Tag: M.W=0-100

Synthetic Route of 5049-61-6, These common heterocyclic compound, 5049-61-6, name is Pyrazin-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.

To a suspension of 2-aminopyrazine (1) (20.0 g, 210.28 mmol) in dry DCM (200 mL) was added N-bromosuccinimide (37.42 g, 210.28 mmol) in portion wise at cold condition under nitrogen atmosphere and stirred at RT for 1.5 h. Reaction mixture was concentrated under vacuum, added 30 mL of water and filtered the crude solid. Filtrate was extracted with DCM:MeOH (9: 1, 50 mL X 4). Combined organic layers was washed with brine solution (20 mL), dried over anhydrous Na2SO4 and concentrated under vacuum. Combined crude solids were purified by column chromatography over silica gel 230-400 mesh using 0-1 % of methanol in dichloromethane as an eluent to afford product 2 (19.0 g, 52.7%) as yellow solid.1H NMR (400 MHz, DMSO-d6): delta 8.03 (d, J = 1.28 Hz, 1H), 7.68 (d, J = 1.32 Hz, 1H), 6.66 (s, 2H). LC-MS APCI: Calculated for C4H4BrN3: 174.00; Observed m/z [M+H]+ 176.00.

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MMV MEDICINES FOR MALARIA VENTURE; UNIVERSITY OF CAPE TOWN; WATERSON, David; WITTY, Michael John; CHIBALE, Kelly; STREET, Leslie; GONZALEZ CABRERA, Diego; PAQUET, Tanya; (36 pag.)WO2017/9773; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4949-13-7,Some common heterocyclic compound, 4949-13-7, name is 2-Fluoropyrazine, molecular formula is C4H3FN2, 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.

[0222] To a mixture of (A)-4-( l -aminocthyljhcnzonitrilc (1.0 g, 6.8 mmol, 1.0 equiv) and IPA (15 mL) in a microwave vial (20 mL) were added 2-fluoropyrazine (0.81 g, 8.2 mmol, 1.2 equiv) and DIPEA (2.1 g, 16.4 mmol, 2.4 equiv). The vial was sealed and heated at 170 C in a microwave reactor for 4 h. The mixture was concentrated onto 5 g of Si02 and purified by silica gel chromatography (40 g column, 0-10% MeOH in DCM) to provide (/?)- 4-(l-(pyrazin-2-ylamino)ethyl)benzonitrile. LRMS (ES) m/z 225.1 (M+H). 1 H-NMR (Methanol-74, 400 MHz, ppm) d 7.92 (t, J = 1.7 Hz, 1H), 7.85 (dd, 7 = 2.9, 1.5 Hz, 1H), 7.70 – 7.63 (m, 2H), 7.61 (d, 7 = 2.9 Hz, 1H), 7.58 – 7.52 (m, 2H), 5.08 (q, 7 = 7.1 Hz, 1H), 1.54 (d, 7 = 7.0 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Fluoropyrazine, its application will become more common.

Reference:
Patent; CYTOKINETICS, INC.; MORGAN, Bradley P.; VANDERWAL, Mark; CHUANG, Chihyuan; (0 pag.)WO2020/5888; (2020); A1;,
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. 5049-61-6, name is Pyrazin-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Pyrazin-2-amine

Aminopyrazine (10 g, 10.5 MMOL) was dissolved in dry DIMETHYLFORMAMIDE (60 ml) and was treated with N-CHLOROSUCCINIMIDE (15.36 g, 11.5 MMOL) under argon at 0 C. The mixture was stirred for 30 minutes and then allowed to warm to room temperature. The mixture was poured onto water and extracted with diethyl ether. The diethyl ether layers were combined and evaporated in vacuo. The resulting residue was purified by column chromatography eluting with a mixture of ethyl acetate : pentane (1: 9) to afford the title compound (1.40 g) ;’H NMR (CDC13) 8.02 (1 H, S), 7.76 (1H, s), 4.61 (2H, s).

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/56369; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, name is Pyrazin-2-amine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of Pyrazin-2-amine

To a solution of aminopyrazine (4l) (10.0 g, 105 mmol) in DMSO (200 mL) and water (5 mL) was added N-bromosuccinimide (39.3 g, 221 mmol) at room temperature, and the mixture was stirred for 23 hours. To the mixture was added water and the product was extracted with diethyl ether (300 mL*4). The combined organic extract was washed successively with water (400 mL*2) and brine (500 mL*2), followed by drying over anhydrous sodium sulfate. After filtration and concentration under reduced pressure, the residue was purified by column chromatography (silica gel 280 g, n-hexane/dichloromethane/ethyl acetate=5/4/1). The resulting solid was further purified by recrystallization (n-hexane/ethyl acetate) to give Compound 42 (17.3 g, 68.3 mmol, 64.9%) as a colorless solid. Rf=0.48 (n-hexane/dichloromethane/ethyl acetate=5/4/1); 1H NMR (400 MHz, CDCl3) delta 5.05 (s, 2H), 8.05 (s, 1H).

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Inouye, Satoshi; Sahara, Yuiko; Hosoya, Takamitsu; US2014/316137; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

109-08-0, name is 2-Methylpyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 2-Methylpyrazine

2-methylpyrazine (0.18 mL, 2.0 mmol), 4-methoxybenzaldehyde (0.24 mL, 2.0 mmol) and 50percent solution of tetrabutylammoniumsulfate in water (0.23 mL, 0.2 mmol) were added to 2 mL 5N NaOH stirring under nitrogen. The reaction was carried on at 105¡ã C. for 48 h. After cooling to r.t., the mixture was extracted with DCM (3¡Á20 mL), and then the oil phase was washed with water and brine, dried over Na2SO4, concentrated via vacuum. The desired compound was obtained via silica gel chromatograph (EA:hexane=1:2). Faint yellow solid in 43percent yield. M.p.:101.4-102.3¡ã C. 1H NMR (400 MHz, CDCl3) delta 8.61 (d, J=1.0 Hz, 1H), 8.51 (s, 1H), 8.37 (d, J=2.3 Hz, 1H), 7.70 (d, J=16.1 Hz, 1H), 7.54 (d, J=8.7 Hz, 2H), 7.02 (d, J=16.1 Hz, 1H), 6.93 (d, J=8.7 Hz, 2H), 3.85 (s, 3H). 13C NMR (101 MHz, CDCl3) delta 160.32, 151.60, 144.21, 143.54, 142.26, 134.70, 128.78, 128.72, 121.74, 114.25, 55.33. Anal. Calcd for C13H12N2O: C, 73.56; H, 5.70; N, 13.20. Found: C, 73.12; H, 5.79; N, 12.30.

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Washington University; Tu, Zhude; Li, Junfeng; Yue, Xuyi; Kotzbauer, Paul; (100 pag.)US2017/189566; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 4949-13-7, A common heterocyclic compound, 4949-13-7, name is 2-Fluoropyrazine, molecular formula is C4H3FN2, 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.

Example 8. Preparation of 4,5,6, 7-tetrahydro-5-(5-methoxypyridin-3-yl)-Lambda/-(pyrazin-2- yl)thiazolo[5,4-c]pyridin-2-amine (Compound 18)[00121] As shown in step 8-i of Scheme 8, to a solution of 5-(5-methoxypyridin-3-yl)- 4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-amine (Compound 1026, 20 mg, 0.076 mmol) in NMP (1 mL) was added 2-fluoropyrazine (22.4 mg, 0.229 mmol) and Cs2CO3 (149 mg, 0.46 mmol). The reaction mixture was heated 110 0C for 18 h. The crude mixture was purified by medium pressure silica gel chromatography (0 to 10% MeOH in DCM) followed by a second purification using reversed-phase chromatography (5 to 90 % CHsCN/water). Fractions containing pure produce were brought to a neutral pH and the product isolated as the bis-HCl salt to give 4,5,6,7-tetrahydro-5-(5-methoxypyridin-3-yl)-Lambda/-(pyrazin-2-yl)thiazolo[5,4- c]pyridin-2-amine (Compound 18, 4 mg): ESMS (M+H) 341.13; 1H NMR (CD3OD, 300MHz) delta 8.65 (d, J=I.5 Hz, IH), 8.51 (t, J= 1.5Hz, IH), 8.41 (d, J=2.7Hz, IH), 8.22 (d, J=2.4 Hz, 1H),7.96 (d, J=2.4 Hz, 1H),7.69 (t, J=2.4 Hz, IH), 4.67 (s, 2H), 4.04 (s, 3H), 3.98 (t, J=5.7 Hz, 2H), 3.01 (t, J=5.7 Hz, 2H) ppm.

The synthetic route of 4949-13-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; BANDARAGE, Upul, Keerthi; COTTRELL, Kevin; DAVIES, Robert; KRUEGER, Elaine; LEDEBOER, Mark; LEDFORD, Brian; LE TIRAN, Arnaud; LIAO, Yusheng; MESSERSMITH, David; WANG, Tiansheng; XU, Jinwang; WO2010/96389; (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. 2423-65-6, name is Pyrazine 1-oxide, A new synthetic method of this compound is introduced below., Recommanded Product: Pyrazine 1-oxide

General Procedure 2:; Palladium-Catalyzed Direct Arylation with Aryl Chlorides and Bromides.; To a dried flask was added the diazine N-oxide (1.0 to 3.0 equiv.), K2CO3 (2.0 equiv.), Pd(OAc)2 (5 mol %) and HP(t-Bu)3BF4 (15 mol %). If the arylhalide is a solid, it is added at this point (1.0 equiv.). The flask and its contents were then purged under nitrogen for 10 minutes. If the aryl halide is a liquid, it is added via syringe after purging, followed by the addition of degassed dioxane (to produce a reaction concentration of 0.3 M relative to the halide). The reaction mixture was then heated at 110 C. until the reaction was complete, after which the volatiles were removed under reduced pressure and the residue was purified via silica gel column chromatography.2-(3-Methoxyphenyl)pyrazine N-oxide (Table 4, Entries 6 and 7) Synthesised according to general procedure 2. Purification via silica gel column chromatography using 100% DCM then a mixture of 15% Acetone/DCM gave a white solid, 72% with 2 eq. of the N-oxide and 84% yield with 3 eq. of the N-oxide). 1H NMR (300 MHz, CDCl3, 293K, TMS): delta 8.63 (1H, s), 8.38 (1H, d, J=3.9 Hz), 8.20 (1H, d, J=4.2 Hz), 7.46-7.29 (3H, m), 7.05 (1H, dd, J=1.8 and 8.4 Hz), 3.85 (3H, s). 13C NMR (75 MHz, CDCl3, 293K, TMS): 159.4, 148.3, 145.5, 144.3, 134.4, 130.0, 129.6, 121.3, 116.2, 114.4, 55.3.

The synthetic route of 2423-65-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Ottawa; US2008/132698; (2008); 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. 5049-61-6, name is Pyrazin-2-amine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H5N3

Step-(i): Synthesis of 3,5 -dibromopyrazin-2-amine: To a stirred solution of pyrazin-2-amine (0.5 g, 5.2 mmol) in DCM (10 mL), was added pyridine (0.95 mL, 11.05 mmol) at 0C followed by bromine (0.56 mL, 11.05 mmol) which was stirred at RT for 16h. After the reaction was completed, it was cooled to room temperature, quenched with Na2CO3 (30 mL), extracted with DCM (2 x 100 mL). The combined organicphases were washed with brine, dried over sodium sulphate and concentrated. The obtained crude product was purified by colunm chromatography using 100-200 mesh silica gel and 2% MeOH in DCM as eluent to give the titled product as an off white solid (510 mg, 38%); MS (ES) mz 254 (M+1).

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; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; BORUAH, Anima; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; WO2014/125410; (2014); 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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2

General procedure: Reaction of AgNO3 (33.8 mg, 0.2 mmol), methylpyrazine (mpyz)(19 mg, 0.2 mmol) and isophthalic acid (H2ipa) (33.3 mg, 0.2 mmol) took place in methanol-DMF (DMF = N,N-dimethylformamide) solvents (6 ml, v/v = 1:1) under ultrasonic treatment (160 W, 40 KHz,30 min) at 50 ¡ãC. Addition of ammonia (25percent, 0.5 mL) was found to be an efficient way to eliminate the white precipitate. The resultant solution was allowed slowly and quietly to evaporate at room temperature. The pale pink and prismatic crystals of compound 1 are obtained after several days in the darkness. The crystals were isolated by filtration and washed by deionized water and enthanol and dried in the air.

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; Wang, Dan-Feng; Wang, Zhan-Hui; Zhang, Ting; Dai, Si-Min; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 415; (2014); p. 61 – 68;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5049-61-6, 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 5049-61-6 as follows.

A 1000 mL single-neck round bottom flask was charged with 2-aminopyrazine (28.50 g, 300 mmol), N-iodosuccinimide(134.99 g, 600 mmol), methanol 340 ml,The mixture in the reaction flask was stirred at 80 C for 10 hours.TLC and GC confirmed the reaction was complete. After the reaction was completed, the solvent was removed by rotary evaporation to give a crude product, which was purified by silica gel column chromatography to give pure product2-Amino-5-iodopyrazine, after drying,Calculated yield 70.50%Purity 99.58% (HPLC).

According to the analysis of related databases, 5049-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shandong Youbang Biochemical Technology Co., Ltd.; Geng Xuanping; Lai Chao; Lai Ziteng; Lai Xinsheng; (4 pag.)CN106674137; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem