Category: 33332-29-5

Related Products of 33332-29-5, These common heterocyclic compound, 33332-29-5, name is 2-Amino-5-chloropyrazine, 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.

Description 5 2,5-Dichloropyrazine (D5); 5-Chloro-2-pyrazinamine (D4) (753 mg, 5.81 mmol) was dissolved in concentrated hydrochloric acid (8 ml), cooled in an ice-acetone bath and treated with a solution of sodium nitrite (822 mg, 11.9 mmol) in water (6 ml) dropwise over a period of 1 hour. The mixture was transferred to an ice-water bath and left to stir for 1 hour. The mixture was allowed to warm to room temperature over 2 hours, neutralised by addition of an aqueous 50percent sodium hydroxide solution and extracted with dichloromethane (x 4). The dichloromethane layers were combined, dried under magnesium sulfate and evaporated. The resulting residue was purified by Biotage column chromatography eluting with 10percent ethyl acetate in pentane to afford the title compound (112 mg). 1H NMR (CDCI3) 8.40 (2H, s).

The synthetic route of 33332-29-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/123723; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-29-5, 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. 33332-29-5, name is 2-Amino-5-chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows.

REFERENTIAL EXAMPLE 398 Methyl 2-[(5-chloropyrazin-2-yl)amino]-2-oxoacetate: The title compound was obtained from 2-amino-5-chloropyrazine synthesised in accordance with literature (Sato, Nobuhiro et al., J. Heterocycl. Chem., 1982, 19(3), 673-4) and methyl chlorooxoacetate in a similar manner to the process described in Referential Example 242. 1H-NMR (CDCl3) delta: 4.02(3H,s), 8.35(1H,d,J=1.5 Hz), 9.37(1H,d,J=1.5 Hz), 9.41(1H,br.s). MS (FAB) m/z: 216(M+H)+.

The chemical industry reduces the impact on the environment during synthesis 2-Amino-5-chloropyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; US2005/20645; (2005); 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. 33332-29-5, name is 2-Amino-5-chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 33332-29-5

General procedure: To a solution of amines 12a-f in dichloromethane (20 mL) at 0 C was added triethylamine dropwise and the solution was stirred for 10 min. Methyl 2-(chlorosulfonyl)acetate in dichloromethane (10 mL) was added slowly at the same temperature. The reaction mixture was allowed to warm to room temperature and stirred for overnight after the addition completed. Water was added once the completion of reaction, and the mixture was stirred for 15 min. The organic layer was separated and dried over anhydrous sodium sulphate. Dried residue was evaporated under reduced pressure and was purified by flash column chromatography (silica gel, petroleum ether ramping to ethyl acetate:petroleum ether = 1:1) to give 13a-f.

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 33332-29-5.

Reference:
Article; Long, Yi; Yu, Mingfeng; Li, Peng; Islam, Saiful; Goh, Aik Wye; Kumarasiri, Malika; Wang, Shudong; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5674 – 5678;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-29-5, 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. 33332-29-5, name is 2-Amino-5-chloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step A: 2-Chloro-5-isothiocyanatopyrazine CINSA solution of 5-chloropyrazin-2-amine (13.0 g, 100 mmol) and 1,1?- thiocarbonyldipyridin-2(1H)-one (27.9 g, 120 mmol) was stirred in DCM (200 mL)at room temperature for 1 h. The reaction was concentrated to ca. 100 mL volume and filtered through a pad of silica gel (1 L), washing with ethyl acetate in hexanes (10%). The filtrate was concentrated and dried to afford 2-chloro-5- isothiocyanatopyrazine (14.3 g, 83.0 mmol, 83 % yield). ?H NMR (400 MHz, chloroform-cl) 5 ppm 8.38 (d, J=1.26 Hz, 1 H) 8.18 (d, 1=1.26 Hz, 1 H). MS(LC/MS) R.T. = 1.84; [M+H] = 172.09.

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-5-chloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; HILL, Matthew D.; FANG, Haiquan; WO2013/177024; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-29-5, 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 33332-29-5 as follows.

5-CHLORO-2-PYRAZINAMINE (D47, Step 1) (2.41 g, 18.6 MMOL) was dissolved in concentrated hydrochloric acid (24 ML), cooled in an ice-acetone bath and treated with a solution of sodium nitrite (2.63 g, 38.1 MMOL) in water (18 ML) dropwise over a period of 1 hour. The mixture was cooled in an ice-water bath and left to stir for 1 hour. The mixture was allowed to warm to room temperature over 1 hour, neutralised by addition of sodium hydroxide solution (2M) and extracted with dichloromethane. The DICHLOROMETHANE layers were combined, dried under magnesium sulfate and evaporated in vacuo. The resulting residue was purified by column chromatography eluting with a mixture of ethyl acetate: pentane (1: 9) to afford the title compound (0.33 g);’H NMR (CDCI3) 8.40 (2H, s).

According to the analysis of related databases, 33332-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/56369; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 33332-29-5, 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. 33332-29-5, name is 2-Amino-5-chloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step A: To a solution of 5-chloropyrazin-2-amine (1.0 g, 7.7 mmol) in DCM (60 ml) was added a suspension of bis(difluoromethylsulfinyloxy)zinc (2.3 g, 7.7 mmol) and Fe(N03)3.9H20 (0.3 g, 0.8 mmol) in water (24 ml) and the mixture was stirred. tert-Butylhydroperoxide (2.2 ml, 5.5 M in nonane 12.1 mmol) was added in 0.2 ml portions every 45min for a total reaction time of 8 h. The reaction was diluted with DCM, washed with water, dried (Na2S04) and concentrated. Purification by flash column chromatography on silica gel (DCM:MeOH 1:0-4: 1) afforded 5- chloro-3-(difluoromethyl)pyrazin-2-amine as a yellow crystals (0.6 g, 40%). MS (m/e): 180.0. (M+H+, CI).

The synthetic route of 2-Amino-5-chloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; GREEN, Luke; PINARD, Emmanuel; RATNI, Hasane; WILLIAMSON, Patrick; (95 pag.)WO2015/197503; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 33332-29-5,Some common heterocyclic compound, 33332-29-5, name is 2-Amino-5-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.

To a solution of 48 (20 g, 0.157 mol) in DMF was added NIS (69.2 g, 0.31 mol) at 20C under N2. The reaction solution was heated to 75C and stirred for 16 h. TLC (PE: EtOAc =3:1 ) showed the reaction was completed. The reaction solution was extracted with EtOAc (200 ml. x 3) from water (300 ml_). The organic phase was washed with a.q. Na2S203 (300 ml.) and brine (300 ml_). Dried over Na2S04, filtered and purified by silica gel chromatography (gradient EtOAc : PE = from 1 :10 to 1 : 1 ) to give 49 (20 g, 50%). (0661) 1 H NMR 49 CDCIs Varian 400MHz: delta 4.83 – 5.23 (m, 2 H) 7.82 – 8.01 (m, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-5-chloropyrazine, its application will become more common.

Reference:
Patent; BASF SE; RHEINHEIMER, Joachim; RATH, Rakesh; KULKARNI, Sarang; ROSENBAUM, Claudia; WIEBE, Christine; BRAHM, Lutz; SIEPE, Isabella; HADEN, Egon; ROEHL, Franz; KHANNA, Smriti; SCHIFFER, Helmut; KREMZOW-GRAW, Doris; POONOTH, Manojkumar; (285 pag.)WO2019/57660; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-29-5, 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 33332-29-5 as follows.

General procedure: Method B is a modification of Method A and was performed under nitrogen atmosphere andwith extended work-up. Substituted benzoyl chloride (1.5 mmol, 1.2 equiv) was placed into the askunder nitrogen, diluted with dry DCM (5 mL) and dry pyridine (400 mg, 5 mmol, 4 equiv) was added.The mixture was mixed for 5 min under nitrogen. Then, 5-chloropyrazin-2-amine (162 mg, 1.25 mmol,1 equiv) dissolved in DCM (10 mL) was added dropwise over 10 min under nitrogen ow. The askwas closed by septum and stirred for additional 6 h. After reaction, the mixture was diluted with DCMto the final volume of 40 mL and washed with water (1 30 mL), 5% (m/m) aqueous NaHCO3 solution(1 30 mL), and brine (1 30 mL). The organic layer was dried over anhydrous Na2SO4 and adsorbedon silica (4 g) by evaporating the solvents under reduced pressure. Automated flash chromatographywas run using same conditions as described in Method A. If needed, the products were recrystallizedfrom hot EtOH (crystallization initiated by cooling and dropwise addition of cold water).

According to the analysis of related databases, 33332-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zitko, Jan; Mindlova, Al?b?ta; Vala?ek, Ond?ej; Jand’ourek, Ond?ej; Paterova, Pavla; Janou?ek, Ji?i; Kone?na, Klara; Dole?al, Martin; Molecules; vol. 23; 9; (2018);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33332-29-5, name is 2-Amino-5-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 33332-29-5, Safety of 2-Amino-5-chloropyrazine

Preparation of intermediate BA A mixture of 2-Amino-5-chloropyrazine (CAS [33332-29-5], 6 g, 46.31 mmol) and intermediate J (14.52 g, 69.47 mmol) in EtOH (10 mL) was stirred at 100 C for 12 h. The solvent was removed in vacuum. The residue was purified by column chromatography (petroleum ether/ethyl acetate=5/l). The product fractions were collected and the solvent was evaporated to give intermediate BA, 0.81 g, 7%.

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-5-chloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; GUILLEMONT, Jerome, Emile, Georges; MOTTE, Magali, Madeleine, Simone; RABOISSON, Pierre, Jean-Marie, Bernard; TAHRI, Abdellah; (194 pag.)WO2017/1660; (2017); 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 33332-29-5 as follows. COA of Formula: C4H4ClN3

General procedure: Method B is a modification of Method A and was performed under nitrogen atmosphere andwith extended work-up. Substituted benzoyl chloride (1.5 mmol, 1.2 equiv) was placed into the askunder nitrogen, diluted with dry DCM (5 mL) and dry pyridine (400 mg, 5 mmol, 4 equiv) was added.The mixture was mixed for 5 min under nitrogen. Then, 5-chloropyrazin-2-amine (162 mg, 1.25 mmol,1 equiv) dissolved in DCM (10 mL) was added dropwise over 10 min under nitrogen ow. The askwas closed by septum and stirred for additional 6 h. After reaction, the mixture was diluted with DCMto the final volume of 40 mL and washed with water (1 30 mL), 5% (m/m) aqueous NaHCO3 solution(1 30 mL), and brine (1 30 mL). The organic layer was dried over anhydrous Na2SO4 and adsorbedon silica (4 g) by evaporating the solvents under reduced pressure. Automated flash chromatographywas run using same conditions as described in Method A. If needed, the products were recrystallizedfrom hot EtOH (crystallization initiated by cooling and dropwise addition of cold water).

According to the analysis of related databases, 33332-29-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zitko, Jan; Mindlova, Al?b?ta; Vala?ek, Ond?ej; Jand’ourek, Ond?ej; Paterova, Pavla; Janou?ek, Ji?i; Kone?na, Klara; Dole?al, Martin; Molecules; vol. 23; 9; (2018);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem