Month: September 2021

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. 889447-19-2, name is 2-Chloro-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H4ClN3

2-Chloro-5H-pyrrolo[2,3-b]pyrazine (80 mg, 1.82 mmol) was dissolved in 2-methyltetrahydrofuran (10 mL), and NIS (451 mg, 2.00 mmol) was added thereto. The resulting reaction solution was allowed to react at room temperature overnight.The reaction was quenched by the addition of saturated sodium thiosulfate (50 mL).The aqueous phase was extracted with ethyl acetate (50 mL X 2).The combined organic phases were washed with brine (80 mL).Dry over anhydrous sodium sulfate, filter, and dilute the solvent under reduced pressure.The residue was purified by silica gel column chromatography(petroleum ether/ethyl acetate (nu/nu) = 20/1-4/1),The title compound was obtained as a yellow solid ( 456 g, 89%).

The synthetic route of 889447-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Wang Yejun; Yi Kai; Lei Yibo; Zhang Yingjun; S ·geerdeman; Yan Huan; Nie Biao; Xu Juan; Chen Jianping; Chen Yunfu; Zhang Weihong; Cheng Lijun; Ye Weiliang; (197 pag.)CN110117285; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 25911-65-3, name is 3-Aminopyrazine-2-carbonitrile, 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 25911-65-3, category: Pyrazines

a) 4-Amino-2-(benzyloxymethyl)pteridine Obtained using the procedure described in section c of Example 2, starting with 12.0 g (0.10 mole) of 3-amino-2-pyrazinecarbonitrile and 25.0 g (0.15 mole) of 2-(benxyloxy)acetamidine [prepared according to W. J. Haggerty Jr. and W. J. Rost, J. Pharm. Sci. 1969, 58, 50] in 400 ml of absolute ethanol. Refluxing time: 4 hours. Yld: 15.4 g (58%), m.p. 112-114 C. An analytical sample was obtained by recrystallization from ethanol, followed by washing with dilute hydrochloric acid and finally recrystallization from ethyl acetate. M.p. 131-133 C. NMR (DMSO-d6): delta=4.6 (2H, s); 4.7 (2H, s); 7.1-7.6 (5H, m); 8.3 (2H, peak exchangeable with CF3 COOD); 8.8 (1H, d); 9.0 (1H, d).

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-Aminopyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Lipha, Lyonnaise Industrielle Pharmaceutique; US5167949; (1992); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 768-05-8, name is Pyrazinoic acid hydrazide, A new synthetic method of this compound is introduced below., Quality Control of Pyrazinoic acid hydrazide

General procedure: Acid hydrazides 18(a-j) (1.0 mmol)were dissolved in ethanol (50 mL),and to this potassiumhydroxide was added (1.49 mmol) which is dissolved inwater (2 mL), and then carbondisulfide was added(4.0 mmol). Then, the reaction mixture was heated at reflux for 10-12 h. Solvent was evaporated, and the residue wasacidified with 10 % HCl. The precipitate was collected byfiltration, washed with water and dried. The products 19(a-j) were used without further purification.

The synthetic route of 768-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Murty; Penthala, Raju; Polepalli, Sowjanya; Jain; Medicinal Chemistry Research; vol. 25; 4; (2016); p. 627 – 643;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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 starting 5-chloropyrazine-2-carboxylic acid (317 mg, 2 mmol) was converted to5-aminopyrazine-2-carboxylic acid (1) by substitution reaction with 25% (m/m) aqueous solutionof ammonia (3 mL). The reaction was carried out 10 mL microwave pressurized vials with stirring(reaction temperature: 100 C, reaction time: 30 min, power output: 80 W). The reaction was repeated20 times to yield reasonable quantity of the starting acid. Once the reaction was completed, the vials content was put onto Petri dish and heated above a water bath with intermittent stirring until a drysolid was obtained (ammonium salt of the product). To get the free acid form, the ammonium salt wasdissolved in water and drop-wise acidified with 10% hydrochloric acid to reach pH of 4. The mixturewas then left to cool down in room temperature for 5 min then kept in the fridge for 15 min. The formedfree acid crystals were filtered off by filtration paper with suction and left to dry overnight. After itwas dried, the resulting 5-aminopyrazine-2-carboxylic acid (1) was esterified in several microwavepressurized vials; 3 mL of anhydrous propanol and 2 drops of concentrated sulfuric acid were added to278 mg (2 mmol) of compound 1 in each vial. The esterification was carried out in microwave reactor(reaction temperature: 100 C, reaction time: 1 h, power output: 80 W). The completion of reaction wasmonitored by TLC in system hexane/ethyl acetate (EtOAc) (1:3). The ester was then purified by flashchromatography using gradient elution 40 to 100% EtOAc in hexane.

The synthetic route of 36070-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bouz, Ghada; Juhas, Martin; Niklova, Pavlina; Jand?ourek, Ond?ej; Paterova, Pavla; Ek, Ji?i Janou; T?mova, Lenka; Kovalikova, Zuzana; Kastner, Petr; Dole al, Martin; Zitko, Jan; Molecules; vol. 22; 10; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 33332-25-1

Intermediate 33: 5-Chloropyrazine-2-carboxylic acid To a solution of methyl-5-chloropyrazine-2-carboxylate (120 mg, 0.70 mmol) in a mixture of acetonitrile (2 mL) and DMF (1 mL) was added lithium chloride (295 mg, 6.95 mmol). The suspension was heated to 160 C. for 5 minutes in a microwave after which time the reaction was diluted with water (10 mL). Saturated sodium bicarbonate solution (20 mL) was added and the aqueous layered extracted with ethyl acetate (2*30 mL). The organic extracts were discarded and the aqueous layer adjusted to pH 4 with 1N hydrochloric acid. The aqueous phase was extracted twice with ethyl acetate (20 mL) and the combined organics washed with water (2*20 mL) and brine (10 mL) and dried (MgSO4). The volatiles were removed under reduced pressure to afford the product (68 mg). 1H NMR delta (400 MHZ, CDCl3): 7.20 (1H, br s), 8.72 (1H, s), 9.21-9.21 (1H, m); m/z 157 (M-H)+.

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US2008/171734; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 77112-53-9, The chemical industry reduces the impact on the environment during synthesis 77112-53-9, name is Imidazo[1,2-a]pyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

General procedure: Imidazo[1,2-a]pyrazine-2-carboxylic acid (5) (1.0 equiv.) Mukaiyama?s reagent and 2-chloro-1-methylpyridinium iodide (1.2 equiv.) were suspended in DMF (5.0 mL) under nitrogen atmosphere. Into the reaction mixture, aliphatic/aromatic amines (6a-l) (1.0 equiv.) and 1-methylimidazole (2.0 equiv.) were added. A homogeneous solution was formed after a gentle stirring. The reaction mixture was sealed in a microwave glass reactor and then irradiated by microwave oven at a constant temperature of 80 C with continuous stirring (1 min ramp, 15 min reaction time). After the reaction was completed, the solvent was removed through a rotary evaporator and the resulting residue was extracted by a biphasic system of 45 mL diethyl ether and 45 mL water. After the layer separation, the ether layer was dried by anhydrous sodium sulphate, followed by an evaporation of ether to get compounds 7a-l (Scheme-I).

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, Imidazo[1,2-a]pyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Jyothi, Boggavarapu; Madhavi, Nannapaneni; Asian Journal of Chemistry; vol. 32; 1; (2020); p. 84 – 90;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 41110-29-6, name is Methyl 3-methylpyrazine-2-carboxylate, molecular formula is C7H8N2O2, 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: C7H8N2O2

In a 1-L flask, the methyl 3-methylpyrazine-2-carboxylate (step 1, 16.08 g, 106 mmol) was suspended in CHCl3 (300 mL). 3-chlorobenzoperoxoic acid (Aldrich, 24.62 g, 143 mmol) was added. The reaction mixture was heated to 70 C. for 16 h. The reaction mixture was quenched with saturated NaHCO3 (200 mL). The layers were separated, and the aqueous layer was further extracted with DCM (2×100 mL). The combined organic layers were dried over MgSO4, and the filtrate was concentrated to afford the title compound. MS m/z=169 (M+H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 41110-29-6, its application will become more common.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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

Reference of 1379338-74-5,Some common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, molecular formula is C7H3Cl2N3, 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.

Intermediate 5: 1 ,1-Dimethylethyl (3 ~)-3-fr(7-chloropyridor3,4-blpyrazin-5- yl)amino1methviyi-piperidinecarboxylate; 5,7-dichloropyrido[3,4-b]pyrazine (1g, 5.00mmol) was taken up in N-Methyl-2- pyrrolidone (NMP) (10ml) and treated with 1 , 1-dimethylethyl (3f~)-3-(aminomethyl)-1- piperidinecarboxylate (1.179g, 5.50mmol) (Apollo Scientific Ltd) and diisopropylethylamine (1.310ml, 7.50mmol). The reaction was irradiated in a Biotage microwave at 130C for 30min. The reaction was partitioned between EtOAc (100ml) and water (100ml). The organic layer was washed with brine (100ml), dried using a hydrophobic frit and concentrated to give a black solid. This solid was purified on silica (50g) and eluted with a 10-40% EtOAc/cyclohexane gradient. The appropriate fractions were combined and concentrated to give the title compound as a deep orange solid (1.542g).LCMS (Method B): Rt = 1.28min, MH+ = 377.92

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,7-Dichloropyrido[3,4-b]pyrazine, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; ATKINSON, Francis Louis; ATKINSON, Stephen John; BARKER, Michael David; DOUAULT, Clement; GARTON, Neil Stuart; LIDDLE, John; PATEL, Vipulkumar Kantibhai; PRESTON, Alexander G; SHIPLEY, Tracy Jane; WILSON, David Matthew; WATSON, Robert J; WO2012/123312; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 22047-25-2,Some common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, molecular formula is C6H6N2O, 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.

Preparation 4; 1-Pyrazin-2-yl-ethylamine; The synthetic procedure used in this preparation is outlined below in Scheme F. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dicholromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

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

Reference:
Patent; Roche Palo Alto LLC; US2009/163499; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem