Tag: M.W=100-200

Synthetic Route of 55557-52-3, The chemical industry reduces the impact on the environment during synthesis 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

3-Chloro-2-cyanopyrazine (2.24 g, 1.6 eq), 4-amino-2-pyrimidinecarboxylic acid(1.39g, 1eq) and potassium carbonate(4.1g, 3eq) solution in 20mL DMF, stirred and heated to 60 C, reaction for 5h,Cool to room temperature, filter, and refine the solution with (DCM / MeOH = 20:1).Obtained a yellowish solid product 1.73g(Yield: 71%).

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

Reference:
Patent; Jiangxi Runze Pharmaceutical Co., Ltd.; Liao Niansheng; Hu Xiande; Zhou Liming; Sui Guilan; (22 pag.)CN109568256; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, 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 78342-42-4, Recommanded Product: (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

INTERMEDIATE 2; (3R)-3-f (l, 1-Dimethylethoxycarbonyl) aminol-4-r2-fluoro-4- (trifluoromethyl) phenyll- butanoic acid; Step A. (2R, 5S)-2, 5-Dihydro-3 6-dimethoxy-2-(2′-fluoro-4′- (trifluoromethyl) benzyl)-5-isopropylpyrazine ; To a solution of 3.32 g (18 mmol) of commercially available (2S)-2, 5- dihydro-3,6-dimethoxy-2-isopropylpyrazine in 100 mL of tetrahydrofuran at-70 °C was added 12 mL (19 mmol) of a 1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (19.5 mmol) of 2-fluoro-4- trifluoromethylbenzyl bromide in 20 mL of tetrahydrofuran was added and stirring was continued for 3 h before warming the reaction to ambient temperature. The reaction was quenched with water, concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethyl acetate in hexanes) afforded 5.5 g of the title compound. 1H NMR (500 MHz, CDC13) 6 7.33- 7.25 (m, 3H), 4.35-4. 31 (m, 1H), 3.75 (s, 3H), 3.65 (s, 3H), 3.60 (t, 1H, J = 3.4 Hz), 3.33 (dd, 1H, J = 4.6, 13.5 Hz), 3.03 (dd, 1H, J = 7,13. 5 Hz), 2.25-2. 15 (m, 1H), 1.0 (d, 3H, J = 7 Hz), 0.66 (d, 3H, J = 7 Hz).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK & CO., INC.; WO2003/82817; (2003); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 4430-75-5,Some common heterocyclic compound, 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, molecular formula is C8H16N2, 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.

Step 12a:; A solution of acid 49 (50 mg, 0.125 mmol) in CH2C12 (2 mL) was treated with oxalyl chloride (100 muL, 1.16 mmol). After 20 min, the reaction mixture was concentrated in vacuo, diluted with CH2CI2 (1 mL) and treated with Et3N (130 muL, 1.20 mmol) followed by (+/-)-1,4-diazabicyclo[4.4.0]decane (140 mg, 1.0 mmol). After 18 h, the reaction mixture was diluted with saturated aqueous NH4CI and extracted with CH2CI2 (2x). The combined organic layers were washed with saturated aqueous NaHC03, dried over MgS04 and concentrated in vacuo. Preparative TLC (0.5:4.5:95 NH40H/MeOH/CH2CI2), afforded Example 40 (42.0 mg, 65%) as a yellow oil. Example 40: LCMS (ES): time 3.45 min, m/z 520.3 (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 Octahydro-2H-pyrido[1,2-a]pyrazine, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2005/97768; (2005); A2;,
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

(iii) 2-Amino-5-chloropyrazine (1.7 g) was dissolved in chloroform (190 ml) and pyridine (1.3 ml) was added under an argon atmosphere. The flask and its contents were protected from light and a solution of bromine (0.7 ml) in chloroform (85 ml) was added over a period of 1 hour. After stirring for 2 hours more bromine (0.07 ml) in chloroform (8.5 ml) was added and, after stirring for 30 minutes, pyridine (0.2 ml) was added. The reaction mixture was stirred for a further 30 minutes then washed with water (50 ml) and the organic phase was separated. The solvent was removed by evaporation and the residue was purified by chromatography through a bed of silica (90 g), eluding with hexane (200 ml) followed by dichloromethane. Dichloromethane fractions containing the product were evaporated to give 2-amino-3-bromo-5-chloropyrazine (1.68 g); 1 H NMR (d6 DMSO): 6.94 (br s, 2H), 8.09 (s, 1H); mass spectrum (+ve CI): 208 (M+H)+.

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; Zeneca Ltd.; US5668137; (1997); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 13924-94-2,Some common heterocyclic compound, 13924-94-2, name is Methyl 5-aminopyrazine-2-carboxylate, molecular formula is C6H7N3O2, 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.

A solution of methyl 5-aminopyrazine-2-carboxylate (2 g, 13.06 mmol, 1.00 equiv), N-bromosuccinimide (2.8 g, 15.73 mmol, 1.20 equiv) in acetonitrile (30 mL) was stirred overnight at room temperature. The reaction mixture was directly concentrated under vacuum and the residue was purified by silica gel chromatography eluting with ethyl acetate/petroleum ether (1:1) to afford 1.6 g (53%) of the title compound as a yellow solid. LC-MS (ES, m/z): 232[M+H]+.

The synthetic route of 13924-94-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Blaquiere, Nicole; Castanedo, Georgette; Feng, Jianwen A.; Hu, Baihua; Staben, Steven; Yuen, Po-wai; Wu, Guosheng; Lin, Xingyu; Burch, Jason; US2015/57260; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2,5-dichloropyrazine 3.0 g, sodium hydride (60percent, oil) 880 ml, and NMP 50 ml was added to 2.3 g of benzyl alcohol under ice-cooling. The reaction mixture was warmed to room temperature and stirred at room temperature for 5 hours. The resulting reaction mixture was added with water and extracted with ethyl acetate. The resulting organic layer was washed with saturated brine, dried over sodium sulfate, concentrated under reduced pressure, and the resulting residue was subjected to silica gel column chromatography to give 3. lg of an intermediate of the following formula 1 .

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, 2,5-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; ORIMOTO, KOHEI; NOKURA, YOSHIHIKO; NAKAJIMA, YUJI; TANABE, TAKAMASA; KIMURA, TAKAHIRO; (305 pag.)TW2017/26631; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, 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 16298-03-6, Recommanded Product: Methyl 2-aminopyrazine-3-carboxylate

Compound 2 (27.6 g, leq) was added to acetonitrile (276 ml)Stir at room temperature,NBS (25.1 g, 1.01 eq) was added in portions,Stirred at room temperature overnight,TLC showed that after the reaction (20 ~ 30 h)Add water (300 ml)The pH was adjusted to 7 with Na2CO3 solution,Ethyl acetate extraction (3 x 50 ml),Combined organic phase,Dried over anhydrous sodium sulfate and filtered,The solvent was distilled off under reduced pressure,To give crude 3-amino-6-bromopyrazine-2-carboxylic acid methyl ester,30 times the dichloromethane was added (the weight ratio of the crude product to methylene chloride was 1:25 C)50) After refluxing for 0.5 h,Filter,The mother liquor was distilled off to dichloromethane,And then 20 times the ethanol (steamed and ethanol weight ratio of 1:5 to 30) recrystallization,Crystallization at 25 to 30 C gives a pale yellow solid 3,Yield 89%.

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, Methyl 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Central South University; Liu Fengliang; Li Cuiqin; (19 pag.)CN106866553; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, 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 875781-43-4, Application In Synthesis of 2-Bromo-5H-pyrrolo[2,3-b]pyrazine

Under the protection of nitrogen content 60% of NaH 12 mmol suspended in DMF 30 ml in, adding dissolved in 10 ml DMF of the B – 110 37.4 mmol, reaction 1 h after, adding dissolved in 20 ml DMF to toluene sulfonyl chloride 12 mmol, 30 C reaction 8 h after, the reaction mixture of ethyl acetate extraction 2 time, the combined ethyl acetate after drying, after recovering ethyl acetate, petroleum ether ethyl acetate column chromatography (5:1), the obtained product is 3.0 g, yield 86%

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-Bromo-5H-pyrrolo[2,3-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Normal University; Li Xinsheng; Chen Xueke; Luo Hongmin; (13 pag.)CN109369659; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, molecular formula is C6H6N2O2, 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. Computed Properties of C6H6N2O2

General procedure: Under Argon, a stirred solution of carboxylic acid (0.37 mmol,1.0 eq.) and Et3N (0.48 mmol, 1.3 eq.) in dry THF (7 mL) was cooledto 10 C. Ethyl chloroformate (0.55 mmol, 1.5 eq.) was drop wiseadded and the resulting mixture was stirred for 2 h. Afterwards, asolution of sodium azide (0.63 mmol, 1.7 eq.) in water (2 mL) wasadded in one portion. After 1 h at 10 C, the reactionwas found tobe complete (TLC) and was quenched into iced water (5 mL). Themixture was extracted with EtOAc (3 10 mL) and the combinedorganic layers were successively dried over MgSO4, filtered andevaporated. The crude acyl azide was placed in dry toluene (20 mL)and heated at reflux for 1 h to give the corresponding crude isocyanate.The latter was placed in dry dioxane (7 mL) prior to addingthe appropriate amine 8, 9 or 10 (0.37 mmol, 1.0 eq.). The solutionwas heated at 100 C for 24 h. The reaction mixture was cooled andthe volatiles were removed to dryness in vacuum at 40 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5521-55-1, its application will become more common.

Reference:
Article; Boulahjar, Rajaa; Ouach, Aziz; Bourg, Stephane; Bonnet, Pascal; Lozach, Olivier; Meijer, Laurent; Guguen-Guillouzo, Christiane; Le Guevel, Remy; Lazar, Said; Akssira, Mohamed; Troin, Yves; Guillaumet, Gerald; Routier, Sylvain; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 274 – 287;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 113305-94-5, name is 5-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 113305-94-5, Quality Control of 5-Aminopyrazine-2-carbonitrile

To a solution of 5-aminopyrazine-2-carbonitrile (0.6 g, 4.99 mmol) in dry EtOH (9 mL) were added sodium bromide (0.257 g, 2.49 mmol) and chloroacetone (2.01 mL, 24.95 mmol) portionwise. The reaction mixture was heated at 80C for 16 h with stirring, then allowed to cool to r.t. The solvent was removed in vacuo, then the solids were taken up in DCM (100 mL) and washed with saturated aqueous NaHC03 solution (50 mL).The phases were separated and the aqueous phase was extracted with DCM (2 x 50 mL).The combined organic layers were washed with brine (50 mL), then dried (MgS04), filtered and concentrated. Purification by column chromatography, eluting with EtOAc/ heptane (20-100%>), yielded the title compound (220 mg, 28%).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHOVATIA, Prafulkumar Tulshibhai; FOULKES, Gregory; JOHNSON, James Andrew; JONES, Severine Danielle; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LOKE, Pui Leng; LOWE, Martin Alexander; MANDAL, Ajay; NORMAN, Timothy John; PALMER, Christopher Francis; PEREZ-FUERTES, Yolanda; PORTER, John Robert; SMYTH, Donald; TRANI, Giancarlo; UDDIN, Muhammed; ZHU, Zhaoning; (207 pag.)WO2016/198400; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem