Category: 36070-75-4

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, Quality Control of 5-Chloropyrazine-2-carbonitrile

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

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, COA of Formula: C5H2ClN3

1-((2S,4/?)-4-amino-6-bromo-2-methyl-3,4-dihydroquinolin-1 (2/-/)-yl)ethanone (for a preparation, see Intermediate 1 ) (50 mg, 0.177 mmol), 5-chloropyrazine-2-carbonitrile (37.0 mg, 0.265 mmol) and DIPEA (0.123 mL, 0.706 mmol) were combined in NMP (1 .5 mL) and heated in a sealed flask under microwave irradiation to 200C for 1 h. The mixture was partitioned between water (150 mL) and EtOAc (4×100 mL). The organic layers were combined, washed with brine (2×100 mL), dried by passing through a hydrophobic frit, and concentrated in vacuo. The resulting residue was purified by chromatography (25 g column, EtOAc/cyclohexane gradient) to give 5-(((2S,4/?)-1-acetyl- 6-bromo-2-methyl-1 ,2,3,4-tetrahydroquinolin-4-yl)amino)pyrazine-2-carbonitrile (61 mg, 0.158 mmol, 89 % yield) as a brown gum.LCMS (Formate, 2 min), Rt = 0.94 mins, MH+ = 386/388.

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, 5-Chloropyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; AMANS, Dominique; DEMONT, Emmanuel Hubert; MITCHELL, Darren Jason; SEAL, Jonathan Thomas; WO2012/143415; (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. 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 36070-75-4

To a mixture of 5-chloropyrazine-2-carbonitrile (300 mg) and methanol (5 mL) was added a solution (28%, 456 mg) of sodium methoxide in methanol at room temperature, and the mixture was stirred overnight. To the reaction mixture was added ammonium chloride (138 mg), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate to give the title compound (350 mg). MS: [M+H]+ 153.1.

According to the analysis of related databases, 36070-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SETO, Masaki; BANNO, Yoshihiro; IMAEDA, Toshihiro; KAJITA, Yuichi; ASHIZAWA, Tomoko; KAWASAKI, Masanori; NAKAMURA, Shinji; MIKAMI, Satoshi; NOMURA, Izumi; TANIGUCHI, Takahiko; MARUI, Shogo; (153 pag.)EP3061754; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, 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. category: Pyrazines

A mixture of A-5 (500.00 mg, 3.58 mmol), [4- (trifluoromethoxy)phenyl]boronic acid (1.11 g, 5.37 mmol), Pd(i-Bu3P)2 (146.36 mg, 286.40 muiotaetaomicron) and K3P04 (1.52 g, 7.16 mmol) in dioxane (20 mL) and H20 (4 mL) was stirred at 80 C for 16 hours under N2. The mixture was concentrated to a residue, which was diluted with H20 (30 mL) and extracted with EtOAc (150 mL x 2). The combined organic phase was washed with water (50 mL x 2) and brine (50 mL), dried over Na2S04, filtered and concentrated to give a residue that was purified by flash chromatography on silica gel (EtOAc in PE = 5% to 10% to 15%) to give A-6 (520.00 mg, 1.96 mmol) as a solid. 1H NMR (400MHz, CDC13) = 9.14 (d, 1H), 8.96 (d, 1H), 8.16 (d, 2H), 7.41 (d, 2H).

The synthetic route of 36070-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (141 pag.)WO2018/98491; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 36070-75-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 36070-75-4 name is 5-Chloropyrazine-2-carbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a microwave vial 5-chloropyrazine-2-carbonitrile (34.6 mg, 0.248 mmol), rac- I -((2S,3R,4R)-4- amino-2,3-dimethyl-6-(tetrahyd ro-2H-pyran-4-yl)-3,4-dihyd roquinolin- I (2H)-yl)ethanone (for preparation see Intermediate 152, 37.5 mg, 0.124 mmol), and DIPEA (0.065 mL, 0.372 mmol) wereadded and the reaction irradiated in a microwave at 200 C for 30 mm. The reaction was purified directly by MDAP (Formic) to give a pale yellow solid. This solid was eluted through a NH2 SPE (5 g) with MeOH, the eluent was concentrated to give the product (22 mg, 0.054 mmol, 43.8%) as an orange/red solid. LCMS (2 mm Formic): Rt = 0.89 mi [MH] = 406.

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

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. 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., Safety of 5-Chloropyrazine-2-carbonitrile

To a solution of rac-(2S,3R,4R)- I -acetyl-4-amino-N,2,3-trimethyl- 1,2 ,3,4-tetrahydroqu inoline-6- carboxamide (for a preparation, see Intermediate 189, 37 mg, 0.134 mmol) in NMP (1 mL) was added 5-chloropyrazine-2-carbonitrile (37.5 mg, 0.269 mmol), and DIPEA (0.070 mL, 0.403 mmol) and the resultant solution heated to 150 C for 30 mm by microwave irradiation. The reaction mixture was directly purified by MDAP (Formic) to afford the desired product as a yellow solid (11mg). LCMS (2 mm Formic): Rt = 0.69 mi [M-Hf = 377.

The synthetic route of 36070-75-4 has been constantly updated, and we look forward to future research findings.

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

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. 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 36070-75-4

General procedure: To a solution of 9 (75 mg, 0.226 mmol) in 1,3-dimethyl-2-imidazolidinone (DMI) (0.75 mL), Et3N (0.13 mL, 0.903 mmol) and 2-chloro-5-cyanopyridine (62.6 mg, 0.451 mmol) were added, andthe mixture was then stirred at 160 C for 1 h. After cooling toroom temperature, EtOAc was added, and the mixture was washedwith H2O, dried over MgSO4, and concentrated under reduced pressure.The residue was purified by column chromatography(CHCl3/MeOH = 100/0 to 95/5) to give the title compound (46 mg,56%).

The synthetic route of 36070-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nakajima, Yutaka; Inoue, Takayuki; Nakai, Kazuo; Mukoyoshi, Koichiro; Hamaguchi, Hisao; Hatanaka, Keiko; Sasaki, Hiroshi; Tanaka, Akira; Takahashi, Fumie; Kunikawa, Shigeki; Usuda, Hiroyuki; Moritomo, Ayako; Higashi, Yasuyuki; Inami, Masamichi; Shirakami, Shohei; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4871 – 4883;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 36070-75-4, These common heterocyclic compound, 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, 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 solution of tert-butyl 4-((2S,3R,4R)- I -acetyl-4-amino-2,3-dimethyl- I ,2,3,4-tetrahydroq uinolin-6- yl)piperazine-1-carboxylate (for a preparation see Intermediate 213, 69 mg, 0.151 mmol) in NMP (1.5 mL) was treated with 5-chloropyrazine-2-carbonitrile (22 mg, 0.158 mmol) and DIPEA (0.079mL, 0.453 mmol) then the mixture was heated at 200 C for 30 mm using a microwave reactor. The residue was purified by MDAP (Formic). The desired fractions were combined and evaporated in vacuo to afford the desired product as a white solid (17 mg).LCMS (2 mm Formic): Rt = 0.82 mi [MH] = 407.

The synthetic route of 36070-75-4 has been constantly updated, and we look forward to future research findings.

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

Related Products of 36070-75-4, A common heterocyclic compound, 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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 A-5 (1.5 g, 10.75 mmol) and 5% Pd/C (150 mg) in TFA (15 mL, 201.94 mmol) and (2,2,2-trifluoroacetyl) 2,2,2-trifluoroacetate (8 mL, 57.55 mmol) was stirred under H2 (15 psi) at 20 C for 5 hours. The mixture was filtered through Celite, eluted with EtOAc (20 mL), and concentrated to a residue. The residue was diluted with H20 (30 mL) and sat.Na2C03 (30 mL) and extracted with EtOAc (50 mL x 2). The combined organic phase was washed with water (20 mL x 2) and brine (20 mL), dried over Na2S04, filtered and concentrated to give the crude product, which was purified by flash chromatography on silica gel (EtOAc in PE = 20% to 30% to 50%) to afford A-21 (2100 mg, 8.72 mmol) as a solid. 1H NMR (400MHz, CDCls) deltaalpha = 8.58 (d, 1H), 8.43 (s, 1H), 7.38 (br s, 1H), 4.71 (d, 2H). LCMS R, = 0.61 min using Method B, MS ESI calcd. for C7H6C1F3N30 [M+H]+ 240.0, found 239.9.

The synthetic route of 36070-75-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (141 pag.)WO2018/98491; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 36070-75-4,Some common heterocyclic compound, 36070-75-4, name is 5-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.

To a mixture of 3-hydroxy-5-isopropoxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide (492 mg), potassium carbonate (445 mg), and N-methylpyrrolidone (NMP) (4 mL) was added a solution of 5-chloropyrazine-2-carbonitrile in NMP (3 mL) under ice-cooling, followed by stirring at room temperature for 4 hours and at 50C for 20 minutes. Diethyl ether (20 mL) and water (20 mL) were added thereto to carry out liquid separation, the organic layer was washed with water (20 mL) and saturated brine (20 mL) in this order, and the aqueous layer was extracted again with diethyl ether (20 mL). The combined organic layer was dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane-ethyl acetate=1:1 to 1:2) to obtain 3-[(5-cyanopyrazin-2-yl)oxy]-5-isopropoxy-N-(1-methyl-1H-pyrazol-3-yl)benzamide (632 mg) as a light yellow oil.

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

Reference:
Patent; Astellas Pharma Inc.; EP2511265; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem