Tag: M.W=200-300

Related Products of 957230-70-5, These common heterocyclic compound, 957230-70-5, name is 3,6-Dibromopyrazin-2-amine, 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.

Step 1: To a solution of 3,6-dibromopyrazin-2-amine (504 mg, 2 mmol) and 2, 2,6,6-tetramethylpiperidin-4-amine (0.35 mL, 2 mmol) in EtOH (2 mL) was added DIEA (0.38 mL, 2 mmol). The reaction mixture was subjected to microwave irradiation at 180 C for 3.5 h. The reaction mixture was cooled and concentrated. The residue was purified by silica gel column chromatography eluting with a MeOH (2.5% NH40H)/CH2Cl2 gradient (0-30% MeOH/NH4OH) to provide 5-bromo-N2-(2, 2, 6, 6-tetramethylpiperidin-4-yl)pyrazine-2, 3-diamine (0.35 g, 54%). MS m/z 328.0, 330.0 [M+H]+.

Statistics shows that 3,6-Dibromopyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 957230-70-5.

Reference:
Patent; PTC THERAPEUTICS, INC.; SYDORENKO, Nadiya; ALAM, Md Rauful; ARNOLD, Michael A.; BABU, Suresh; BHATTACHARYYA, Anuradha; CHEN, Guangming; GERASYUTO, Aleksey I.; KARP, Gary Mitchell; KASSICK, Andrew J.; MAZZOTTI, Anthony R.; MOON, Young-Choon; NARASIMHAN, Jana; PATEL, Jigar; TURPOFF, Anthony; WOLL, Matthew G.; YAN, Wuming; ZHANG, Nanjing; (0 pag.)WO2020/5873; (2020); 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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

Preparation of Intermediate I-70 To a solution of Intermediate I-02 (150 mg, 0.58 mmol) in Toluene (6.8 mL), 2-chloro-1,1-dimethoxypropane (0.758 mL, 5.8 mmol) and p-toluensulfonic acid (18 mg, 0.09 mmol) were added. The reaction mixture was refluxed for 24 h and additional amounts of 2-chloro-1,1-dimethoxypropane (10 eq) and p-toluensulfonic acid (0.16 eq) were added. The reaction mixture was refluxed for 15 h and the solvent was removed. The residue was purified by column chromatography (Isolute 10 g; AcOEt-cyclohexane 0:100 to 50:50) to give the Intermediate I-70 (55 mg, 32%) as a beige solid.

According to the analysis of related databases, 117719-17-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Centro Nacional De Investigaciones Oncologicas (CNIO); US2012/83492; (2012); 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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., name: 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

(3R)-3-[(l,l-Dimemylethoxycarbonyl)ammo]-4-(2,4,5-trifluorophenyl)butanoic acid (10 g) is mixed with 4-(4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmorpholinium chloride (10 g) in methanol (100 ml) at the laboratory temperature. 3-(Trifluoromethyl)-5,6,7,8-tetrahydro- [l,2,4]triazolo[4,3-a]pyrazine hydrochloride (7 g) is added to the resulting solution and triethylamine (4.7 ml) is added to the stirred suspension. During 2-3 minutes a solution is obtained that is further stirred at the laboratory temperature. After approximately 1 hour, white suspension of the product starts to separate. The reaction mixture is heated up to 50C and distilled water (35 ml) is added to the resulting solution and the reaction mixture is cooled down to 15C under stirring during 2 h. The separated product is filtered off and washed with 15 ml of a methanol/water (2/ 1 ) mixture. After drying the desired product is obtained with the yield of 96% and HPLC quality of >99%. Example 2

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 762240-92-6.

Reference:
Patent; ZENTIVA, K.S.; RICHTER, Jindrich; HALAMA, Ales; JIRMAN, Josef; WO2014/86325; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 24241-18-7, These common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, 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.

5-Bromopyrazine-2,3-diamine (27) was preparedfrom 2-amino-3,5-dibromopyrazine and NH4OH (25%) in sealedtube according to lit.33 1H-NMR delta ppm (CD3OD): 4.90 (s,4H,NH2),7.24 (s,2H,H-5,6). 13C-NMR (CD3OD): 123.3, 129.8, 144.3, 145.9. MS(ESI+) m/z: 189(M + H, 100%), 191(M + H+2, 97%). 27 (0.303 g,1.6 mmol) in EtOH (10 mL) was reduced by hydrogenation using 40psi of H2 and 10% Pd-C (15 mg) for 8 h. The catalyst was filtered ona bed of Celite, the filtrate was concentrated in vacuo. Purplecolored powder 28 were used for the further steps without purification.1H-NMR delta ppm (CD3OD): 4.90 (s,4H,NH2), 7.24 (s,2H, H-5,6). 13C-NMR (CD3OD): 123.7, 145.1. MS (ESI) m/z: 110(M + H,100%). 29 was prepared from 28 (0.11 g) and Na2S2O5 adduct of 4-(morpholin-4-ylcarbonyl) benzaldehyde (0.323 g) as described ingeneral method. Resulting precipitate (0.155 g) was purified withcolumn chromatography using CH2Cl2: MeOH (95 : 5) as eluant,yield 0.056 g, (18%), mp > 300 C. 1H-NMR delta ppm (DMSO-d6+D2O):3.27-3.61 (m,8H), 7.62 (d,2H,J – 8.4 Hz), 8.33 (d,2H,J – 8.4 Hz), 8.40(s,2H,H-5,6). 13C-NMR (DMSO-d6+D2O): 66.0, 127.3, 127.8, 129.9,138.2, 139.0, 154.7, 168.2. MS (ESI) m/z: 310(M + H, 100%). AnalCalcd for C16H15N5O2H2O: C, 58.70; H, 5.23; N, 21.39. Found: C,58.97; H, 5.01; N, 20.91.

The synthetic route of 24241-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Karaaslan, Cigdem; Doganc, Fatima; Alp, Mehmet; Koc, Asli; Karabay, Arzu Zeynep; Goeker, Hakan; Journal of Molecular Structure; vol. 1205; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 330786-09-9, A common heterocyclic compound, 330786-09-9, name is Methyl 3,5-dichloropyrazine-2-carboxylate, molecular formula is C6H4Cl2N2O2, 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 500 mL round-bottomed flask, methyl 3,5-dichloropyrazine-2- carboxylate (5.0 g, 24.2 mmol) is dissolved in a 9:1 mixture of dry tetrahydrofuran (242 mL)and methanol (27 mL). The reaction mixture is cooled to 1.5-2 C with an ice/water bath and stirred at this temperature for 10 mm. A 2 M solution of lithium borohydride in THF (13.3 mL, 26.6 mmol) is then added carefully – Caution: reaction temperature must be below 4-5 C. After the end of addition, the reaction mixture is stirred for an additional 10-15 mm at 0-4 C. Methanol (120 mL) is added to the flask and the mixture is stirred for 15 mm at roomtemperature. The reaction is slowly poured into a mixture of 1 M HC1 solution (100 mL) and ethyl acetate (200 mL). The resulting mixture is stirred at room temperature for 15 mm. After this time, the layers are separated. The aqueous layer is extracted with ethyl acetate (3 x 150 mL). The combined organic layers are washed with brine (2 x 100 mL), dried over anhydrous Mg504, filtered and concentrated under reduced pressure. (3,5-dichloropyrazin-2-yl)methanol(4.3 g, 99%) is obtained as a crude yellow oil after drying under high vacuum for 2 h. NMR ?H (500 JVII-Tz, CDC13) oe 8.52 (s, 1H), 4.85 (s, 2H).

The synthetic route of 330786-09-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; GIORDANETTO, Fabrizio; GREISMAN, Jack, Benjamin; MARAGAKIS, Paul; TAYLOR, Alexander, M.; DIPIETRO, Lucian, V.; KELLEY, Elizabeth, H.; LESCARBEAU, Andre; MURCKO, Mark, Andrew; PIERCE, Levi Charles, Thomas; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; BHAT, Sathesh; THERRIEN, Eric; DAHLGREN, Markus, Kristofer; (156 pag.)WO2018/81091; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1379338-74-5, 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. 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 32: 1 ,1-Dimethylethyl {4-r(7-chloropyridor3,4-blpyrazin-5- vDaminolbutvDcarbamate; To 5,7-dichloropyrido[3,4-b]pyrazine (650mg, 3.25mmol) was added 1 , 1- dimethylethyl (4-aminobutyl)carbamate (0.622ml, 3.25mmol) (Fluka) and diisopropylethylamine (0.851 ml, 4.87mmol). To the mixture was added N-methyl-2- pyrrolidone (NMP) (10ml). The microwave vial was sealed and heated to 130C for 30min. The reaction mixture was partitioned between water (70ml) and ethyl acetate (70ml) and then separated. The aqueous layer was extracted with ethyl acetate (2x50ml). The combined organics were passed through a phase separation cartridge and reduced in vacuo. The residue was dissolved in DCM and loaded onto a silica cartridge (50g) and purified via SP4 using a 15-75% EtOAc in cyclohexane gradient. The appropriate fractions were combined and concentrated to give the title compound as a yellow film (1.01g).LCMS (Method C): Rt = 1.11 min, MH+ = 352.0

The synthetic route of 5,7-Dichloropyrido[3,4-b]pyrazine has been constantly updated, and we look forward to future research findings.

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

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. 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methyl 3-amino-6-bromopyrazine-2-carboxylate

A-7: 6-Cvclopropyl-3-fpyrimidin-5-ylamino)-pyrazine-2-carboxylic acid methyl esterStep 1: 3-amino-6-cyclopropylpyrazine-2-carboxylic acid methyl esterTo a suspension of 3-amino-6-bromopyrazine-2-carboxylic acid methyl ester (17.8 g, 76.7 mmol), cyclopropylboronic acid (8.57 g, 99.7 mmol), potassium phosphate (57.0 g, 268 mmol) and tricyclohexylphosphine (2.15 g, 7.67 mmol) in toluene (445 ml) and water (22 ml) was added palladium(II) acetate (0.86 g, 3.84 mmol). The reaction mixture was heated to 100 C and stirred for 20 h. Water (200ml) was added, the organic layer was washed with water and brine and the aqueous layer was back-extracted with ethyl acetate. The combined organic phases were dried and the solvent was evaporated. The product was obtained after silica gel chromatography using a heptane/ethyl acetate gradient as yellow solid (1.69 g, 11.4 %).MS: M = 194.1 (M+H)+

According to the analysis of related databases, 6966-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLEICHER, Konrad; FLOHR, Alexander; GROEBKE ZBINDEN, Katrin; KOERNER, Matthias; KUHN, Bernd; PETERS, Jens-Uwe; RODRIGUEZ SARMIENTO, Rosa Maria; VIEIRA, Eric; WO2011/89132; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 117103-53-4,Some common heterocyclic compound, 117103-53-4, name is 2-Bromo-5-nitropyrazine, molecular formula is C4H2BrN3O2, 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 40 2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-N- [5- (2-HYDROXY-L- hydroxymethyl-ethyl)-pyrazin-2-yl]-propionamide [000237] A solution of 2-BROMO-5-NITROPYRAZINE (3.0 g, 14.7 mmol) in tetrahydrofuran (24.5 mL) was treated with DIETHYLMALONATE (3.35 mL, 22.0 mmol) and potassium carbonate (5.08g, 36.7 MMOL). The mixture was then stirred at 90-95C overnight. At this time, the reaction was cooled to 25C and then poured onto a 1N aqueous hydrochloric acid solution (60 mL). This solution was diluted with a saturated aqueous sodium chloride solution (50 mL) and then was extracted with ethyl acetate (3 x 75 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40M, Silica 25% ethyl acetate/hexanes) afforded 2- (5-NITRO-PYRAZIN-2-YL)-MALONIC acid diethyl ester (3.28 g, 78%) as a pale yellow oil: EI-HRMS M/E calcd for CILHL3N306 (M) 283. 0804, found 283.0801.

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 1458-18-0, 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 1458-18-0 as follows.

5,6-DICHLORO-3-HYDROXYPYRAZINE-2-CARBOXYLIC ACID (21). Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate (5.0 g, 23 mmol) was stirred in conc. sulfuric acid (140 mL) and cooled to 0 C. Sodium nitrite was added slowly, maintaining the temperature close to 0 C. After an additional 30 minutes at 0 C. the mixture was allowed to warm to ambient temperature and stirred for 3 hours. The mixture was poured into 500 g of ice, resulting in bubbling and foaming. After 30 minutes, the mixture was extracted 3 times with EtOAc. The combined organic extract was dried (MgSO4), filtered and concentrated. The yellow solid which was left was washed with water and air-dried, to leave 5.0 g of a yellow solid, m.p. 114-116 C. whose 13C-NMR spectrum was consistent with the methyl ester of the title compound. This solid (5.0 g) was treated with 1N NaOH (20 mL) and the mixture heated at 90 C. for 1.5 hours. After allowing to cool, the mixture was acidified with conc. HCl, then extracted 3 times with EtOAc. Drying (MgSO4), filtration and concentration afforded 0.48 g of a dark yellow solid, whose 1H-NMR and MS spectra were consistent with the title acid 21.

According to the analysis of related databases, 1458-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dow AgroSciences LLC; US6355660; (2002); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 957230-70-5, name is 3,6-Dibromopyrazin-2-amine, 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 957230-70-5, Recommanded Product: 3,6-Dibromopyrazin-2-amine

3,6-dibromopyrazin-2-ylamine (4.0 g, 15.80 mmol) and bromoacetaldehyde diethyl acetal (3.7 mL, 24.00mmol) and tetrahydrofuran (5.3 mL) eere dissolved in distilled water (53 mL), the mixture was stirred for 4 hours at 120C .Saturated aqueous sodium hydrogen carbonate solution to the reaction solution was neutralized by addition. The resulting solid was filtered and washed with distilled water and dried to give the title compound (2.75 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3,6-Dibromopyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; HANMI PHARM. CO., LTD.; HAM, YOUNG JIN; SON, JUNG BEOM; PARK, CHANG HEE; KANG, SEOK JONG; CHOI, JAE YUL; KIM, SEO HEE; (36 pag.)KR2015/113801; (2015); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem