Category: Pyrazines

Electric Literature of 127406-08-0,Some common heterocyclic compound, 127406-08-0, name is 4-(Pyrazin-2-yl)benzaldehyde, molecular formula is C11H8N2O, 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 compound from step A (6.2 g, 33.5 mmole), (1,3-dioxolan-2-yl-methyl)triphenylphosphonium bromide (22.6 g, 52.7 mmole), tris[2-(2-methoxyethoxy)ethyl]amine (11.2 ml, 34.9 mmole), sat. aq. K2CO3 (150 mls), and CH2Cl2 (150 ml) were heated at reflux for 17 hours. The mixture was cooled and the aqueous layer was washed with CH2Cl2 (2×). The combined organic layers were washed with NaHCO3, brine, dried (MgSO4), and concentrated.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(Pyrazin-2-yl)benzaldehyde, its application will become more common.

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. 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., category: Pyrazines

General procedure: Under argon, a stirred solution of appropriate carboxylic acid (0.37 mmol, 1.0 eq.) and Et3N (0.48 mmol, 1.3 eq.) in dry THF (7 mL) was cooled to -10 °C. Ethyl chloroformate (0.55 mmol, 1.5 eq.) was dropwise added and the resulting mixture was stirred for 2 h. Afterward, a solution of sodium azide (0.63 mmol, 1.7 eq.) in water (2 mL) was added in one portion. After 1 h at -10 °C, the reaction was found to be complete (TLC) and was quenched into iced water (5 mL). The mixture was extracted with EtOAc (3 * 10 mL) and the combined organic layers were successively dried over MgSO4, filtered and evaporated under reduced pressure. The crude acyl azide was placed in dry toluene (20 mL) and the mixture heated at reflux for 1 h to give the corresponding crude isocyanate. The latter was dissolved in dry dioxane (7 mL) prior to adding the amine 4 (0.37 mmol, 1.0 eq.). The solution was heated at reflux for 24 h. The reaction mixture was cooled to room temperature and the volatiles were removed to dryness in vacuum at 40 °C. The dark residue was purified by silica gel chromatography column (CH2Cl2/MeOH 99/1) to afford the desired valmerins.

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-3-methoxypyrazin-2-amine

To compound i-176 (20 g, 98 mmol, 1.00 eq.),2-isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(17.3 g, 103 mmol, 1.05 equivalent) and Na2CO3 (20.8 g, 196 mmol, 2.00 eq.) in 1,4-dioxane (160 mL)Add Pd(dppf)Cl2 to the solution in H2O (40 mL)(1.43 g, 1.96 mmol, 0.02 eq.).The resulting reaction mixture was degassed twice, each time refilled with N2,Then heat to 90 C for 15 hours. The reaction mixture was cooled to EtOAc (EtOAc)EtOAc. Water (200 mL) was added to the filtrate.The two layers were separated and aqueous was extracted with EtOAc (2 The combined organic layers were washed with brine (200 mL)Dry over anhydrous Na2SO4, filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography to give a solid compoundI-170 (16g).

The synthetic route of 5900-13-0 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 50866-30-3, 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 50866-30-3 as follows.

To a solution of N,Nbis(4-methoxybenzyl)ethanesulfonamide (Example 361.0, 73.13 g, 0.209 mol, 1.2 equiv.) in anhydrous THF (600 mL) at -78C was added n-butyllithium (83.71 mL, 0.21 mol, 2.5 M solution in hexanes, 1.2 equiv.) via additional funnel slowly, and the resulting mixture was stirred for 10 mm. A solution of 5 -methylpyrazine-2-carbaldehyde (Example 376.1, 21.3 g, 0.17 mol, 1.0 equiv.) in anhydrous THF (150 mL) was then added, and the mixture was stirred at the same temperature for 45 mm and then allowed to warm to RT for 2 h. The reaction mixture was quenched by addition of aqueous ammonium chloride (200 mL) and extracted with EtOAc (2 x 2 L). The combined organic layers were washed with brine (2 x 500 mL). After drying over anhydrous Na2SO4, the filtrate was concentrated in vacuo to afford the initial product as an oil. The oil was purified by flash column chromatography (silica gel, 230-400 mesh) to afford the two isomers. The faster moving isomer (32 g as white solid) was obtained from the column with a gradient of 10 % to 30 % EtOAc in petroleum ether. 1H NMR (400 MHz, DMSO-d6) oe 8.61 (d, J 1.5 Hz, 1H), 8.51 (d, J= 1.5 Hz, 1H), 7.22-7.11 (m, 4H), 6.90-6.80 (m, 4H), 6.10 (d, J 5.9 Hz, 1H), 5.29 (dd, J= 5.9, 2.2 Hz, 1H), 4.36-4.16 (m, 4H), 3.73 (app s, 6H), 3.70-3.66 (m, 1H) 2.50 (merged with solvent peak, 3H) and 1.10 (d, J = 7.0 Hz, 3H). LCMS (ESI positive ion) m/z: 472.4 (M+H)t

According to the analysis of related databases, 50866-30-3, the application of this compound in the production field has become more and more popular.

Related Products of 51171-02-9, 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. 51171-02-9, name is Methyl 3-Bromo-2-pyrazinecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of methyl 2-bromopyrazine-3-carboxylate (J. Med. Chem. , 1969, 12, 285) (2.2 g, 10.1 mmol) and 4-AMINO-1-BENZYLPIPERIDINE (2.0 g, 10.5 mmol) was refluxed in 2- propanol overnight. Thin layer chromatography (10% methanol in ethyl acetate) showed the reaction was complete. The solvent was evaporated, and the crude product dissolved in chloroform (100 mL), which was washed with saturated sodium carbonate solution (20 ML), and dried over magnesium sulfate. The title compound was obtained as a gum (3.8 g). MS 327 (M+1).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-Bromo-2-pyrazinecarboxylate. I believe this compound will play a more active role in future production and life.

Application of 19847-12-2,Some common heterocyclic compound, 19847-12-2, name is Pyrazinecarbonitrile, molecular formula is C5H3N3, 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.

In a 250 mL round-bottomed flask, pyrazine-2-carbonitrile (10 g, 95.1 mmol), pyridine (2.26 g, 2.33 ml, 28.5 mmol) and 2-mercaptopropionic acid (10.1 g, 95.1 mmol) were combined to give a light yellow solution. The reaction mixture was heated to 100 C. and stirred for 2 h. Upon cooling, the thick yellow mixture was diluted with 100 mL ethanol and stirred for 30 min. The slurry was then filtered, and washed with diethyl ether (2*100 mL) to give 5-methyl-2-pyrazin-2-yl-thiazol-4-ol (17.86 g, 97.1%) as yellow solid which was used directly 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 Pyrazinecarbonitrile, its application will become more common.

Electric Literature of 6924-68-1, 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. 6924-68-1 name is Ethyl pyrazine-2-carboxylate, 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.

Dissolve NaOMe (1.5 eq) in toluene and heat 90C. Add a solution of 2-pyrazine methylester (1.0 eq) and methyl acetate (2.0 eq) in toluene dropwise and heat at 90C. After 20 hours, cone. in vacuo at RT. Slurry in excess methyl acetate and reflux 20 hours. Cool to RT. Add water. Extract with EtOAc, dry (Na2SO4), filter and cone. in vacuo to give the title compound: TLC Rf= 0.58 (1: 1 EtOAc/hexanes)

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

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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H8ClF3N4

EXAMPLE 7B Example 7 is repeated with a different carbamate as starting compound, producing (R)-Benzyl-4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl)butan-2-yl-carbamate, compound (X) with R = benzyl (amide formation with carbonyl diimidazole and triazolopyrazine hydrochloride-triethylamine) Carbonyl diimidazole (510 mg, 3.15 mmol) is added in one portion at 0 C under nitrogen to a solution of (R)-3-(benzyloxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid (1.00 g, 2.62 mmol) in dry THF (5.0 mL). After 10 minutes a white precipitate appears, triethylamine (369 muL, 2.62 mmol) is added followed by 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (599 mg, 2.62 mmol) and the mixture is heated to reflux overnight. The mixture is then cooled to room temperature and water (10 mL) and toluene (10 mL) are added, the phases are separated and the organic phase is washed with water (3 x 5 mL), dried over sodium sulphate and concentrated under reduced pressure to a residue, pure enough by HPLC to carry out the debenzylation step. 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 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)

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 of 122-05-4,Some common heterocyclic compound, 122-05-4, name is Pyrazine-2,5-dicarboxylic acid, molecular formula is C6H4N2O4, 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.

Step 1: To a solution of { (S)-1 – [(S)-1 -(6-bromo-2-methoxy-naphthalen- 1 -ylmethyl)-2- oxo-2,3 ,4,5-tetrahydro- 1 H-benzo [b] [1,4] diazepin-3-ylcarbamoyl] -ethyl } -methyl-carbamic acid tert-butyl ester (Intermediate 11) (300 mg, 0.49 mmol) and pyrazine-2,5-dicarboxylic acid (41.2mg, 0.24 mmol) in pyridine (5 mL) at 0 C was added POC13 (46 tL, 0.49mmol) and the cooling bath removed. After 5 h, the mixture was diluted with dichloromethane, washed with water, dried (Na2504) and concentrated. The residue was purified by preparative reverse phase HPLC to afford tert-butyl N- [(1 S)-2- [[(35)-5- [(6-bromo-2-methoxy- 1 -naphthyl)methyl] -1- [5-[(35)-5- [(6-bromo-2-methoxy- 1 -naphthyl)methyl] -3- [[(2S )-2- [tert15 butoxycarbonyl(methyl)amino]propanoyl] amino] -4-oxo-2,3-dihydro- 1,5 -benzodiazepine- 1-carbonyl]pyrazine-2-carbonyl] -4-oxo-2,3-dihydro- 1,5 -benzodiazepin-3-yl] amino] -1 -methyl-2- oxo-ethyl]-N-methyl-carbamate (52 mg, 7.82 %) as an off white solid. LC-MS: 1355.0 (M+H).

The synthetic route of 122-05-4 has been constantly updated, and we look forward to future research findings.

Related Products of 55557-52-3, 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. 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of (1 r,4r)-4-( 1 -(3-(2-fluoropropan-2-yl)- 1 ,2,4-oxadiazol-5-yl)piperidin-4- yloxy)cyclohexanol (154 mg, 0.470 mmol) and 3-chloropyrazine-2-carbonitrile (83.8 mg, 0.601 mmol) in 2 mL THF, 1 M potassium tert-butoxide in THF (0.6 mL, 0.600 mmol) was added slowly. After stirring at rt for 0.5 h, the dark brown solution was extracted with water and CH2C12. Organic phases were dried over MgSO4, filtered, and concentrated. Residue was purified by Biotage column chromatography (Si02, hexane/AcOEt gradient). Fractions containing product were concentrated and re-purified by HPLC (CH3CN/H20 gradient + 0.1% TFA). Fractions containing product were partly concentrated and residue was extracted with 1 M NaHCO3 and CH2C12. Organic phases were dried over MgSO4, filtered, and concentrated to afford the title compound (125 mg, 0.290 mmol, 6 1.7%) as a white solid. Exact mass calculated for C2,H27FN603: 430.21, found: LC/MS m/z = 431.2 (M+H); ?H NMR (400 MHz, CDC13) oe ppm 1.51-1.60 (m, 2H), 1.66-1.76 (m, 1OH), 1.86-1.93 (m, 2H), 1.99-2.06 (m, 2H), 2.10-2.17 (m, 2H), 3.47-3.53 (m, 2H), 3.56-3.62 (m, 1H), 3.66-3.72 (m, 1H), 3.82-3.89 (m, 2H), 5.20-5.27 (m, 1H), 8.23 (d, J = 2.5 Hz, 1H), 8.30 (d, J = 2.5 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 3-Chloropyrazine-2-carbonitrile. I believe this compound will play a more active role in future production and life.