Pyrazines

Related Products of 75907-74-3,Some common heterocyclic compound, 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol, molecular formula is C8H12N2O, 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.

(4) In a round bottom flask, add (4) (1.0 equiv), add DCM as solvent, add phosphorus tribromide (1.0-2.0 equiv) at 0 C, stir the reaction at 25 C for 1 h, TLC monitoring The formula (4) disappears, and after completion of the reaction, water is added, and dichloromethane is extracted, and the organic layer is collected, dried and concentrated to give a compound of the formula (5) as a white solid.

The synthetic route of 75907-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu University; Zou Liang; Zhang Jinming; Liu Xiaowei; Li Wei; Li Hanmei; Zhang Yan; Zhang Lele; Yang Yong; (14 pag.)CN110101872; (2019); A;,
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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5HCl2N3

11625] (R)-3-Amino-N,N-dimethylazepane- 1 -carboxamide (508) (.-200 mg crude) was dissolved in THF (7 mE), and DIEA (0.30 mE, 1.7 mmol) was added, followed by 3,5- dichloropyrazine-2-carbonitrile (100 mg, 0.57 mmol). The reaction was stirred at RT for 12 hours. The solvents were removed under reduced pressure, and the residue was purified by silica column chromatography (MeOR, DCM) to give (R)-3-(6-chioro-5-cyanopyrazin-2-ylamino)-N,N-dimethy- lazepane-1-carboxamide (509) (53 mg, 0.16 mmol, 14% yield over 3 steps).

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

Reference:
Patent; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 186534-02-1,Some common heterocyclic compound, 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, molecular formula is C8H10N2O, 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.

10110] In a 50 mE round-bottom flask, freshly prepared TMP-CHO(lSOmg, 1 mmol)was addedanddissolvedin20 mE of 1 ,2-dichloroethane, propargylamine (66 mg, 1.2 mmol) was added slowly at room temperature, the reaction was run at room temperature for 2 hours, triacetoxy sodium borohydride (424 mg, 2 mmol) was added and monitored by TEC, about 2 hours later the reaction was complete, 10 mE of 10% K2C03 was added for quenching. The resulting material was extracted with dichloromethane, dried over anhydrous sodium sulfate, filtered and concentrated, and purified with silica gel colunm chromatography (ethyl acetate:petroleum ether 3:2) to give the compound MT-012 as a yellow solid (163 mg, 86%). ESI-MS: [M+H] mlz 190.3. ?H-NMR (CDC13): 3.96 (s, 2H); 3.56 (d, J=2.4 Hz, 2H); 2.51 (s, 3H); 2.49 (s, 6H); 2.26 (t, J=2.4 Hz, 1H).

The synthetic route of 186534-02-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICAL CO., LTD; WANG, Yuqiang; YOUDIM, Moussa B.H.; SUN, Yewei; ZHANG, Zaizun; ZHANG, Gaoxiao; YU, Pei; YI, Peng; LANG, Ming; LIU, Wei; (40 pag.)US2016/326099; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 14508-49-7, 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. 14508-49-7, name is 2-Chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: (0.1mole) of 2-halo nitrogen heterocycle and (0.5 mole) of hydrazine hydrate were mixed together in a 250mL round bottom flask equipped with reflux condenser and wereheated at 100oC, progress of the reaction was monitored byTLC. After completion of the reaction the reaction mixture was cooled to (-5-0oC) for 14hr and the precipitated solid was filtered and washed with two 5ml portions of ice coldwater and dried to give the compound 1 in good yield.

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

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

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 95-58-9 as follows. Computed Properties of C5H5ClN2

Example 1.1: 3-Methyl-pyrazin-2-ylamine (2) A mixture of 2-chloro-3-methylpyrazine (50 g; 389 mmol; 3B Pharmachem, Wuhan, China) and 300 g of gaseous NH3 dissolved in 200 ml of methanol are heated under stirring in an autoclave at 1600C for 8 hours. The reaction mixture is cooled, filtered, and the solvent is evaporated. The residue is stirred in cold acetone and treated for 10 minutes in an ultrasonic bath. After filtration, the solvent is evaporated to yield the title compound, which is used in the next step without further purification. HPLC: Rt = 0.36 min.Instrument : HP Series 1100 (G.08. CHR. S003) Solvent : acetonitrile – water (0.1% TFA) Gradient : 10% acetonitrile to 99% within 4 min lmin at 99%Flow: 2.0 ml / minDetection : 220/254 nm Column: Supelco Discovery C18, 50×4.6 mm, 5mum

According to the analysis of related databases, 95-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONCALIS AG; CAPRARO, Hans-Georg; WO2010/83617; (2010); 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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4BrN3

General procedure: 2-Bromo-5H-pyrrolo[3,2-b]pyrazine(4; 0.471 g,2.39 mmol), 4-pyridylboronic acid (0.58 g, 4.72 mmol), dichloro 1,1′-bis(diphenylphosphino)ferrocenepalladium (II) dichloromethane adduct (0.097 g, 0.12 mmol), acetonitrile(3 mL) and 1M sodium carbonate (3 mL) were placed in a 10 mL CEM microwavevial. The vial was capped and irradiated in a CEM microwave reactor for 30minutes at 150 C.Water (3 mL) and ethyl acetate (9 mL) were added the layers were partitioned. Theaqueous layer was extracted with ethyl acetate (2 x 10 mL). The combined organicextracts were washed with saturated sodium chloride (5 mL), dried over MgSO4and concentrated under reduced pressure. The residue was purified by preparativereverse phase HPLC to give 2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazine(14; 0.28 g,60%) as an off white solid: 1H NMR (400 MHz, DMSO-d6) delta 12.24 (s, 1H), 9.00(s, 1H), 8.69 (dd, J = 4.5, 1.6 Hz, 2H), 8.12 (dd, J = 4.5, 1.6Hz, 2H), 7.98 (d, J = 3.6 Hz, 1H), 6.74 (d, J = 3.6 Hz, 1H); ESMSm/z 197.1 (M+1).

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 875781-43-4.

Reference:
Article; Burdick, Daniel J.; Wang, Shumei; Heise, Christopher; Pan, Borlan; Drummond, Jake; Yin, Jianping; Goeser, Lauren; Magnuson, Steven; Blaney, Jeff; Moffat, John; Wang, Weiru; Chen, Huifen; Bioorganic and Medicinal Chemistry Letters; vol. 25; 21; (2015); p. 4728 – 4732;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 369638-68-6, A common heterocyclic compound, 369638-68-6, name is tert-Butyl (5-methylpyrazin-2-yl)carbamate, molecular formula is C10H15N3O2, 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.

5-Methylpyrazin-2-amine To a flask fitted with overhead stirrer, condenser, thermometer and nitrogen line was added tert-butyl (5-methylpyrazin-2-yl)carbamate (1.0 eq), and water (6.85 vols). The mixture was heated to 70 C. and trifluoroacetic acid (TFA) (1.2 eq) was added slowly drop-wise over 90-120 minutes. Water (0.22 vols) was added to wash the TFA into the flask. The reaction mixture was heated at 65-75 C. for at least 30 minutes, and then cooled to 15-25 C. Then 32% w/w sodium hydroxide (1.30 eq) was added drop-wise over 30-60 minutes maintaining the reaction temperature between 15-40 C. Water (0.22 vols) was added to wash the sodium hydroxide into the flask. N-Propylacetate (7.0 vols) was added and the mixture agitated for 45 minutes at 20 C. The layers were separated, the organic layer was retained and the aqueous layer was returned to the flask. N-Propylacetate (7.0 vols) was added and the mixture agitated for 45 minutes at 20 C. The layers were separated, the organic layer was retained and the aqueous layer was returned to the flask. This process was repeated twice. The combined organic layers were filtered through a filter containing silica (20% w/w) into a clean dry flask. The mixture was heated to 40 C. and then vacuum distilled to a final volume of 1.0-1.33 vols. Toluene (3.0 vols) was added, and the vacuum distillation continued at 40 C. to a final volume of 1.0-1.33 vols. This process was repeated twice. The resulting mixture was cooled to 5 C., and agitated for 1 hour at this temperature then filtered, washed with toluene (0.3 vols) at 0-5 C. The batch is slurry washed with toluene (1.0 vol) at 0-5 C. After drying at 45 C. overnight, the desired product was obtained as a solid (corrected yield typically 75%). 1H NMR delta (400 MHz CDCl3): 7.92 (s, 1H), 7.87 (s, 1H), 4.6 (bs, 2H), 2.40 (s, 3H)

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; AstraZeneca AB; US2010/210621; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 24241-18-7, 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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Example 54; Step 1; A suspension of 1 (3 g, 11.64 mmol) in 25% aq. NH4OH (15 mL) in sealed tube was heated at 110 C. for 16 h. After completion of reaction (reaction progress was monitored by TLC), the reaction mixture was partitioned between ethyl acetate-water (3¡Á50 mL). The combined extracts were washed with saturated brine, dried and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel eluted with 15% ethyl acetate-hexane to afford 2 as a yellow solid (2.1 g, 93%). MS m/z (ES): 189 (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-Amino-3,5-dibromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; de Vicente Fidalgo, Javier; Hermann, Johannes Cornelius; Lemoine, Remy; Li, Hongju; Lovey, Allen John; Sjogren, Eric Brian; Soth, Michael; US2011/59118; (2011); 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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrN3

General procedure: [0204] A suspension of 6-bromoimidazo[1,2-a]pyrazine 16* (13 mmol), a boronic acid (14 mmol) and potassium carbonate(42 mmol) in dioxane (40 mL) plus water (5 mL) was stirred under nitrogen for 10 minutes. (dppf)PdCl2 (1.3mmol) was added and the resulting suspension was stirred at 90 C for 2.5 hours. The reaction mixture was evaporatedunder reduced pressure and the residue was partitioned between dichloromethane and water, the organic phase wasseparated and evaporated under reduced pressure. The crude product was purified by flash chromatography to givethe intermediate 19.

According to the analysis of related databases, 912773-24-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 870787-06-7, The chemical industry reduces the impact on the environment during synthesis 870787-06-7, name is 3-(Trifluoromethyl)pyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 17. Production of N-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pheny}-3-trifluoromethylpyrazine-2-carboxamide (compound No. 1-42) 3-Trifluoromethyl-2-pyrazine carboxylic acid (192 mg, 1 mmol), 3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline (199 mg, 1 mmol), 2-chloro-1-methylpyridinium iodide (255 mg, 1 mmol) and triethylamine (303 mg, 3 mmol) were dissolved in THF (10 ml) and refluxed under heating for 2 hours. The reaction solution was diluted with ethyl acetate, followed by washing with water. The organic layer was dried over magnesium sulfate anhydride, and concentrated under reduced pressure, and then the solution was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 293 mg of the desired compound as paste state. Yield: 62% Property: nD 1.4825 (27.7C)

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)pyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIHON NOHYAKU CO., LTD.; EP1757595; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem