCN (30 ml.), cooled to 0 0C, and treated with pyridine (0.664 g, 8.3 mmol) followed by the dropwise addition oi phenylchloroformate (1.3 g, 8.3 mmol) in THF (10 ml_). After stirring for 18 h, the resulting white solid was collected by filtration (1.3 g, 68%) and was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6905-47-1, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2009/127948; (2009); 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., name: 3,5-Dichloropyrazine-2-carbonitrile

To a solution of 3,5-dichloropyrazine-2-carbonitrile (7.00 g, 40.23 mmol) in DMF (50 mL) was added (R)-(3-BOC-amino)piperidine (8.64 g, 44.25 mmol) and DIPEA (14.0 mL, 5.74 mmol) in a dropwise manner. The mixture was stirred at room temperature for 90 min. The mixture was diluted with ethyl acetate (500 mL), washed with water (x2), dried, and concentrated in vacuo. The residue was purified by flash chromatography with 0 to 20% ethyl acetate in DCM to isolate tert-butyl N-[(3R)-1-(6-chloro-5-cyanopyrazin-2-yl)piperidin-3- yl]carbamate (12.59 g, 93% 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:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 27398-39-6, 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. 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of sodium hydride (60 wtpercent in mineral oil, 278 mg, 6.95 mmol) in DMF (10 mL) was added IH-pyrazole (279 mg, 4.11 mmol) at RT and the resulting mixture was stirred at RT for 30 mins. 3-Chloropyrazine-2-carboxylic acid (500 mg, 3.16 mmol) was added and the mixture was heated at 60 °C for 2 h. After cooling to RT, water (20 mL) was added and the mixture was extracted with 5percent MeOH in DCM (20 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to give the title compound as a solid. LRMS m/z (M+H) 191.0 found, 191.0 required.

The synthetic route of 3-Chloropyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (85 pag.)WO2016/100156; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 14508-49-7,Some common heterocyclic compound, 14508-49-7, name is 2-Chloropyrazine, molecular formula is C4H3ClN2, 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.

Example 1. Preparation of 4-{[4-(5-butylpyrazin-2-yl) piperazin-1- yl] sulfonyl}-N-hydroxytetrahydro-2H-pyran-4-carboxamide dihydrochloride. [793] Part A. Preparation of :; To a DMSO solution (350 mL) of chloropyrazine (21.3 g, 187 mmol) and 1-Boc- piperazine (31.6 g, 170 mmol) was added Cs2C03 (77g, 237 mmol). The slurry was stirred at 60C for 24 hr, and at 100C for an additional 24 hr. The cooled mixture was diluted with water (800 mL), and extracted with diethyl ether (3×500 mL). The combined organic extracts were washed with brine, dried over MgS04, and evaporated to a brown oil. The crude material was purified on a plug (200 g) of silica gel eluting with 10-40% ethyl acetate in hexane to produce 31.7 g (71%) of the desired compound in the form of a pale yellow solid. MS: 7t1/Z = 265.1 (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-Chloropyrazine, its application will become more common.

Reference:
Patent; PHARMACIA CORPORATION; WO2005/42521; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, 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 4744-50-7, Safety of 2,3-Pyrazinecarboxylic anhydride

General procedure: Pyrazine-2,3-dicarboxylic anhydride (1.0 g, 6.7 mmol) was dissolved in tetrahydrofuran (40 mL)in an Erlenmeyer flask and the corresponding substituted aniline (6.7 mmol, 1 equiv.) was added in one dose. The reaction mixture was stirred for 1 hour at laboratory temperature. Water (30 mL) was added into the mixture followed by the saturated aqueous solution of NaHCO3 until pH 6 to form thecorresponding 3-(phenylcarbamoyl)pyrazine-2-carboxylic acid 1-18. Obtained crystals were filtered off and washed with water. The progress of the procedure was monitored by TLC eluted with thesystem water/butanol/acetic acid 5:4:1.

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

Reference:
Article; Semelkova, Lucia; Jano?cova, Petra; Fernandes, Carlos; Bouz, Ghada; Jand?Ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 22; 9; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 25513-93-3, name is 3-Methylpyrazine-2-carbaldehyde, molecular formula is C6H6N2O, 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. Recommanded Product: 25513-93-3

A mixture of 2,3-dimethylpyrazine (2Og, 18.5mmol), selenium dioxide (41.06g, 37mmol) and diatomeous earth (2Og) in EtOAc (500ml) was stirred and heated at 700C for 220 hours. The mixture was allowed to cool and the insoluble matter was removed by filtration through diatomeous earth. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution and then saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was suspended in water (100ml) and hydroxylamine (45ml of a 50% aqueous solution) was added. The mixture was stirred at25 ambient temperature for 18 hours and the mixture then extracted with EtOAc. The extracts were combined, washed with saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with isohexane to give 3- methylpyrazine-2-carboxaldehyde oxime (9.65g, 38%); NMR Spectrum 2.67 (s, 3H), 8.23 (s, IH), 8.45-8.49 (m, 2H), 11.87 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25513-93-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5521-55-1, 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 5521-55-1 as follows.

A. Ethyl 5-methyl-2-pyrazinecarboxylate 5-methyl pyrazine-2-carboxylic acid (6.65 g, 48.14 mmol) was refluxed in 50 mL of EtOH containing a few drops of H2SO4 for 5h and then cooled and concentrated. The residue was redissolved in EtOAc and washed 1 x NaHCO3, 1 x brine and the organics dried (Na2SO4), filtered and concentrated to give the title compound (7.05 g, 42.42 mmol, 88% yield) as a pale yellow oil :’H NMR (CDCI3, 400 MHz) 8 9.16 (s, 1H), 8.55 (s, 1H), 4.47 (dd, J= 14.1, 7.1 Hz), 2.64 (s, 3H), 1.42 (t, J = 7. 2 Hz, 3H).

According to the analysis of related databases, 5521-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2003/76440; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem