Tag: M.W=100-200

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. 59489-71-3, name is 2-Amino-5-bromopyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C4H4BrN3

Sodium nitrite (0.54 g, 7.53 mmol) was added portionwise to concentrated H2SO4 (3.8 mL) at 0 C. The mixture was heated at 50 C. until all of the NaNO2 had dissolved and the mixture was again cooled to 0 C. A solution of 2-amino-5-bromopyrazine (1 g, 5.57 mmol) in concentrated H2SO4 (5.8 mL) was added dropwise to the nitronium solution. The ice bath was removed, and the mixture was warmed to ambient temperature and stirred for 15 minutes, then heated to 45 C. for 10 minutes. The mixture was cooled to ambient temperature and poured onto ice water (40 mL). The pH was adjusted to about 4 with 2N NaOH. The mixture was extracted with EtOAc (60 mL×3). The combined organic extracts were washed with water, brine, dried over Na2SO4, filtered, and the filtrate was concentrated to a yellow solid, which was triturated with hexanes to give 0.664 g (68%) of 5-bromo-2-pyrazinol (and tautomers thereof) as a yellow solid. 1H NMR (400 MHz, CDCl3): delta 8.07 (s, 1H), 7.62 (s, 1H); LRMS (ESI), m/z 175/177 (M+H).

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; SMITH KLINE BEECHAM CORPORATION a corporation; US2010/29650; (2010); 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 63286-28-2

Intermediate B-1 (15.6 g; 108 mmol) is slurried up in THF (300 ml_) and cooled down in an ice bath to – 5 C. Trifluoroacetic anhydride (17 ml118 mmol) is also dissolved in 300 ml_ THF and dropped slowly to the first solution. After 1 h most of the THF is evaporated, then a small amount of water is added and the mixture is extracted with DCM. The organic phase is dried over MgS04 and evaporated to dryness. (0283) Yield: 100 % HPLC-MS: (M+H)+ = 241/243; tRet = 1.31 min; method FSUN2

According to the analysis of related databases, 63286-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TONTSCH-GRUNT, Ulrike; BAUM, Anke; RUDOLPH, Dorothea Ingrid; (85 pag.)WO2019/145410; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 54608-52-5, A common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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 stirred reaction mixture of 2-hydrazinopyrazine (8)(14.0 g, 0.127 mol) and sodium carbonate (16.2 g, 0.153 mol)in dichloromethane (DCM) (112 mL), the solution of trifluoroacetylchloride (18.5 g, 0.14 mol) in DCM (28 mL) wasadded slowly at 0-5 C. The reaction mixture was agitated at5-10 C until completion of the reaction that was judged byTLC. Water (140 mL) was added to the reaction mass toremove water soluble components and then it was allowedto stand to attain the partition between DCM and water.The organic layer was concentrated under atmospheric conditionsat below 45 C. The crude residue was recrystallizedfrom mixture of EtOAc:hexane to obtain 2,2,2-trifluoro-N’-(pyrazin-2-yl)acetohydrazide (9) as off-white solid (22.5 g,86.5%). 1H NMR (400 MHz; CD3OD), d, ppm (J, Hz): 7.94-8.22 (2H, m, Ar-H); 7.66 (1H, s, Ar-H). ESI-MS m/z (rel,%): 207.12 (M+H+) (100).

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:
Article; Mannam, Madhava Rao; Devineni, Subba Rao; Pavuluri, Chandra Mouli; Chamarthi, Naga Raju; Kottapalli, Raja Sekhara P.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 9; (2019); p. 922 – 932;,
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. 54608-52-5, name is 2-Hydrazinopyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C4H6N4

General procedure: A mixture of heterocyclic hydrazine 1 (1 mmol) and aldehyde 2 (1.2 mmol) in AcOH (10 mL) was stirred at ambient temperature for 5 minute. Then to it was added Chromium (VI) oxide (149.9 mg, 1.5 mmol) and refluxed in a pre-heated oil bath at 110 C until the starting material was completely consumed (monitored by TLC, 10 min.). The reaction mixture was quenched with sat. NaHCO3 solution (30 ml) and extracted with EtOAc (50 ml). The organic layer was washed with water (40 ml), dried over Na2SO4 and evaporated. The resulting crude compound was purified by silica gel column chromatography (EtOAc/Hexane, 4:6 v/v), affording the pure N-fused 1,2,4-triazole 3.

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bhatt, Ashish; Singh, Rajesh K.; Kant, Ravi; Synthetic Communications; vol. 49; 1; (2019); p. 22 – 31;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 19745-07-4, A common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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 3: Synthesis of 1-(1-(5-chloropyrazin-2-yl)piperidin-4-yl)ethanol To a stirred solution of 2,5-dichloropyrazine (0.09 g, 0.608 mmol) and 1-(piperidin-4-yl)ethanol hydrochloride (0.12 g, 0.729 mmol) in DMF (5 mL) was added potassium carbonate under nitrogen and heated 12 h at 100° C. Progress of reaction was monitored by TLC. After reaction completion reaction mass was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulphate and concentrated under reduced pressure to give crude product. Crude was purified by silica gel (100-200 mesh) column chromatography using 20percent ethyl acetate in hexane as eluent to obtain 1-(1-(5-chloropyrazin-2-yl)piperidin-4-yl)ethanol (0.08 g, 54.6percent) as yellow oil. MS: 242.7 [M++1]

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mankind Pharma Ltd.; Patil, Rakesh Ishwar; Verma, Jeevan; Shah, Dharmesh; Ali, Sazid; Bapuram, Srinivasa Reddy; Rai, Santosh Kumar; Kumar, Anil; (146 pag.)US2017/291910; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 28643-16-5, 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. 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

a) 3-Amino-5-(2,2,2-trifluoro-ethoxy)-pyrazine-2-carboxylic acid methyl ester A mixture of 2,2,2-trifluoro-ethanol (6.9 ml, 96 mmol) and cesium carbonate (1.56 g, 4.8 mmol) was stirred for 20 min, 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester [28643-16-5] (600 mg, 3.2 mmol) was added and the mixture was stirred at rt for 42 h. To complete the reaction the mixture was heated to reflux for another 3 h. Saturated aq. NH4CI was added and the mixture was extracted with EtOAc, the combined organic layers were washed with saturated aq. sodium chloride, dried with Na2S04 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 3:7) to provide the title compound as colorless solid. HPLC: 0.83 min; ESIMS [M+H]+ = 252.2; 1H-NMR (400 MHz, DMSO-c 6): delta 7.66 (s, 1 H), 7.60 (br. s, 2H), 5.03 (q, 2H), 3.81 (s, 3H).

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 3-amino-5-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; VEENSTRA, Siem Jacob; WO2013/27188; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 939412-86-9, The chemical industry reduces the impact on the environment during synthesis 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, I believe this compound will play a more active role in future production and life.

The latter compound was added to 2-aminomethyl-3- chloropyrazine hydrochloride (content 69%; 3.49 mmol, 0.91 g) in dichloromethane (15 ml) and triethylamine (10.46 mmol, 1.458 ml) and the reaction mixture was stirred over night at room temperature. Then the reaction mixture was filtered over decalite (washed with dichloromethane). The filtrate was concentrated and the crude product was purified using column chromatography (silica gel; dichloromethane with gradient 0 to 10% methanol) to give benzyl 4-((3-chloropyrazin-2- yl)methylcarbamoyl)piperazine-1 -carboxylate (1.15 g).

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-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. ORGANON; MAN de,, Adrianus Petrus Antonius; REWINKEL,, Johannes Bernardus Maria; JANS,, Christiaan Gerardus Johannes Maria; RAAIJMAKERS,, Hans Cornelis Andreas; WIJKMANS,, Jacobus Cornelis Henricus Maria; WO2011/95556; (2011); 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. 19745-07-4, name is 2,5-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H2Cl2N2

Preparation of N-fdelta-chloroDyrazin^-vD-N-methylethanesulfonamide (SM-9):(SM-9)To a solution of N-methyl-ethanesufonamide (400 mg, 3.25 mmol) in methanol (2.2 ml_) was added potassium hydroxide (85percent, 214 mg, 3.25 mmol). Solvent was removed and the potassium salt was suspended in dimethylsulfoxide (1.0 ml_) and added to a stirred solution of 2,5- dichloropyrazine (484 mg, 3.25 mmol) in dimethylsufoxide (1.0 ml_). The resulting dark colored reaction mixture was stirred at room temp for 45 minutes. The reaction mixture was quenched in ice water and the dark suspension was extracted three times with dichloromethane. The combined organics were washed with brine, dried over sodium sulfate and flash chromatographed eluting with a 0-40percent gradient of ethyl acetate in heptane to afford N-(5-chloropyrazin-2-yl)-N-methyl ethanesulfonamide (SM-9: 195 mg, 25.5percent).1H NMR (400 MHz, CHLOROFORM-d) ppm 1.32 (t, J=7.43 Hz, 3 H), 3.26 (q, J=7.30 Hz, 2 H), 3.42 (s, 3 H), 8.32 (d, J=1.37 Hz, 1 H), 8.56 (d, J=1.17 Hz, 1 H). MS (M+1 ) 236.0.

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 19745-07-4.

Reference:
Patent; PFIZER INC.; CORBETT, Jeffrey Wayne; GUZMAN-PEREZ, Angel; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/103438; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 41110-29-6, A common heterocyclic compound, 41110-29-6, name is Methyl 3-methylpyrazine-2-carboxylate, molecular formula is C7H8N2O2, 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 stirred suspension of methyl 3-methylpyrazine-2-carboxylate (3.6 g, 24 mmol) in benzotrifluoride (71 mL) was added I ,3-dibromo-5,5-dimethyl-imidazolidine-2,4-dione (3.7 g, 13mmol) and 2,2-azodiisobutyronitrile [AIBN] (0.39 g, 0.34 mL, 2.4 mmol). The reaction was heated to reflux and monitored by LCMS. After 4 h, LCMS analysis showed consumption of starting material. The reaction was allowed to cool and then concentrated in vacuo. The crude product was purified by flash column chromatography to give the desired bromide (3.6 g, 16 mmol, 66 %) as a yellow oil.1H-NMR (400MHz, CDCI3): oe = 8.72 (d, J=2.3 Hz, 1H), 8.65 (d, J=2.3 Hz, 1H), 5.04 (s, 2H), 4.12 -4.02 (m, 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; SYNGENTA PARTICIPATIONS AG; SHANAHAN, Stephen Edward; O’RIORDAN, Timothy Jeremiah Cornelius; (60 pag.)WO2016/174073; (2016); 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 63286-28-2

STEP2 Preparation of Compound 8-chloro-3-((3aR,4S,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)-[1,2,4]triazolo[4, 3-a]pyrazine To a solution of (3aR,4R,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxole-4-carbaldehyde (1.75 g, 9.3 mmol) in DCM (55 mL) was added 2-chloro-3-hydrazinylpyrazine (1.34 g, 9.3 mmol)(red suspension). The mixture was stirred at room temperature and monitored by TLC until disappearance of starting material (3 h). After cooled in ice-bath, the mixture was treated PhI(OAc)2 (4.49 g, 13.94 mmol) and stirred for 4 h at room temperature. The reaction mixture was washed with sat. aMeOH:DCM. NaHCO3 solution and brine, dried over Na2SO4 and filtered. The organic layer was concentrated in vacuo to purified by MPLC on SiO2 (Hexanes:EtOAc=9:1 to 1:1) to give 8-chloro-3-((3aR,4S,6aS)-2,2-dimethyltetrahydrothieno[3,4-d][1,3]dioxol-4-yl)-[1,2,4]triazolo[4, 3-a]pyrazine (28.6 g, 89%) as a yellow oil. 1H-NMR (CDCl3, 400 MHz): delta 7.85 (d, J=4.4 Hz, 1H), 7.75 (d, J=4.8 Hz, 1H), 6.55 (brs, 1H), 5.67 (d, J=5.6 Hz, 1H), 5.28 (m, 1H), 4.82 (t, J=4.4 Hz, 1H), 4.56 (s, 1H), 2.98 (d, J=2.8 Hz, 2H), 1.59 (s, 3H), 1.41 (s, 3H).

The synthetic route of 63286-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HANDOK INC.; Lee, Jin-Hwa; Kim, Seung-Yong; Kim, Do-Ran; Ahn, Koo-Hyeon; Lee, Gwi-Bin; Kim, Doo-Seop; Hwang, Hyun-Sook; (74 pag.)US2017/204101; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem