Tag: M.W=100-200

Related Products of 4774-14-5, The chemical industry reduces the impact on the environment during synthesis 4774-14-5, name is 2,6-Dichloropyrazine, I believe this compound will play a more active role in future production and life.

Step 1: N-Benzyl-6-Chloro-2-Pyrazinamine. A mixture of 2,6-dichloropyrazine (1.31 g, 8.8 mmol), benzylamine (1.15 g, 10.7 mmol) and K2CO3 (1.65 g, 11.9 mmol) in acetonitrile (6 mL) was heated at 85 C. for 13 h in a sealed pyrex flask. The reaction mixture was diluted with dichloromethane, filtered and concentrated in vacuo. The yellow solid residue was dissolved in a small volume of methanol and purified by silica gel chromatography (18*4 cm) using CHCl3/MeOH (98:2) as eluent. A second purification (SiO2;16*4 cm) using CHCl3 as eluent furnished 1.55 g (81%) of the title compound as a light yellow solid. HRMS m/z calcd for C11H10ClN3 (M)+219.0563, found 219.0568. Anal. (C11H10ClN3) C, H, N.

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, 2,6-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nilsson, Bjorn M.; US2002/147200; (2002); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

13924-95-3, name is Methyl 5-hydroxypyrazine-2-carboxylate, 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. Formula: C6H6N2O3

(62b) Methyl 5-Chloropyrazine-2-carboxylate Methyl 5-hydroxypyrazine-2-carboxylate (673 mg, 4.37 mmol) synthesised in Example (62a) was dissolved in phosphorous oxytrichloride (6.1 mL), and a few drops of N,N-dimethylformamide were added, followed by heating to reflux for 2 hours under nitrogen atmosphere. The reaction solution was poured into ice water, and extraction was carried out three times with chloroform (30 mL). The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine (100 mL each), and subsequently dried over sodium sulfate. The solvent was distilled off under reduced pressure to afford the desired compound (611 mg, yield 81%) as a gray solid. 1H-NMR (CDCl3, 400 MHz): delta 4.05 (3H, s), 8.71 (1H, d, J=1.6 Hz), 9.10 (1H, d, J=1.2 Hz).

The synthetic route of 13924-95-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2239253; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 54608-52-5,Some common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, molecular formula is C4H6N4, 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.

General procedure: To a vigorously stirred mixture of alpha-bromonitroalkane (0.50 mmol), heteroaryl hydrazine (0.60 mmol, 1.2 equiv), potassium iodide (1.0 mmol, 2.0 equiv) and potassium carbonate (1.0 mmol, 2.0 equiv) in 1,2-dimethoxyethane (5.0 mL) was added a solution of urea hydrogen peroxide in 1,2-dimethoxyethane/water (4:1) (0.50 M solution, 1.0 mL, 0.50 mmol, 1.0 equiv) over 2 h via syringe pump at r.t. After the addition was complete, the mixture was stirred for an additional 4 h. Aqueous sodium thiosulfate was then added and the mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by flash column chromatography to give pure fused triazole.

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

Reference:
Article; Tokumaru, Kazuyuki; Bera, Kalisankar; Johnston, Jeffrey N.; Synthesis; vol. 49; 20; (2017); p. 4670 – 4675;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 32974-92-8, 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. 32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone, This compound has unique chemical properties. The synthetic route is as follows.

Example 1862-(N-isopropylbenzyl)aminoethyl-2-(3-ethyl)-pyrazylketone 8656 2-acetyl-3-ethylpyrazine (151 mg), benzylisopropylamine (149 mg), and paraformaldehyde (40 mg) were reacted in dioxane (0.2 ml) at 130 C. for 2 hours.NMR (CDCl3) 1.1-1.2 (m, 6H), 2.7 (m, 1H), 3.1 (m, 4H), 3.7 (m, 2H), 7-7.2 (m, 1H)TG 29 (3 mumol) 16 (10 mumol) 14 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 10 (100 mumol)IICR 70 (10 mumol) 90 (30 mumol) 100 (100 mumol)

The chemical industry reduces the impact on the environment during synthesis 1-(3-Ethylpyrazin-2-yl)ethanone. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Japan Science and Technology Agency; US2012/277423; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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.

To 3-({[4-(trifluoromethyl)phenyl]amino}sulfonyl)benzoic acid (4.35 g, 12.6 mmol) and 2-(3H-[l,2,3]triazolo[4,5-delta]pyridin-3-yl)-l,l,3,3-tetramethylisouronium hexafluorophosphate(V) (5.27g, 13.9 mmol) in JV,iV-dimethylacetamide (30 mL) and 2- methyltetrahydrofuran (90 mL) was added l,4-diazabicyclo[4.4.0]decane (2.47 g, 17.6 mmol). The reaction was stirred at ambient temperature for 2.5 hours, and then it was diluted with 2-methyltetrahydrofuran (57 mL). The organic solution was washed with 6% NaHCOs/6% NaCl (35 niL), and the aqueous layer was extracted with 2- methyltetrahydrofuran (50 mL). The organic layer was washed with 6% NaHCOs/6% NaCl (50 mL) and 1 : 1 saturated NaCl/water (6chi50 mL), and then it was concentrated. The residue was concentrated from ethanol (2×50 mL) to give the title compound

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; ABBOTT LABORATORIES; ZHANG, Qingwei; STEWART, Andrew, O.; XIA, Zhiren; WO2010/83264; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 36070-75-4, name is 5-Chloropyrazine-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 36070-75-4, category: Pyrazines

A 0.5-2 mL microwave vial was evacuated and back filled with N2. rac-1-((2S,3R,4R)-4-amino-6-(3,6-dihydro-2H-pyran-4-yl)-2,3-dimethyl-3,4-dihyd roquinolin- I (2H)-yl)ethanone (for a preparation seeIntermediate 150, 23.3 mg, 0.078 mmol) in N-methyl-2-pyrrolidone (NMP) (0.7 mL) was then added. To this was added 5-chloropyrazine-2-carbonitrile (21.65 mg, 0.155 mmol), and DIPEA (0.041 mL, 0.233 mmol) and the resultant solution then heated to 150 C for 30 mm in a microwave. The reaction mixture was filtered through a cotton wool plug directly into an LCMS vial and was thenpurified by MDAP (Formic). The appropriate fraction was collected and concentrated in vacuo to afford the desired product as a yellow gum which was still impure. Therefore the crude product was taken up in DCM and loaded onto a silica cartridge (10 g). This was purified by flash chromatography, eluting with 0-100% EtOAc/cyclohexane. The appropriate fractions were collected and concentrated in vacuo to afford the desired product as a colourless oil (6.3 mg, 0.016 mmol, 20.13%). LCMS (2 mm Formic): Rt = 0.90 mi [MH] = 404.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloropyrazine-2-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 55557-52-3,Some common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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.

General procedure: Compounds 5-10 (Supplemental Figure 6A, Scheme 1), 12-15 (Supplemental Figure 6B, Scheme 2), and 17, 18 (Supplemental Figure 6C, Scheme 3) were prepared by a modified procedure as reported by Kayser F. et al. (ref 1) and Chen Z. et al. (ref. 2). To a solution of the corresponding thiol, or phenol 4 (0.85 g, 5.0 mmol) in 15 ml DMF (N, N-Dimethylformamide) 3-chloropyrazine-2-carbonitrile (0.66 g, 4.76 mmol) and Na2CO3 (1.01 g, 9.52 mmol), or substituted chrolopyridines, or chlorobenzenes, were added respectively and the resulting mixture was refluxed at 80 C for 12 h. The DMF was evaporated at reduced pressure and the compound A residue was recrystallized from ethyl acetate. The rest of the compounds were purified by flash chromatography on silica gel with ethyl acetate:hexanes (5-100% gradient).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloropyrazine-2-carbonitrile, its application will become more common.

Reference:
Article; Freeman, Lita A.; Demosky, Stephen J.; Konaklieva, Monika; Kuskovsky, Rostislav; Aponte, Angel; Ossoli, Alice F.; Gordon, Scott M.; Koby, Ross F.; Manthei, Kelly A.; Shen, Min; Vaisman, Boris L.; Shamburek, Robert D.; Jadhav, Ajit; Calabresi, Laura; Gucek, Marjan; Tesmer, John J. G.; Levine, Rodney L.; Remaley, Alan T.; Journal of Pharmacology and Experimental Therapeutics; vol. 362; 2; (2017); p. 306 – 318;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 33332-25-1, The chemical industry reduces the impact on the environment during synthesis 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

Step 1: methyl 5-{3-(cyanomethyl)-3-f4-(7-{f2-(trimethylsilyl)ethoxyJmethyl}-7H- pyrrolo[2,3-d]pyrimidin-4-yl)-lH-pyrazol-l-yl]azetidin-l-yl}pyrazine-2-carboxylate (R)-(+)-2,2′-Bis(diphenylphosphino)-l,l’-binaphthyl (0.065 g, 0.10 mmol) was added to a mixture of {3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3- d]pyrimidin-4-yl)-lH-pyrazol-l-yl]azetidin-3-yl}acetonitrile dihydrochloride (0.50 g, 1.0 mmol), methyl 5-chloropyrazine-2-carboxylate (0.18 g, 1.0 mmol)(Ark Pharm, Inc., Cat. No.: AK-23920), and cesium carbonate (1.0 g, 3.1 mmol) in toluene (15.0 mL) under nitrogene, followed by palladium acetate (0.023 g, 0.10 mmol). The reaction mixture was stirred at 120C for 3 h. After cooled to r.t., the reaction mixture was filtered throught a pad of celite, washed with ethyl acetate. The filtrate was concentrated under reduced pressure. The residue was purified by flashchromatography on a silica gel column with ethyl acetate in dichloromethane (0-70%) to afford the desired product (0.31 g, 55%). LCMS (M+H)+ : m/z = 546.3

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

Reference:
Patent; INCYTE CORPORATION; YAO, Wenqing; BURNS, David M.; ZHUO, Jincong; WO2012/177606; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

21279-62-9, name is 3-Chloropyrazine-2-carboxamide, 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. Product Details of 21279-62-9

General procedure: The starting compound (1.27 mmol) was treated with 18 aliphatic amines, alicyclic amines or saturated heterocycles containing at least one nitrogen atom (2.54 mmol). Four reactions were completed by conventional heating methods. The conditions were 110 C, toluene as a solvent and pyridine (1.27 mmol) as a base. The reaction time was set to one hour. Then the reactions were completed using the microwave reactor with focused field and conditions used for syntheses were 140 C, 30 min,120 W, methanol used as a solvent and pyridine (1.27 mmol) as a base. They were set experimentally with respect to prior experience. The progress of reaction was monitored with TLC in system hexane/ethyl acetate (1:1). Then the mixture was separated by flash column chromatograph using gradient elution. Mobile phases were hexane and ethyl acetate again.

The synthetic route of 21279-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jandourek, Ondrej; Dolezal, Martin; Kunes, Jiri; Kubicek, Vladimir; Paterova, Pavla; Pesko, Matus; Buchta, Vladimir; Kralova, Katarina; Zitko, Jan; Molecules; vol. 19; 7; (2014); p. 9318 – 9338;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 43029-19-2, 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 43029-19-2 as follows.

To a solution of 3-amino-1H-pyrazin-2-one (298.39 mg, 2.69 mmol) in DMA (10 mL) was added NaH (179.03 mg, 4.48 mmol, 60% purity) at 0C. The mixture was stirred at 0C for 0.5 hr. (5-Fluoro-1-isobutyl-indol-2-yl)methyl methanesulfonate (0.67 g, 2.24 mmol) was added to the mixture, and the mixture was stirred at 0C for 1.5 hr. The reaction mixture was diluted with NH4Cl (5 mL) and extracted with EtOAc (5 mL × 3). The combined organic layers were washed with brine (5 mL × 2), dried over anhydrous Na2SO4, filtered and concentrated in vacuum to give a residue. The residue was purified by columnchromatography to afford 3-amino-1-[(5-fluoro-1-isobutyl-indol-2-yl)methyl]pyrazin-2-one (I-426) (0.2 g) as a brown gum

According to the analysis of related databases, 43029-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SITARI PHARMA, INC.; CAMPBELL, David; CHAPMAN, Justin; CHEUNG, Mui, H.; DIRAIMONDO, Thoams, R.; DURON, Sergio, G.; (615 pag.)WO2020/33784; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem