Category: 23688-89-3

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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C5H3ClN2O2

A mixture of 6-chloropyrazine-2-carboxylic acid [CAS-RN: 23688-89-3] (1.00 g,6.31 mmol, 1.0 eq), tert-butyl 4-aminopiperidine-1-carboxylate [CAS-RN: 87120-72-7] (1.39 g, 6.94 mmol, 1.1 eq), HATU (2.64 g, 6.94 mmol, 1.1 eq) and DIPEA(2.33 mL, 12.6 mmol, 2.0 eq) was dissolved in 38 mL DMF and stirred at rt overnight. The reaction mixture was partitioned between ethyl. acetate and water. The organic phase was washed with brine and filtered through a Whatman filter. The volatile components were removed in vacuo and the crude material obtained was purified via preparative MPLC (Biotage Isolera; 50 g SNAPcartridge: hexane-> hexane/ethyl acetate 2/3) to give 2.1 g (94% yield of theory) of the title compound.UPLC-MS (Method 2): R = 1.14 mm; MS (Elneg) m/z = 339 [M-H].

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 23688-89-3.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 23688-89-3, 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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows.

2-Phenoxyaniline (0.185 g, 1.0 mmol), 6-chloropyrazine-2-carboxylic acid (0.158 g, 1.0 mmol) and 30 mL of dichloromethane were added to the reaction flask, and Et3N (0.202 g, 2.0 mmol) was added. Then, EDCI (0.287 mg, 1.5 mmol), HOBt (0.20 g, 1.5 mmol) was added, and the reaction was carried out at 25 C for 2.5 hours. The reaction was completed by TLC, and the reaction was completed. The reaction mixture was washed twice with water and once with saturated brine. The organic phase is dried over anhydrous sodium sulfate, de-solued to give a crude product, and recrystallized from ethanol.Brick red solid, m.p. 138-140 C, yield 79.0%

The chemical industry reduces the impact on the environment during synthesis 6-Chloropyrazine-2-carboxylic acid. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chen Lei; (6 pag.)CN108997228; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 23688-89-3, 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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of Compound 3A (220 mg, 1.39 mmol; prepared as described in Sato, N. J. Heterocyc. Chem. 1994,31, 1177), DPPA (575 mg, 2.09 mmol) and triethylamine (0. [39] [ML,] 2. 80 mmol) in [T-BUOH] (3 mL) and toluene (2 mL) was heated at [65 C] for 1.5 h, then at [85 C] for 2 h. After concentration, the mixture was purified by flash chromatography (EtOAc/hexane) to give Compound 3B (180 mg, 57%) as a white [SOLID. 1H NMR] (300 MHz, CDC13) 8 [9. 19 (S,] 1H), 8.26 (s, 1H), 7.17 (brs, 1H), 1.54 (s, 9H). A mixture of Compound 3B (160 mg, 0.697 mmol), [(3-BROMOPROPOXY)-TERT-] butyldimethylsilane (220 mg, 0.870 mmol) and [CS2CO3] (340 mg, 1.04 mmol) in dry DMF (2 mL) was stirred at [60 C] for 2.5 h. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography (EtOAc/hexane) to provide Compound 3C (262 mg, 94%) as clear [OIL. LH NMR (300 MHZ, CDC13) 6 9.] 01 (s, 1H), 8.20 (s, 1H), 4.00 (t, J= 7.4 Hz, 2H), 3. 68 (t, J= [6.] 2 Hz, 2H), 1.87 [(M,] 2H), 1.54 (s, 9H), 0.87 (s, 9H), 0.03 (s, 6H). A mixture of Compound 3C (123 mg, 0.306 mmol), bis [(TRIMETHYLTIN)] (200 mg, 0.611 mmol), tetrakis (triphenylphosphine) palladium (35 mg, 0.030 mmol), LiCl (40 mg, 0.94 mmol) and 2, 6-di-tert-butyl-4-methylphenol (3 mg, 0.014 mmol) in anhydrous 1,4- dioxane (2 [ML)] was refluxed for 4 h under nitrogen. The solvent was removed under reduced pressure and the residue was purified by chromatography on silica gel (EtOAc/hexane) to give Compound 3D (154 mg, 95%) as clear [OIL. 1H NMR] (300 MHz, CDC13) 8 8.79 (s, 1H), 8.21 (s, [1H),] 4.01 (t, J= 7.2 Hz, 2H), 3.67 (t, J= 6.0 Hz, 2H), 1.90 [(M,] 2H), 1.53 (s, 9H), 0. 87 (s, 9H), 0.36 (s, 9H), 0.02 (s, 6H); MS (ES) m/z : 531 (M+H). A mixture of Compound 3D (73 mg, 0.14 [MMOL),] Compound 1C (52 mg, 0.15 mmol), dichlorobis (triphenylphosphine) palladium (15 mg, 0.021 mmol) and LiCl (18 mg, 0.42 mmol) in anhydrous toluene (3 mL) was stirred at [100 C] overnight under nitrogen. The mixture was cooled, concentrated under vacuum and purified by flash chromatography (EtOAc/hexane) to give the coupled product as yellow oil. TFA (1 mL) was added and the mixture was stirred at [20 C] for 4 h. After it was concentrated, saturated NH40H solution and water were added until the mixture turned basic. After the precipitated solid was collected through filtration, it was washed with water and [ET20] and dried under vacuum to provide Compound 3 (1.5 mg, 47%) as a yellow solid. [H NMR] (300 MHz, DMSO-d6) [6] 10.59 (s, 1H), 8.91 (s, 1H), 8.63 (s, 1H), 8.20 (brs, 1H), 8.12 (s, 1H), 7.80 (brs, 1H), 7.39 (t, J= 8.2 Hz, 1H), 7.34 (brs, 1H), 7.13 [(D,] [J=] 7.8 Hz, 1H), 4.60 [(M,] 1H), 3.50 [(M,] 2H), 3.32 [(M,] 2H), 1.76 (t, J= 6.4 Hz, [2H) ;] MS (ES) m/z: 358 [(M+H.]

The synthetic route of 6-Chloropyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; KUO, Gee-Hong; DEANGELIS, Alan; WANG, Aihua; ZHANG, Yan; EMANUEL, Stuart, L.; MIDDLETON, Steve, A.; WO2004/9562; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 23688-89-3, These common heterocyclic compound, 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, 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.

6-Chloropyrazine-2-carboxylic acid [CAS RN: 23688-89-3] (300 mg, 1.89 mmol,1 .0 eq) was dissolved in 4 mL THF, and CDI (307 mg, 1 .89 mmol, 1 .0 eq) wasadded. Then, the reaction mixture was heated to 70C for 2 h. Then, 1-(2,2-difluoroethyl)piperidin-4-amine [CAS RN: 1119499-74-9] (320 mg, 1.95 mmol,1.1 eq) and triethylamine (0.54 mL, 2.90 mmol, 2.1 eq) as a solution in 5 mLTHF was added. The reaction mixture was heated to 70C for 2 h. On cooling, the reaction mixture was partitioned between dichlorormethanol/isopropanol (4/1) and water. The organic phase was washed with water and the phases were separated by the use of a Whatman filter. The volatile components were removed in vacuo and the crude material was purified via preparative MPLC(Biotage Isolera; 25 g SNAP cartridge: hexane -> hexane/ethyl acetate 2/1) to give 150 mg (26% yield of theory) of the title compound.UPLC-MS (Method 2): R = 0.95 mm; MS (EI0): m/z = 305 [M+H].

The synthetic route of 23688-89-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 23688-89-3, 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 23688-89-3 as follows.

(R)-(2,2-dimethyl-1,3-dioxolan-4-yl)methanol (2.50 g, 18.93 mmol) was added to a room temperature suspension of NaH 60 wt% (833.0 mg, 20.82 mmol) in THF (50 mL). The reaction mixture was stirred at room temp for 30 min and a solution of 6-chloropyrazine-2-carboxylic acid (1.0 g, 6.31 mmol) in THF (20 mL) was added. The reaction mixture was stirred at room temp for 30 min then heated at reflux for 2 h. After cooling to room temp, the pH was adjusted to 3 by the addition of 3 N HCl (4 mL). The mixture was poured into brine and extracted with EtOAc. The combined organics were dried and concentrated. The crude product was recrystallized from pentane/EtOAc to give (R)-6-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)pyrazine-2-carboxylic acid (764.0 mg, 48% yield). MS (ESI) calcd for C11H14N2O6 (m/z): 254.09; found: 255 [M+H].

According to the analysis of related databases, 23688-89-3, the application of this compound in the production field has become more and more popular.

Reference of 23688-89-3, The chemical industry reduces the impact on the environment during synthesis 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Step 1: tert-Butyl ((trans)-3-(6-chloropyrazine-2-carboxamido)cyclobutyl)carbamate A stirred solution of 6-chloropyrazine-2-carboxylic acid (0.25 g, 1.58 mmol) in DMF (3 mL) was added with DIPEA (0.42 mL, 2.37 mmol) and HATU (0.72 g, 1.9 mmol). The reaction mixture was stirred at room temperature for 20 minutes. A solution of tert-butyl (trans-3-aminocyclobutyl)carbamate (0.32 g, 1.74 mmol) in DMF (3 mL) was added and the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and was washed sequentially with saturated aqueous sodium hydrogen carbonate (*2) and brine. The organic phase was dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.530 g, 93%). 1H NMR (400 MHz, DMSO-d6); delta 9.18 (d, J=7.5 Hz, 1H), 9.11 (s, 1H), 9.01 (s, 1H), 7.30 (d, J=7.0 Hz, 1H), 4.54-4.49 (m, 1H), 4.08-4.01 (m, 1H), 2.70 (s, 1H), 2.48-2.39 (m, 2H), 2.27-2.19 (m, 2H), 1.40 (s, 9H).

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, 6-Chloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; Rizzi, Andrea; Carzaniga, Laura; Linney, Ian; Knight, Chris; Schmidt, Wolfgang; (120 pag.)US2018/16267; (2018); 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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 23688-89-3

6-Chloropyrazine-2-carboxylic acid [CAS RN: 23688-89-3] (565 mg, 3.56 mmol,1.0 eq) was dissolved in 8 mL THF, and CDI (578 mg, 3.56 mmol, 1.0 eq) was added. Then, the reaction mixture was heated to 70C for 2 h. In a separate flask, 1 -(2,2,2-trifluoroethyl)piperidin-4-amine dihydrochloride [Intermediate13] (936 mg, 3.67 mmol, 1.03 eq) was dissolved in THF and triethylamine (1.02 mL, 7.34 mmol, 2.06 eq) was added. Then, this solution was added to thesolution of the preformed imidazolide and the reaction mixture was heated again to 70C for 2 h. The volatile components were removed in vacuo and the crude material, was purified via preparative MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane -> hexane/ethyl. acetate 2/1) to give 558 mg (44% yield of theory) of the title compound.UPLC-MS (Method 1): R = 0.95 mm; MS (EI0): m/z = 323 [M+H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 1.63-1.79 (m, 4H), 2.43 (m, 2H), 2.92 (m, 2H), 3.16 (q, 2H), 3.80 (m, 1H), 8.70 (d, 1H), 8.99 (s, 1H), 9.10 (s, 1H).

According to the analysis of related databases, 23688-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 23688-89-3, 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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

6-Chloropyrazine-2-carboxylic acid [CAS-RN: 23688-89-3] (300 mg, 1 .89 mmol,1.0 eq) was dissolved in 12 mL THF, and CDI (338 mg, 2.08 mmol, 1 eq) was added. Then, the reaction mixture was heated to 70C for 60 mm. On cooling, asolution of 2-(methylsulfonyl)ethanamine [CAS-RN: 49773-20-8] (256 mg,2.08 mmol, 1.1 eq) in 1.5 mL THF and triethylamine (0.53 mL, 3.78 mmol,2.0 eq) was added. The reaction mixture was stirred at 70C for 2 h. The reaction mixture was partitioned between ethyl. acetate and water. The water phase was extracted with ethyl. acetate and the combined organic phases were washed with brine. The phases were separated by the use of a Whatman filter and the volatile components of the organic phase were removed in vacuo toyield 350 mg (53% yield of theory) of the title compound in 76% purity (UPLC area%) that was used without further purification.UPLC-MS (Method 1): R = 0.61 mm; MS (EI0): m/z = 264 [M+1].

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, 6-Chloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, 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. HPLC of Formula: C5H3ClN2O2

Example 41 6-chloro-N-(2-methoxy-1-(4 (trifluoromethoxy)phenyl)ethyl)pyrazine-2-carboxamide A mixture of 6-chloropyrazine-2-carboxylic acid (150 mg), thionyl chloride (0.345 mL), N,N-dimethylformamide (0.05 mL) and toluene (5 mL) was stirred at 100C for 1 hr. The mixture was concentrated under reduced pressure, to the residue were added tetrahydrofuran (5 mL), triethylamine (0.659 mL) and 2-methoxy-1-(4-(trifluoromethoxy)phenyl)ethanamine hydrochloride (257 mg), and the mixture was stirred at room temperature for 5 hr. The mixture was poured into a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (225 mg). 1H NMR (300 MHz, CDCl3) delta 3.43 (3H, s), 3.77 (2H, d, J = 4.9 Hz), 5.23-5.46 (1H, m), 7.13-7.25 (2H, m), 7.39-7.53 (2H, m), 8.27 (1H, d, J = 7.5 Hz), 8.77 (1H, s), 9.27 (1H, s).

The synthetic route of 23688-89-3 has been constantly updated, and we look forward to future research findings.

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

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. 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 6-Chloropyrazine-2-carboxylic acid

6-Ch[oropyrazine-2-carboxy[ic acid [CAS RN: 23688-89-3] (218 mg, 1.38 mmo[,1.0 eq) was disso[ved in 3 mL THF, and CDI (224 mg, 1.38 mmo[, 1.0 eq) wasadded. Then, the reaction mixture was heated to 70C for 2 h. Then, 1-(2-f[uoroethy[)piperidin-4-amine [CAS RN: 947263-70-9] (208 mg, 1.42 mmo[,1.03 eq) and triethy[amine (0.40 mL, 2.85 mmo[, 2.06 eq) as a so[ution in 2 mLTHF were added. The reaction mixture was heated to 70C for 1 h and was a[[owed to stand at rt for 1 day. Subsequent[y, the reaction mixture was partitioned between ethy[ acetate and water. The aqueous phase was extracted with ethy[ acetate and the combined organic [ayers were washed with brine. The phases were separated by the use of a Whatman fi[ter, the vo[ati[ecomponents were removed in vacuo and the crude materia[ was purified via preparative MPLC (Biotage Iso[era; 25 g SNAP cartridge: ethy[ acetate -> ethy[ acetate/ethanol. 4/1) to give 100 mg (24% yield of theory) of the title compound.UPLC-MS (Method 1): R = 0.52 mm; MS (EI0): m/z = 287 [M+H].

The synthetic route of 23688-89-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem