Introduction of a new synthetic route about 2-Amino-6-chloropyrazine

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

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 33332-28-4 as follows. Safety of 2-Amino-6-chloropyrazine

Step 1 To 2-amino-6-chloropyrazine (1eq) in DMSO and water is added at 0C NIS (1.1 eq) in 3 portions. The mixture is stirred in the dark for 72 h. The mixture is poured into water, extracted with EtOAe and-evaporated. The crude material is purified via flash column chromatography.

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Analyzing the synthesis route of 2-Amino-6-chloropyrazine

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-6-chloropyrazine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 33332-28-4, name is 2-Amino-6-chloropyrazine, 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 33332-28-4, category: Pyrazines

(c) N-(6-Chloro-pyrazin-2-yl)-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide This compound was prepared from benzyl 4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide and 2-amino-6-chloro-pyrazine analogous to Example 1. Yield: 49percent of theory. Melting point: 278°-279° C. (decomposition). C14 H11 ClN4 O4 S (366.79): Calc.: C–45.84percent; H–3.03percent; Cl–9.67percent; N–15.28percent; S–8.74percent. Found: C–46.10percent; H–3.16percent; Cl–9.78percent; N–15.01percent; S–8.56percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Amino-6-chloropyrazine, and friends who are interested can also refer to it.

Sources of common compounds: 2-Amino-6-chloropyrazine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33332-28-4, its application will become more common.

Some common heterocyclic compound, 33332-28-4, name is 2-Amino-6-chloropyrazine, molecular formula is C4H4ClN3, 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. COA of Formula: C4H4ClN3

To 2-amino-6-chloropyrazine (3.1 mmol), l-Boc-5-fluoroindole-2-boronic acid (3.1 mmol), Pd(PPh3)4, (100 mg, 0.0865 mmol) and K2CO3 (7.2 mmol) were added 7 mL MeCN and 3 mL H2O and the mixture was heated in a sealed tube at 80 0C for 1 h. The water layer was separated and the organic phase was dried over MgSO4. Filtration and removal of the solvent gave 1.05 g of the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 33332-28-4, its application will become more common.

The important role of 2-Amino-6-chloropyrazine

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Related Products of 33332-28-4, A common heterocyclic compound, 33332-28-4, name is 2-Amino-6-chloropyrazine, molecular formula is C4H4ClN3, 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 mixture of compound 9 (312.0 g, 2.4 mol) and K2CO3 (664.0 g, 4.8 mol) in MeOH (1.0 L) was dropwise added IC1 (704.0 g, 4.3 mol in 1.0 L of DCM) over 2 hours at 0C. Then the reaction mixture was stirred at room temperature overnight. The reaction was quenched with NaiSC aqueous solution (2M, 1.5 L). The mixture was extracted with DCM (1.0 L x 3). The combined organic phases were dried over anhydrous Na2S04, filtered and concentrated. The crude product was purified by column chromatography on silica gel (PE/EA = 10/1 to 4/1) to afford compound 10 (460 g, 75% yield) as a solid. 1HNMR (400 MHz, DMSO- 6): delta 7.68 (s, 1H), 7.07 (s, 2H). MS Calcd.: 255 MS Found: 256 ([M+H]+).

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IMARA, INC.; H. LUNDBECK A/S; SVENSTRUP, Niels; PARACHIKOVA, Anna I.; MCARTHUR, James; (133 pag.)WO2018/9424; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some scientific research about 2-Amino-6-chloropyrazine

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 33332-28-4, A common heterocyclic compound, 33332-28-4, name is 2-Amino-6-chloropyrazine, molecular formula is C4H4ClN3, 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.

6-(3-Fluorophenyl)pyrazin-2-amine To a stirred solution of 2-amino-6-chloropyrazine (2.0 g, 15.43 mmol) in a mixture of toluene (90 ml.) and ethanol (8.5 ml_) was added 3-fluorophenyl boronic acid (2.60 g, 18.51 mmol) and a 2M aqueous solution of sodium carbonate (16.2 mL, 32.40 mmol). The mixture was subjected to three cycles of evacuation-backfilling with argon, and tetrakis(triphenylphosphine)palladium (0.713 g, 0.617 mmol) was added. The mixture was subjected again to three cycles of evacuation-backfilling with argon the flask was capped and placed in a 11O0C oil bath. After 4h, the mixture was cooled, partitioned between dichloromethane and water the organic layer was washed with brine, dried (MgSO4) and evaporated. The residue was purified by silica gel flash chromatography (33percent ethyl acetate in hexanes to 50percent ethyl acetate in hexanes). Concentration in vaccuo of the product-rich fractions provided the titled compound (2.79 g, 95percent) as a yellowish solid (2.79 g, 95percent). delta 1H-NMR (CDCI3): 8.38 (s, 1 H), 7.95 (s, 1H), 7.60 (m, 2H), 7.40 (m, 1 H), 4.65 (s, 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.

The important role of 2-Amino-6-chloropyrazine

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

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 33332-28-4 as follows. Computed Properties of C4H4ClN3

To a stirred solution of 6-chloropyrazin-2-amine (0.500 g, 3.85 mmol, 1.0 eq.) in xylene (20.0 mL) was added 2-(tributylstannyl)pyridine reagent (1.42 g, 3.85 mmol, 1.0 eq.). The reaction mixture was deoxygenated using N2 gas and Pd(PPh3)4 (0.223 g, 0.05 eq. 0.192 mmol) was added. The reaction mixture was again purged with N2 and allowed to heat at 150° C. for 16 h in seal tube. Progress of the reaction was monitored by TLC and LCMS Reaction mixture was allowed to cool to RT and quenched by adding aq. NaOH and extracted using ethyl acetate (3*100 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum to get the solid which was purified by normal phase column chromatography to get the desired product (0.400 g, 60percent).

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Analyzing the synthesis route of 2-Amino-6-chloropyrazine

The synthetic route of 33332-28-4 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. 33332-28-4, name is 2-Amino-6-chloropyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H4ClN3

Example 5 N-(6-Chloro-pyrazin-2-yl)-7-fluoro-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide 4.1 g (15 mmols) of methyl 7-fluoro-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxylate-1,1-dioxide and 2.3 g (18 mmols) of 2-amino-6-chloropyrazine were reacted in 200 ml of xylene analogous to Example 2 and worked up in analogy thereto. 3.8 g (66percent of theory) of N-(6-chloro-pyrazin-2-yl)-7-fluoro-4-hydroxy-2-methyl-2H-1,2-benzothiazine-3-carboxamide-1,1-dioxide were obtained. IR (KBr): 1645 cm-1 (CO amide).

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Karl Thomae Gesellschaft mit beschrankter Haftung; US4533664; (1985); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extracurricular laboratory: Synthetic route of 2-Amino-6-chloropyrazine

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

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 33332-28-4 as follows. category: Pyrazines

p. N-(6-Chloro-2-pyrazinyl)-4-hydroxy-2-methyl-2H-naphtho[2, 1-e]-1,2-thiazine-3-carboxamide-1,1-dioxide, m.p. 209¡ã-210¡ã C (from ethanol), from 2-methyl-4-(1-pyrrolidyl)-2H-naphtho[2,1 -e]-1,2-thiazine-3-carboxylic acid chloride-1,1-dioxide and 2-amino-6-chloro-pyrazine.

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boehringer Ingelheim GmbH; US3992535; (1976); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Continuously updated synthesis method about 2-Amino-6-chloropyrazine

The synthetic route of 33332-28-4 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. 33332-28-4, name is 2-Amino-6-chloropyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C4H4ClN3

Synthesis Example 12-Amino-3,5-dibromo-6-chloropyrazine (4)To a solution of 2-amino-6-chloropyrazine (3) (8.00 g, 61.8 mmol) in acetonitrile (80 mL) was gradually added N-bromosuccinimide (NBS) (27.5 g, 155 mmol) at 0¡ã C.After elevating to room temperature, the mixture was stirred overnight (18 hours).To the mixture was added water and the product was extracted with diethyl ether (*3).The combined organic extract was washed successively with water (*1) and brine (*1), followed by drying over anhydrous sodium sulfate.After filtration and concentration under reduced pressure, the residue was purified by silica gel flash column chromatography (n-hexane/ethyl acetate=3/1) to give 2-amino-3,5-dibromo-6-chloropyrazine (4) (16.8 g, 58.5 mmol, 94.7percent) as a yellow solid. TLC Rf=0.31 (n-hexane/ethyl acetate=4/1); 1H NMR (500 MHz, CDCl3) delta 5.14 (s, 2H); 13C NMR (126 MHz, CDCl3) delta 120.7, 122.0, 146.1, 151.0.

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NATIONAL UNIVERSITY CORPORATION TOKYO MEDICAL AND DENTAL UNIVERSITY; JNC CORPORATION; US2012/232272; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Analyzing the synthesis route of 2-Amino-6-chloropyrazine

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Related Products of 33332-28-4, 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 33332-28-4 as follows.

A solution of 2-amino-6-chloropyrazine (25 g, 193.1 mmol) in MeOH (500 mL) was treated with NBS (34.3 g, 193.1 mmol), portion-wise, over 1 hour. The resulting mixture was stirred for 16 hours thereafter. TLC analysis at this time shows a small amount of starting material remaining. Another 1.4 g NBS added and reaction heated to 50¡ã C. for 2 hours. The mixture was then cooled to 38¡ã C. and treated with NCS (25.8 g, 193.1 mmol). The reaction mixture was heated to 50¡ã C. for 16 hours thereafter. The mixture was then cooled to room temperature and treated with water (500 mL). The precipitate was collected by filtration and dried in a vacuum desiccator to afford 45.4 g (97percent yield) of 2-amino-5-bromo-3,6-dichloropyrazine as a white solid: 13C NMR (75 MHz, CDCl3) delta 149.9 (s), 145.6 (s), 129.6 (s), 121.5 (s). LCMS (15-95percent gradient acetonitrile in 0.1percent TFA over 10 min), single peak retention time=4.51 min on 30 mm column, (M+H)+=244, (M+H+ACN)+=285.

According to the analysis of related databases, 33332-28-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MediBeacon Inc.; Rajagopalan, Raghavan; Dorshow, Richard B.; Neumann, William L.; Rogers, Thomas E.; (52 pag.)US2019/125902; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem