Category: 13134-38-8

Synthetic Route of 13134-38-8, 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. 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

e) Ethyl-N-[(3,6-dimethylpyrazin-2-yl)carbamothioyl]carbamate To a solution of 3, 6-dimethyl-pyrazin-2-ylamine (5 g, 40.65 mmol) in dioxane (150ml) was added ethoxycarbonyl isothiocyanate (4.75 ml, 40.65 mmol) at 25 C, and the reaction mixture was stirred for 18 hours at 25 C. Volatiles were removed in vacuo. The resultant residue was dissolved in ethyl acetate, washed with water twice, and brine, dried over anhydrous sodium sulfate, filtered, and evaporated affording ethyl-N-[(3,6-dimethylpyrazin-2- yl)carbamothioyl] carbamate (10 g, 96.73%) as a light yellow solid. MS: m/z= 255 (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, 3,6-Dimethylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KUHN, Bernd; LERNER, Christian; RUDOLPH, Markus; SCHAFFHAUSER, Herve; WO2013/178572; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C6H9N3

[0090] To a stuffed solution of 53 mg (0.427 mmol) of furan-2,5-dicarbaldehyde and 111 mg (0.90 1 mmol) of 3,6-dimethylpyrazin-2-amine in 5 mL of DCE was added 100 tL of acetic acid and approximately 500 mg of anhydrous Na2504. After 30 mm at rt under argon, the mixture was treated with 386 mg (1.82 mmol) of sodium triacetoxyborohydride, then was stirred further for 48 h. The mixture was treated with water (– 3 mL), excess satd. aq. NaHCO3, and EtOAc, and was stuffed an additional 1 h at rt. The mixture was extracted with EtOAc (3 x). The combined organic layers were washed with brine, dried over Na2504, and concentrated in vacuo. Purification by preparative TLC (90% EtOAc/hexanes) provided 10 mg of the title compound. MS (ESj: [M + H] 339.3; [M+Na] 361.4; MS (ES): EM-H] 337.4. ?H NMR: (500 MHz, CDC13) oe 7.62 (2H, s), 6.2 (2H, s), 4.63 (4H, d, J= 5 Hz), 4.55 (2H, br s), 2.35 (6H, s), 2.31 (6H,s). Also obtained was (5- (((3 ,6-dimethylpyrazin-2-yl)amino)methyl)furan-2-yl)methanol as a side product (See Example 8).

The synthetic route of 13134-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang; STOCKING, Emily, M.; (53 pag.)WO2016/40780; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, 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. Product Details of 13134-38-8

The obtained solution of O-(mesitylsulfonyl)hydroxylamine was added dropwise to a solution of 3,6-Dimethyl-pyrazin-2-ylamine (2.07 g, 1 1 .7 mmol) in DCM (100 mL) cooled in an ice bath. The mixture was then warmed to room temperature over 15 minutes. LCMS indicated almost complete conversion to the aminated intermediate. The solvent was evaporated and the residue was dissolved in Methanol (60 mL, 1000 mmol) followed by the addition of 1 ,8-Diazabicyclo[5.4.0]undec-7-ene (3.1620 mL, 21 .144 mmol) . The solution was stirred at RT for 5 mins where methyl 2- chloropropionate (1 .26 mL, 1 1 .7 mmol) was added and the solution stirred at RT for 48 hrs. The volatiles were removed in vacuo. Water was added and the organics extracted with EtOAc. The combined organics were washed with water, brine, dried (MgSO4) filtered and the volatiles removed in vacuo. The residue was purified by flash chromatography Eluent EtOAc:Heptane, 1 :1 and the product fractions collected and evaporated to yield 2-(1 -Chloro-ethyl)-5,8- dimethyl-[1 ,2,4]triazolo[1 ,5-a]pyrazine (1 .52 g; Yield = 61 .0%; Purity = 99.3%).

The synthetic route of 3,6-Dimethylpyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; NIELSEN, Jacob; LANGGARD, Morten; JESSING, Mikkel; KILBURN, John Paul; WO2013/127817; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 13134-38-8,Some common heterocyclic compound, 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, molecular formula is C6H9N3, 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 obtained solution of O-(mesitylsulfonyl)hydroxylamine was added dropwise to a solution of 3,6-Dimethyl-pyrazin-2-ylamine (2.07 g, 1 1 .7 mmol) in DCM (100 mL) cooled in an ice bath. The mixture was then warmed to room temperature over 15 minutes. LCMS indicated almost complete conversion to the aminated intermediate. The solvent was evaporated and the residue was dissolved in Methanol (60 mL, 1000 mmol) followed by the addition of 1 ,8-Diazabicyclo[5.4.0]undec-7-ene (3.1620 mL, 21 .144 mmol) . The solution was stirred at RT for 5 mins where methyl 2- chloropropionate (1 .26 mL, 1 1 .7 mmol) was added and the solution stirred at RT for 48 hrs. The volatiles were removed in vacuo. Water was added and the organics extracted with EtOAc. The combined organics were washed with water, brine, dried (MgSO4) filtered and the volatiles removed in vacuo. The residue was purified by flash chromatography Eluent EtOAc:Heptane, 1 :1 and the product fractions collected and evaporated to yield 2-(1 -Chloro-ethyl)-5,8- dimethyl-[1 ,2,4]triazolo[1 ,5-a]pyrazine (1 .52 g; Yield = 61 .0%; Purity = 99.3%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,6-Dimethylpyrazin-2-amine, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; KILBURN, John Paul; JESSING, Mikkel; NIELSEN, Jacob; WO2013/107856; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 13134-38-8, 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. 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

To the solution of thus obtained 2-amino-3,6-dimethylpyrazine (4.0 g, 32.5 mmol) in drydichloromethane (150 mL), 6.89 g (29.5 mmol) of O-(diphenylphosphinyl)hydroxylaminewere added at room temperature. The whole was stirred at room temperature for 20 hours. The mixture was concentrated to the constant mass and after addition of isopropanol (50 mL)- toluene (10 mL) mixture concentrated again to remove traces of water. Dry residue was triturated with ethyl ether. Obtained solid was filtered-off and dried under reduced pressure.6.91 g of the title product as a brown solid were obtained (yield 66%). MS-ESI: (mlz) calculated for C6H10N4 [M+H]: 139.09, found 139.1 (pyrazinium cation); calculated for C12H11O2P [M-H]: 217.04, found 217.1 (diphenylphosphinate anion).

The chemical industry reduces the impact on the environment during synthesis 3,6-Dimethylpyrazin-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; CELON PHARMA S.A.; MOSZCZYNSKI-PETKOWSKI, Rafal; BOJARSKI, Lukasz; WIECZOREK, Maciej; MAJER, Jakub; JANOWSKA, Sylwia; MATLOKA, Mikolaj; BORKOWSKA, Malgorzata; STEFANIAK, Filip; LAMPARSKA-PRZYBYSZ, Monika; DUBIEL, Krzysztof; WO2015/177688; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 13134-38-8, These common heterocyclic compound, 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, 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.

[0093] To a stuffed solution of 280 mg (2.0 mmol) of thiophene-2,5-dicarbaldehyde in 6 mL of THF and 0.2 mL of water was added sodium borohydride (54 mg, 1.4 mmol). The reaction was stirred for 20 mm at rt. Water (5 mL) was added and the mixture was stirred for 10 mm and extracted with EtOAc (3 x). The combined organic layers were dried over Na2504, filtered and evaporated. The crude material was diluted with 10 mL of acetonitrile and cooled to 0 C. Triethylamine (0.89 mL) and methanesulfonyl chloride (0.40 mL) were added and the mixture was stilTed for 1 h at 0 C and then 1 h at rt. The mixture was treated with satd. aq. NaHCO3 and extracted with EtOAc (3 x). The combined organic layers were dried over Na2SO4, filtered and evaporated to provide 657 mg of crude thiophene-2,5-diylbis(methylene) dimethanesulfonate. A mixture of 62.1 mg of the crude mesylate, 114 mg of K2C03, and 50 mg of 3,6-dimethylpyrazin-2-amine in 1 mL of DMF was heated at 110 C in a sealed tube with stirring for 48 h. The mixture was cooled to rt, diluted with water, and extracted with EtOAc (3x). The combined organic layers were dried over Na2SO4, filtered and evaporated. Purification by column chromatography (100% EtOAc) provided 7.3 mg of the title compound. MS (ESj:[M+H] 355.3; [M+Na] 377.4; MS (ES): [M-H] 353.3.

The synthetic route of 13134-38-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROPORE THERAPIES, INC.; WRASIDLO, Wolfgang; STOCKING, Emily, M.; (53 pag.)WO2016/40780; (2016); A1;,
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 13134-38-8 as follows. Computed Properties of C6H9N3

b. 2-(Chloromethyl)-5,8-dimethylimidazo[1,2-a]pyrazine To a solution of 3,6-dimethylpyrazin-2-amine (1.0 g, 8.1 mmol) in EtOH (20 mL) was added 1,3-dichloropropan-2-one (1.03 g, 8.1 mmol). The reaction mixture was stirred at reflux for 1 h. Then the solvent was removed. The product was purified by reverse column chromatography to give the title compound as a brown solid (570 mg, yield 85%). ESI MS: m/z 196 [M+H]+. 1H NMR (400 MHz, DMSO-d5): delta 8.10 (s, 1H), 7.65 (s, 1H), 4.94 (s, 2H), 2.70 (s, 3H), 2.54 (s, 3H).

According to the analysis of related databases, 13134-38-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunovion Pharmaceuticals Inc.; US2012/178748; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem