Category: 5049-61-6

Reference of 5049-61-6, A common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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.

Method b:; 2-Amino-pyrazine (0.10 g, 1.05 mmol) and NCS (80 mg, 0.60 mmol) were added in a microwave tube with 1.5 mL of the anhydrous CHCl3 and sealed. The tube was placed in the microwave cavity and heated at 70C for 10 min. (70C10M60W300Psi). After the workup, the crude (0.15 g) was purified by FCC (Hexane/DCM/ AcOEt = 1 :1 :1) to afford 35 mg (yield 45%) of the product as yellow solid. 1H NMR (270 MHz; d6-DMSO), delta 7.99 (IH, s, H-6), 7.67 (IH, s, H-3), 6.65 (2H, bs, NH2). m/z (EI-MS): 129 (M+), 99, 94 ([M-Cl]+).; When the distilled chloroform used for the reaction was pre-treated over basic Al2O3, the black polymers formed in the reaction decreased dramatically. When NCS was added slowly into the refluxing 2-aminopyrazine, the product was isolated at 26%. Moreover, when microwave irradiation was used at 70C for 10 min., the yield reached 45% (Figure 4)

The synthetic route of 5049-61-6 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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., Computed Properties of C4H5N3

[0077] Method A- oxylate [0078] To a stirred solution of 2-aminopyrazine (1.0 g, 10.5 mmol) in dimethoxyethane, ethyl bromopyruvate (2.36 g, 13.0 mmol) was added at room temperature and stirred for 2.5 hours. The reaction mixture was cooled to 0C and stirred for 30 min to afford a pale brown precipitate. The precipitate was filtered and washed with ethyl acetate to give a pale brown solid. The precipitate was suspended in 50 mL ethyl alcohol and heated at reflux temperature to turn to a clear solution. After refluxing for 2 hours, the reaction mixture was concentrated under reduced pressure and then mixed with CH2CI2 and saturated aqueous NaHCC>3 solution. The mixture was filtered through a pad of Celite, and the separated organic layer was dried by Na2S04 and filtered. The residue was applied to silica gel column chromatography, and the column was eluted with (CH2Cl2:MeOH = 99:1 to 97:3), and the collected fractions were concentrated under reduced pressure. The title compound was obtained as pale yellow crystals (0.546 g, 27%). *H NMR (400 MHz, CDC13) delta 9.21 (s, 1H), 8.26 (s, 1H), 8.09 (dd, 7 = 4.7, 1.6 Hz, 1H), 7.96 (d, 7 = 4.7 Hz, 1H), 4.49 (q, 7 = 7.1 Hz, 2H), 1.45 (t, 7 = 7.1 Hz, 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.

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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., category: Pyrazines

A I L three-necked round bottom flask was charged with pyrazin-2-amine (20 g, 0.21 mol), DMSO (600 mL) and water (15 mL). To the above was added in portions N-Bromosuccinimide (77.9 g, 0.44 mol) while keeping the inner temperature below 5 C. The resulting mixture was stirred at 20 C overnight. The solvent was evaporated and the residue was purified by flash columnchromatography on silica gel with a 1 :10 EtOAc/petroleum ether, to afford 18 g (34%) of the product as a yellows solid. *H NMR (300 MHz, CDC13) delta: 8.02 (s, 1H), 4.72 (br, 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.

Application of 5049-61-6, 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. 5049-61-6 name is Pyrazin-2-amine, 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.

Description 64: 5-bromo-2-pyrazinamine (D64); In a 2 L, ice-bath cooled (NaCl) round-bottomed flask, 2-pyrazinamine (30 g, 315 mmol) was dissolved in DCM (850 ml) NBS (59.0 g, 331 mmol) was added and the reaction mixture was left stirring at 0 0C for 1 hour. The mixture was let to warm-up to room temperature and was left stirring for 1 hour. Solvent was evaporated and the crude was purified by Silica Pad eluting with DCM 100% to DCM/MeOH 90:10. The recovered product was triturated with cyclohexane. The resulting pale yellow solid was filtered through a gouch funnel and dried under vacuum to give the title compound D64 (23.6 g). Mother liquors were concentrated under vacuum to give a second batch of title compound D64 (4.8 g). Impure fractions coming from the silica pad were purified by Silica Chromatography (Biotage SP – column size 34Og) using DCM 100% to DCM/MeOH 90 : 10 as eluent. It was recovered a third batch of title compound D64 (7.2 g). UPLC (Acid Final QC): rt = 0.54 minutes, peak observed: 174 (M) C4H4BrN3 requires 174. 1H NMR (400 MHz, DMSO-J6) delta ppm 6.64 (br. s., 2 H) 7.70 (d, 1 H) 8.04 (d, 1 H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazin-2-amine, 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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., COA of Formula: C4H5N3

NBS (45 g, 253 mmol) was added in portions to a suspention of 2- aminopyrazine (25 g, 263 mmol) in dichloromethane (500 ml) over a period of 2h. The mixture was filtered and evaporated. The residue was suspended in dichloromethane (60 ml) and stirred for 10 minutes before hexane (60 ml) was added. The mixture was stirred vigorously for 15 minutes and filtrated. The yellow powder was washed with CH2CI2/ hexane 1 : 1 (3x). The solid was dis- solved in diethylether and washed with water (3x), dried (mgso4) and evaporated, yield: 15.0 g (33%). Light yellow solid. HPLC 95% Rt=I .04 (system A. 10- 97% MeCN over 3 minutes). HPLC 95% Rt=O.78 (system B. 10-97% MeCN over 3 minutes). MS (elecronspray; [M+H}+ 174.4. IH NMR (400 MHz, CHLORO- FORM-D) delta ppm 4.60 (s, 2 H) 7.76 (d, J= I .51 Hz, 1 H) 8.08 (d, J= I .51 Hz, 1 H).

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 5049-61-6, These common heterocyclic compound, 5049-61-6, name is Pyrazin-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.

2-Amino-5-bromopyrazine (15).; To a cooled solution of 2-aminopyrazine 11 (2.00 g, 21.00 mmol) in dichloromethane (50 mL) N-bromosuccinimide (NBS) (3.73 g, 21.00 mmol) was added in portion. The mixture was stirred at 0 0C for 2h and washed with Na2CO3 s.s. and water, the organic layer was dried over Na2SO4, filtered and the solvent removed under reduced pressure to get 2.80 g of the title compound 15 (77% yield) as an orange solid without further purification (mp 105-110 0C). 1H-NMR (CDCl3): 4.61 (br s, 2H), 7.75 (s, IH), 8.07 (s, IH). MS (GC-MS): m/z 174 .

Statistics shows that Pyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 5049-61-6.

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. 5049-61-6, name is Pyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Pyrazin-2-amine

To a [CH2C12] (150 mL) solution of aminopyrazine (1) (5.90 g, 62 mmol) in an ice bath was added N-bromosuccinimide (“NBS”, 11.1 g, 62 mmol) as a solid. The resulting mixture was stirred for 1 hr to form a brown slurry. The slurry was poured into 2 N [NA2C03] (150 mL), and extracted with [CH2C12] [(3X100] mL). The combined organic extracts were washed with brine, dried over [MGS04,] and evaporated to afford a brown solid. The crude material was purified on silica gel (eluting with 20-40% ethyl acetate in hexane) to afford 5.80 g (54% yield) of the desired compound (2) as an off-white solid. LCMS: [M/Z =] 174.0, 176.0 [(M+H).]

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 5049-61-6.

Reference:
Patent; PHARMACIA CORPORATION; WO2004/811; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5049-61-6, These common heterocyclic compound, 5049-61-6, name is Pyrazin-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.

To a solution of aminopyrazine (P) (1.902 g, 20 mmol, 1 eq.) in chloroform (160 ml) was added pyridine (3.4 ml, 42 mmol, 2.1 eq.) and bromine (2.15 ml, 2.1 eq.). The mixture was stirred at rt for 2 hours. The mixture was then diluted with DCM, washed with water, dried over sodium sulfate and concentrated to afford 2.583 g of title compound (yield 51%) as a light brown solid. 1H-NMR (400 MHz, DMSO-d6) delta 8.12 (s, 1H), 6.98 (br s, 2H).

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sugen, Inc.; US2004/220189; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5049-61-6,Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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.

Ethyl bromopyruvate (2.15 g, 11.04 mmol) was added to stirred solution of 2-aminopyrazine (1 g, 10.5 mmol) in 1,2-Dimethoxy ethane (10 mL). The reaction mixture was stirred at 20-35 C. for 2 h. The mixture was then filtered to obtain a solid precipitate which was dried well, dissolved in EtOH (10 mL) and refluxed for 2 h. This mixture was concentrated, diluted with aqueous saturated sodium bicarbonate solution, extracted with chloroform.-The chloroform layer was washed with water followed by brine solution, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product, which was purified by column chromatography (using 60-120 silica gel and 60% EtOAc in Hexane as eluent) to afford 450 mg of the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 9.22 (1H, s), 8.28 (1H, s), 8.12-8.08 (1H, m), 8 (1H, d, J=4.8 Hz), 4.52-4.47 (2H, m), 1.5 (3H, t).

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

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Prabhu, Ganesh; Tehim, Ashok; Paradkar, Vidyadhar; Dattatreya, Marahanakuli Prasanna; Mavinahalli, Nanjegowda Jagadeesh; US2015/5280; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5049-61-6, name is Pyrazin-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. Safety of Pyrazin-2-amine

Method B. To a suspension of 2-aminopyrazine (3 g, 31.6 mmol) in acetonitrile (50 mL) was added N-chloro-N-methoxy-4-methylbenzenesulfonamide (TSA, 8.2 g,34.7 mmol) in batches at room temperature. The reaction mixture was heated at 40 C for 4 h. Subsequently, the solvent was evaporated in vacuum and the residue was partitioned between ethyl acetate (50 mL) and saturated aqueous Na2CO3solution (20 mL). The organic layer was dried over anhydrous Na2SO4,decolorized with activated charcoal (0.8 g), and concentrated. The crude product containing ~ 5% dichlorinated impurity judged by TLC was purified by chromatography on silica gel eluting with PE/EA (10:1-2:1) to give a light-yellow solid (3.3 g, yield 80%).

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

Reference:
Article; Guo, Qi; Xu, Mingshuo; Guo, Shuang; Zhu, Fuqiang; Xie, Yuanchao; Shen, Jingshan; Chemical Papers; vol. 73; 5; (2019); p. 1043 – 1051;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem