Category: Pyrazines

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. 179323-60-5, name is 1-(Pyrazin-2-yl)ethanamine, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-(Pyrazin-2-yl)ethanamine

Step B: 2-[1-(Pyrazin-2-yl)ethylamino]-4-[benzimidazol-1-yl]pyrimidine The title compound was prepared from 1-(pyrazin-2-yl)ethylamine according to the procedure outlined in the EXAMPLE 1, Step C. Mass spectrum 318.2 (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; Merck & Co., Inc.; US6498165; (2002); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 313339-92-3,Some common heterocyclic compound, 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, molecular formula is C5HCl2N3, 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 solution of 6-cyclopropyl-2-[(3R)-piperidin-3-yl]isoquinolin-1-one hydrochloride (111.0 mg, 0.36 mmol) in DMF (2 mL), DIPEA (0.2 mL, 1.08 mmol) and 3,5-dichloropyrazine- 2-carbonitrile (68.9 mg, 0.39 mmol) were added. The mixture was stirred at room temperature for 2 h, then it was concentrated and purified by silica flash chromatography with 20 to 40% ethyl acetate in cyclohexane to give 3-chloro-5-[(3R)-3-(6-cyclopropyl-1-oxoisoquinolin-2- yl)piperidin-1-yl]pyrazine-2-carbonitrile (138.0 mg, 94% yield) as a pink solid. MS found for C22H20ClN5O as (M+H)+ 406.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,5-Dichloropyrazine-2-carbonitrile, its application will become more common.

Reference:
Patent; PHARMACYCLICS LLC.; ATALLAH, Gordana, Babic; CHEN, Wei; JIA, Zhaozhong, J.; POZZAN, Alfonso; RAVEGLIA, Lucal, Francesco; ZANALETTI, Riccardo; (815 pag.)WO2016/196776; (2016); 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. 446286-94-8, name is 5-Bromo-N,N-dimethylpyrazin-2-amine, A new synthetic method of this compound is introduced below., COA of Formula: C6H8BrN3

2-dimethylamino-5-bromo-pyrazine (21) (1.37g, 6.8mmol) was dissolved in dehydrated tetrahydrofuran (THF) (50ml), it was under an argon atmosphere. The solution was cooled to -80 C. with acetone bath, 1.57 M n-butyl lithium (n-BuLi) slowly added hexane solution (10.8 ml), and stirred for 1 hour. Then it was slowly added N, N-dimethylformamide (DMF) (2.0ml, 26mmol) to this mixed solution was stirred for 1 h allowed to warm to room temperature. Then stirred for 15 minutes Water was added to the reaction mixture and extracted with ethyl acetate (2 ¡Á 200ml). The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography [silica gel 46.9g; hexane – ethyl acetate (1: 1)] and purified by, 5-aldehyde-2-dimethyl-amino-pyrazine (22) (975mg, 6.5mmol, 95 %) as a light yellow powder solid.

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; UNIVERSITY OF ELECTRO-COMMUNICATIONS; MAKI, SHOJIRO; NIWA, HARUKI; (25 pag.)JP2015/193584; (2015); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 33332-29-5, A common heterocyclic compound, 33332-29-5, name is 2-Amino-5-chloropyrazine, molecular formula is C4H4ClN3, 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 2: Synthesis of 2,5-dichloropyrazine To a stirred solution of 5-chloropyrazin-2-amine (1 g, 7.751 mmol) in conc. HCl (10 mL) was added aq. solution sodium nitrite (1.1 g, 15.89 mmol) at -10¡ã C. over a period of 1 h, stirred for 1 h 0¡ã C. and then at RT for 2 h. Progress of reaction was monitored by TLC. After reaction completion reaction mass neutralised with 50percent NaOH solution and extracted with DCM. The organic layer was dried over sodium sulphate and concentrated under reduced pressure. Crude was purified by silica gel (100-200 mesh) column chromatography using 2percent ethyl acetate in hexane as eluent to yield 2,5-dichloropyrazine (0.59 g, 15percent) as colourless oil. MS: 184.1 [M-1]

The synthetic route of 33332-29-5 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 33332-29-5, 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. 33332-29-5, name is 2-Amino-5-chloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Method B is a modification of Method A and was performed under nitrogen atmosphere andwith extended work-up. Substituted benzoyl chloride (1.5 mmol, 1.2 equiv) was placed into the askunder nitrogen, diluted with dry DCM (5 mL) and dry pyridine (400 mg, 5 mmol, 4 equiv) was added.The mixture was mixed for 5 min under nitrogen. Then, 5-chloropyrazin-2-amine (162 mg, 1.25 mmol,1 equiv) dissolved in DCM (10 mL) was added dropwise over 10 min under nitrogen ow. The askwas closed by septum and stirred for additional 6 h. After reaction, the mixture was diluted with DCMto the final volume of 40 mL and washed with water (1 30 mL), 5% (m/m) aqueous NaHCO3 solution(1 30 mL), and brine (1 30 mL). The organic layer was dried over anhydrous Na2SO4 and adsorbedon silica (4 g) by evaporating the solvents under reduced pressure. Automated flash chromatographywas run using same conditions as described in Method A. If needed, the products were recrystallizedfrom hot EtOH (crystallization initiated by cooling and dropwise addition of cold water).

The synthetic route of 2-Amino-5-chloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zitko, Jan; Mindlova, Al?b?ta; Vala?ek, Ond?ej; Jand’ourek, Ond?ej; Paterova, Pavla; Janou?ek, Ji?i; Kone?na, Klara; Dole?al, Martin; Molecules; vol. 23; 9; (2018);,
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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrN3

Example 17-8 Synthesis of 6-bromo-3-iodo-imidazo[1,2-a]pyrazine 6-Bromoimidazo[1,2-a]pyrazine 16* (1.98 g, 0.01 M) was added to N-iodosuccinimide (2.46 g, 0.011 M) in acetonitrile (50 ml). The resulting mixture was heated at reflux overnight. The solvent was evaporated in vacuo and the residue was treated with sodium carbonate solution and extracted with ethyl acetate (3 x 200 ml). The combined extracts were dried over magnesium sulphate and evaporated in vacuo to give a pale brown solid. The solid was washed with ethyl acetate (10 ml) to give 2.23 g of the desired product. 1H-NMR (400 MHz, CDCl3): delta = 7.88 (1 H, s, ArH), 8.25 (1 H, s, ArH), 8.81 (1 H, s, ArH).

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 912773-24-1.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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. SDS of cas: 762240-92-6

Preparation-1: Preparation of (R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6- dihydro-[l,2,4]triazolo[4,3-a]pyrazin-7(8H)-yI)-l-(2,4,5-trifluorophenyl) butan-2-ylcarbamate (0089) In 2 L three necked round bottom flask equipped with mechanical stirrer, thermometer and an addition funnel, were added 400 mL DMF, 100 g (3i?)-N- (tert-butoxycarbonyl)-3-amino-4-(2,4,5-trifluorophenyl) butanoic acid and 72 g 3- (trifluoromethyl)-5,6,7,8-tetrahydro-l,2,4-triazolo-[4,3-a]pyrazine hydrochloride. The reaction mixture was cooled to 0 to 5C and 106 g TBTU was added. 116.3 g DIPEA was added to the reaction mixture and stirred for 1 hour. After the completion of reaction, 1 L water and 600 mL 1% NaHC03 was added. The reaction mixture was stirred for 1 hour at 25C to 35C. The precipitates were filtered and washed with water. The product was dried under vacuum at 60C for 4 hours to obtain 151.9 g of title compound.

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DWIVEDI, Shri Prakash Dhar; KHERA, Brij; SINGH, Kumar Kamlesh; SOLANKI, Kirtipalsinh Sajjansinh; WO2015/114657; (2015); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 41270-66-0, A common heterocyclic compound, 41270-66-0, name is 5-Chloro-2,3-diphenylpyrazine, molecular formula is C16H11ClN2, 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.

A mixture of 5-Chloro-2,3-diphenyl-pyrazine (10.00 g, 37.5 mmol) and a 70% solution of isopropylamine in water (44.32 g, 74.9 mmol) in isopropanol (100 ml) was heated at 150 C for 24 h in a autoclave with 200-400 psi pressure. The reaction progress was monitored by HPLC and after completion of reaction; resulting mass was cooled to 25-30 C and concentrated. The residue was diluted with water and extracted with dichloromethane, after which the extract was distilled completely to obtain solid (5,6-diphenyl- pyrazin-2-yl)-isopropyl-amine (7.0g, 76%) as pale yellowish solid. [Yleld= 7g]

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; MEGAFINE PHARMA (P) LTD.; MATHAD VIJAYAVITTHAL THIPPANNACHAR; DODDAPPA PRALHAD ANEKAL; KARDILE PRITESH BHIMRAJ; PADAKI SANTHOSH AMBADAS; GAIKWAD BAPUSAHEB SHRIHARI; SHINDE GORAKSHANATH BALASAHEB; (63 pag.)WO2017/42828; (2017); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1174321-06-2, name is 5-(Difluoromethyl)pyrazine-2-carboxylic acid, 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 1174321-06-2, Application In Synthesis of 5-(Difluoromethyl)pyrazine-2-carboxylic acid

Step 6: tert-Butyl ((4aS,5SJaS)-7a-(5-(5-(difluoromethyl)pyrazine-2-carboxamido)-2- fluorophenyl)-3-ethyl-4-oxo-5-(trifluoromethyl)-3,4,4a,5JJa-hexahvdrofuror3,4- dlpyrimidin-2-yl)carbamate N-Ethyl-N-(propan-2-yl)propan-2-amine (190 muL, 1.1 mmol) was added to a stirred mixture of tert-butyl ((4aS,5S,7aS)-7a-(5-amino-2-fluorophenyl)-3-ethyl-4-oxo-5- (trifluoromethyl)-3,4,4a,5,7,7a-hexahydrofuro[3,4-d]pyrimidin-2-yl)carbamate (100 mg, 0.21 mmol), 5-(difluoromethyl)pyrazine-2-carboxylic acid (57 mg, 0.33 mmol) and (lH-benzotriazol-l-yloxy)(tripyrrolidin-l-yl)phosphonium hexafluorophosphate (170 mg, 0.33 mmol) in dry DCM (1 mL) at RT under nitrogen. The reaction was stirred at this temperature for 16 h, and then partitioned between DCM and NaHCO3 (aq.). The aqueous layer was extracted with DCM (x2). The combined extracts were dried by passing through a hydrophobic frit and then evaporated. The residue was purified by column chromatography (normal phase, 1Og, Biotage SNAP cartridge KP-SiI, 12mL per min, gradient 5% to 30% EtOAc in n-hexane) to give the title compound (118 mg, cream foam). 1H NMR (400 MHz, CDCl3-d) delta ppm 1.14 (t, J=7.07 Hz, 3H) 1.56 (s, 9H) 3.96 – 4.15 (m, 3H) 4.39 (d, J=9.60 Hz, IH) 4.50 (dd, J=9.73, 2.91 Hz, IH) 4.53 – 4.62 (m, IH) 6.81 (t, J=54.60 Hz, IH) 7.22 (dd, J=10.74, 8.97 Hz, IH) 7.76 (dd, J=6.69, 2.65 Hz, IH) 7.79 – 7.84 (m, IH) 8.93 (s, IH) 9.52 (s, IH) 9.65 (s, IH) 10.64 (s, IH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-(Difluoromethyl)pyrazine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD; CASTRO PINEIRO, Jose, Luis; HALL, Adrian; MADIN, Andrew; VO, Ngoc-Tri; WO2011/9897; (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. 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 69214-33-1

A solution of 8chioroimidazo[i,2a1pyrazine (730 mg, 4.8 mrnol) and NCS (955 mg, 7,2mrnol) in MeCN/DCE (10 rnL/5 rnL ) was heated to 90 C overnight. After LCMS indicated thatstarting material disappeared, the mixture was poured into water (20 mL) and extracted with DCM (20 mL x 3). The combined organic layer was washed with water (20 rnL) and brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo, The residue was purified by chromatography on silica (3% FtOAc in petroleum ether) to give the title compound(700 mg) as a yellow solid. LRMS miz (M+H) 188.1, 190.1 found, 188.1, 190.1 required.

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 69214-33-1.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem