Tag: M.W=100-200

Related Products of 2882-21-5, 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. 2882-21-5, name is 2-Methoxy-6-methylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-methoxy-6-methylpyrazine (21.3 g, 171.6 mmol) in AcOH (150 mL) was added NaB02-H202-3H20 (31.7 g, 205.9 mmol). The mixture was stirred at 80C for 16 hours. The mixture was cocentrated in vacuo and diluted with 2 M aq. NaOH (300 mL). The mixture was extracted with EtOAc (200 mL chi 4). The organic layer was washed with brine (100 mL), dried over Na2S04 and concentrated in vacuo to give 3-methoxy-5-methylpyrazine 1-oxide (14.4 g, 60% yield).

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-Methoxy-6-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 54409-13-1,Some common heterocyclic compound, 54409-13-1, name is 6-(Methylamino)pyrazine-2-carboxylic acid, 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.

Example 168 6-methylamino-pyrazine-2-carboxylic acid-(1-{[5-(4-fluoro-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-carbamoyl}-cyclopropyl)-amide 61 mg (0.40 mmol) 6-methylamino-pyrazine-2-carboxylic acid, 162 mg (0.40 mmol) 1-amino-cyclopropanecarboxylic acid [5-(4-fluoro-2-trifluoromethyl-phenylamino)-pyridin-2-ylmethyl]-amide hydrochloride and 167 muL (1.20 mmol) triethylamine were placed in 7 mL THF and 1 mL DMF, combined with 154 mg (0.48 mmol) TBTU and then stirred for 4 days at ambient temperature. The THF was distilled off and the residue was purified by chromatography (RP with eluant gradient, eluant: water and acetonitrile with formic acid). Then the fractions containing product were made alkaline with potassium carbonate solution. The acetonitrile was distilled off and the residue was extracted with ethyl acetate. The organic phases were dried on sodium sulphate, freed from the solvent and triturated with diisopropylether. Yield: 34% of theory C23H21F4N7O2 (503.45) mass spectroscopy (ESI): [M+H]+=504

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-(Methylamino)pyrazine-2-carboxylic acid, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/240669; (2010); A1;,
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. 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H6N2O2

Example 14: 6-.Meth lA^(1^ yl)pyrazjne~2-carboxamideExample 14 was prepared from intermediate 2-A by amidation reaction with 6-meih lpyrazine- 2-carboxylic acid, as follows:To a solution of 2-A (80 nig, 0.35 nimol) and 6~nieih> pymzine-2-carboxylic acid (58 mg, 0.42 mmol) in DMF (5 ml.) was added DOHA (92 mg, 0.70 mmol) and HATU (338 mg, 0.70 mmol) under a. After stirring at room iemperature for an hour, the reaction was quenched with brine and extracted with ethyl acetate (3 x 20 ml..). The combined organic phase was washed with brine, dried over NajS(¾ and concentrated under reducced pressure. The residue was purified by Prep HPLC to yield 78 mg (64percent) of the title ompound, 6-raefh Iota-lambda’-((1 R,5S)-5-(r ridm-2- as an off-white solid. .H NMR (500 MHz, CDCI3); S 9.18 (s, 1 E), 8.60 (s, IH), 8.55 (4 J * 4.7 Hz, 1.H), 7.94 (s. 1 H), 7.62 (m, 1 H), 7.38 (d,J- 7.8 Hz, IH), 7.19 (m, 1 H), 2.60 (s, 3H), 2.53 {<1, J- 10.7 ¾ I H), 2.25 (m, IH), 2.18 - 1.70 (in, 10H); RSI-MS m/z: 347 (M+B)'*'. The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings. Reference:
Patent; H. LUNDBECK A/S; LI, Guiying; DOLLER, Dario; WO2013/40535; (2013); A2;,
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. 41110-38-7, name is Methyl 6-methylpyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 6-methylpyrazine-2-carboxylate

INTERMEDIATE 71 PREPARATION OF (6-METHYLPYRAZIN-2-YL)METHANOL To a solution of 6-methylpyrazine-2-carboxylic acid (8.00 g, 58.0 mmol) in N,N- dimethylformamide (50 mL) were added Cs2CO3 (37.8 g, 116 mmol) and iodomethane (12.3 g, 87.0 mmol). After being stirred overnight at room temperature, the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (5 x 150 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was then diluted with water (50 mL). NaBH4 (12.5 g, 330 mmol) was added portionwise at 0 C. After addition, the resulting mixture was stirred at room temperature for 30 min, cooled to 0 C, diluted with water (150 mL) and extracted with EtOAc (8 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (2.9 g, crude) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta 8.50 (s, 1H), 8.42 (s, 1H), 5.55 (t, J = 5.8 Hz, 1H), 4.59 (d, J = 5.5 Hz, 2H), 2.47 (s, 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.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 723286-67-7, 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. 723286-67-7, name is Ethyl 1,2,4-Triazolo[4,3-a]pyrazine-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 380 mg of ethyl [1, 2,4] triazolo [4,3-a] pyrazine-3-carboxylate from Step B and 50 mg of 10% palladium on carbon in 10 ML of ethyl acetate and 10 mL of ethanol was stirred under an atmosphere of hydrogen for 18 h. The mixture was filtered through a pad of Celite and the filtrate concentrated to give the title compound as a solid. LC/MS 169 (M+1).

The chemical industry reduces the impact on the environment during synthesis Ethyl 1,2,4-Triazolo[4,3-a]pyrazine-3-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 33332-30-8,Some common heterocyclic compound, 33332-30-8, name is 2-Chloro-6-methoxypyrazine, molecular formula is C5H5ClN2O, 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.

Example 137 A mixture of 2-chloro-6-methoxypyrazine (500 mg, 3.46 mmol, 1.0 eq), bis(pinacolato)diboron (1.05 g, 4.13 mmol, 1.2 eq), Pd2(dba)3 (95 mg, 0.1 mmol, 0.029 eq), P(Cy)3 (120 mg, 0.43 mmol, 0.13 eq), and potassium acetate (600 mg, 6.11 mmol, 1.77 eq) in 1,2-dimethoxyethane (10 mL) was irradiated under argon at 150 C. in a microwave oven for 3 h. The mixture was allowed to cool to RT, quenched with water and extracted with ethyl acetate. The combined organic layers were washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated in vacuo to afford the pinacol ester (600 mg).

The synthetic route of 33332-30-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTELLKINE, LLC; INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo C.; EVANS, Catherine A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel A.; TREMBLAY, Martin R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; US2013/53362; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 4925-61-5, name is 6-Chloropyrazin-2-ol, 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. Product Details of 4925-61-5

Weigh 2.38g of compound 6, 3.90g of compound 5, and add 4.0g of potassium carbonate to a 100mL round bottom flask. 50 mL of anhydrous acetonitrile was added and reacted at 50C for 5 hours. The reaction solution was cooled to room temperature, filtered, and the filtrate was concentrated on silica gel column chromatography (ethyl acetate/petroleum ether=1/10). 3.44 g of white solid compound 7 was obtained with a yield of 69%.

The synthetic route of 6-Chloropyrazin-2-ol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Hu Youhong; Leng Ying; Chen Wuhong; Ning Mengmeng; Wang Lang; Zeng Limin; (27 pag.)CN107556252; (2018); A;,
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 74290-68-9 as follows. Formula: C5H6BrN3

General procedure: 2-Bromo-3-methylpyrazine (104 mg, 0.600 mmol),tetrakis(triphenylphosphine)palladium(0) (95%, 133 mg, 0.109 mmol) and sodium carbonate(175 mg, 1.64 mmol) were combined with 4-[3-methoxy-4-(4,4,5,5-tetramethyl-1 3,2-dioxaborolan-2-yl)phenoxy]furo[3 ,2-c]pyridine [Cl 0, which was prepared in analogous fashion to4-[3-methyl-4-(4 ,4,5,5-tetramethyl-1 ,3 ,2-dioxaborolan-2-yl)phenoxy]furo[3,2-c]pyrid me (C2) inExample 1] (200 mg, 0.545 mmol) in 1,4-dioxane (3 mL) and water (1 mL). The reaction mixturewas heated to 13000 in a microwave reactor for 1 hour. The mixture was cooled to roomtemperature, and the supernatant was decanted into another flask. The remaining solids were washed with ethyl acetate (3 x 10 mL) and the combined organic portions were concentrated in vacuo. Purification was carried out twice using silica gel chromatography (First column: Eluent:2% methanol in dichloromethane; Second column: Gradient: 0% to 100% ethyl acetate inheptane). The colorless fractions were combined and concentrated under reduced pressure to provide the product as a white solid. Yield: 85 mg, 0.25 mmol, 46%. LCMS m/z 334.0 (M+H). 1H NMR (400 MHz, ODd3) oe 8.47 (AB quartet, downfield doublet is broadened, JAB=2.S Hz, AVAB=l4 Hz, 2H), 8.08 (d, J=5.9 Hz, 1H), 7.66 (d, J=2.3 Hz, 1H), 7.36 (d, J8.0 Hz, 1H), 7.25- 7.28 (m, 1H, assumed; partially obscured by solvent peak), 6.90-6.96 (m, 2H), 6.88 (dd, J=2.2,0.8 Hz, 1H), 3.79 (s, 3H), 2.50 (s, 3H). Yellow fractions were repurified to provide additional product: 55 mg, overall yield: 75%.

According to the analysis of related databases, 74290-68-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; COE, Jotham, Wadsworth; ALLEN, John, Arthur; DAVOREN, Jennifer, Elizabeth; DOUNAY, Amy, Beth; EFREMOV, Ivan, Viktorovich; GRAY, David, Lawrence, Firman; GUILMETTE, Edward, Raymond; HARRIS, Anthony, Richard; HELAL, Christopher, John; HENDERSON, Jaclyn, Louise; MENTE, Scot, Richard; NASON, Deane, Milford, II; O’NEIL, Steven, Victor; SUBRAMANYAM, Chakrapani; XU, Wenjian; WO2014/72881; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1220330-11-9, A common heterocyclic compound, 1220330-11-9, name is 5-Ethoxypyrazine-2-carboxylic acid, molecular formula is C7H8N2O3, 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.

j) (4S,5S)-4-(2-{4-[(5-Ethoxy-pyrazine-2-carbonyl)-amino]-phenyl}-ethyl)-2,2,5-trimethyl- oxazolidine-3-carboxylic acid tert-butyl esterTo a stirred solution of (4S,5S)-4-[2-(4-amino-phenyl)-ethyl]-2,2,5-trimethyl-oxazolidine-3- carboxylic acid tert-butyl ester (120 mg) and 5-ethoxypyrazine-2-carboxylic acid (72.4 mg) in THF (3 ml) were added N-methylmorpholine (158 mu) and TBTU (230 mg).The reaction mixture was capped and shaken at 50 C overnight. The crude reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, gradient: 0%> to 70%> EtOAc in hexane) to afford (4S,5S)-4-(2-{4-[(5-ethoxy-pyrazine-2-carbonyl)-amino]-phenyl}-ethyl)-2,2,5- trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester as a white solid (167 mg, 96%). MS (ISP): 507.3 ([M+Na]+), 502.3 ([M+NH4]+), 485.3 ([M+H]+), 429.3 ([M-C4H8]+).

The synthetic route of 1220330-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GALLEY, Guido; NORCROSS, Roger; POLARA, Alessandra; WO2011/57973; (2011); A1;,
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. 25513-92-2, name is Ethyl 3-methylpyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Formula: C8H10N2O2

A mixture of 3-methyl-pyrazine-2-carboxylic acid ethyl ester (2.5 g, 15.04 mmol), N-bromosuccinimide also referred to herein as NBS (5.5 g, 30.8 mmol), and azobisisobutyronitrile also referred to herein as AIBN (0.12 g, 0.75 mmol) in carbon tetrachloride (50 ml) was stirred and refluxed for 48 h, cooled to room temperature, filtered and washed with CCI4. The filtrate was evaporated and the crude residue purified by FC chromatography eluting with 15% ethylacetate/ cyclohexane to give the desired product as a pale yellow solid (1 .64 g)1H-NMR (CDCI3): 8.71 (d, 1 H), 8.68 (d, 1 H), 5.1 (s, 2H), 4.58 (q, 2H), 1 .44 (t, 3H)

The synthetic route of 25513-92-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF SE; REINGRUBER, Ruediger; KRAUS, Helmut; HUTZLER, Johannes; NEWTON, Trevor, William; WITSCHEL, Matthias; MOBERG, William, Karl; PARRA RAPADO, Liliana; BESONG, Gilbert; RACK, Michael; KLOET, Andree van der; SEITZ, Thomas; LERCHL, Jens; KREUZ, Klaus; GROSSMANN, Klaus; EVANS, Richard, Roger; WO2012/85265; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem