Category: 36070-80-1

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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 5-Chloropyrazine-2-carboxylic acid

N,N-dimethylformamide (1 drop) is added to a flask charged with a stir bar, 5-chloro- pyrazine-2-carboxylic acid (13.17 g), thionyl chloride (25 mL), and toluene (200 mL) at room temperature. The mixture is stirred at 60 00 overnight. After cooling to room temperature, the mixture is concentrated, and the remainder is freed from volatile residues by three times repeated evaporation with toluene.

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 36070-80-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; WAGNER, Holger; (77 pag.)WO2018/138028; (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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Chloropyrazine-2-carboxylic acid

[000198] A solution of 5-chloro-pyrazine-2-carboxylic acid (10.00 g, 63.07 mmol) in tetrahydrofuran (126 mL) was treated with a solution of TERT-BUTYL 2,2, 2- trichloroacetimidate (23 ML, 126.14 mmol) in cyclohexane (126 mL). The reaction was stirred at 25C for 5 min and then was treated with boron trifluoride dimethyl etherate (3.2 mL, 25.23 mmol). The resulting reaction mixture was stirred at 25C for 16 h and then was diluted with ethyl acetate (200 mL), washed with a saturated aqueous sodium bicarbonate solution (200 mL) and water (200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 65M, Silica, 10% ethyl acetate/hexanes) afforded 5-chloro-pyrazine-2-carboxylic acid TERT-BUTYL ester (12.73 g, 94%) as a colorless oil: EI-HRMS m/e calcd for C9HNCLN202 (M) 214.0502, found 214.0510.

According to the analysis of related databases, 36070-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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 5-chloropyrazine-2-carboxylic acid (3 g, 18.9 mmol) in dichloromethane (60 mL) was added oxalyl dichloride (2.52 g, 1.7 mL, 19.9 mmol) dropwise at 0C. Then to the mixture was added 2 drops of DMF and the mixture was stirred at room temperature for 2 hours. After the reaction was completed, the mixture was concentrated in vacuo to give 5- chloropyrazine-2-carbonyl chloride (3.4 g, 100%) as a white solid.

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-carboxylic acid, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; FENG, Song; LIANG, Chungen; LIU, Yongfu; SHEN, Hong; TAN, Xuefei; WU, Jun; CHEN, Dongdong; LI, Chao; WANG, Li; (156 pag.)WO2020/53249; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 36070-80-1, 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 36070-80-1 as follows.

[00778] To a solution of lenalidomide (0.2g, 0.77 mmol) in DMF (4 mL) was added 5-chloropyrazine-2-carboxylic acid (0.15g, 0.95 mmol), HATU, (0.29g, 0.77 mmol), and DIPEA (0.27mL, 1.54 mmol). The reaction was stirred at room temperature for 1 hr before it was quenched with saturated NH4C1 (5 mL). The mixture was extracted with EtOAc (10 mLx3), and the combined organic phase was dried over Na2SO4 and concentrated. Column chromatography gave 5-chloro-N-(2- (2,6-dioxopiperidin-3-yl)- 1 -oxoisoindolin-4-yl)pyrazine-2-carboxamide (0.1 g, 33%).

According to the analysis of related databases, 36070-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHIMMANAMADA, Dinesh, U.; YING, Weiwen; WO2013/158644; (2013); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.

The starting 5-chloropyrazine-2-carboxylic acid (317 mg, 2 mmol) was converted to5-aminopyrazine-2-carboxylic acid (1) by substitution reaction with 25% (m/m) aqueous solutionof ammonia (3 mL). The reaction was carried out 10 mL microwave pressurized vials with stirring(reaction temperature: 100 C, reaction time: 30 min, power output: 80 W). The reaction was repeated20 times to yield reasonable quantity of the starting acid. Once the reaction was completed, the vials content was put onto Petri dish and heated above a water bath with intermittent stirring until a drysolid was obtained (ammonium salt of the product). To get the free acid form, the ammonium salt wasdissolved in water and drop-wise acidified with 10% hydrochloric acid to reach pH of 4. The mixturewas then left to cool down in room temperature for 5 min then kept in the fridge for 15 min. The formedfree acid crystals were filtered off by filtration paper with suction and left to dry overnight. After itwas dried, the resulting 5-aminopyrazine-2-carboxylic acid (1) was esterified in several microwavepressurized vials; 3 mL of anhydrous propanol and 2 drops of concentrated sulfuric acid were added to278 mg (2 mmol) of compound 1 in each vial. The esterification was carried out in microwave reactor(reaction temperature: 100 C, reaction time: 1 h, power output: 80 W). The completion of reaction wasmonitored by TLC in system hexane/ethyl acetate (EtOAc) (1:3). The ester was then purified by flashchromatography using gradient elution 40 to 100% EtOAc in hexane.

The synthetic route of 36070-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bouz, Ghada; Juhas, Martin; Niklova, Pavlina; Jand?ourek, Ond?ej; Paterova, Pavla; Ek, Ji?i Janou; T?mova, Lenka; Kovalikova, Zuzana; Kastner, Petr; Dole al, Martin; Zitko, Jan; Molecules; vol. 22; 10; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 36070-80-1,Some common heterocyclic compound, 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.

Dissolve 5-chloropyrazine-2-carboxylic acid (2.00 g, 12.62 mmol) in methylene chloride (30 mL) and at room temperature diisopropylethylamine (6.79 g, 39.74 mmol), 2,2,2-trifluoro Ethylamine (1.31 g, 13.24 mmol), O- (7-Azabenzotriazol-1-yl) -N, N, N ‘, N’-tetramethyluronium hexafluorophosphate (5.04 g, 13.24 mmol) is added,Stir at room temperature overnight.Saturated aqueous sodium carbonate was added, and the mixture was extracted twice with ethyl acetate and washed once with saturated brine.The extracted ethyl acetate layer was dried over anhydrous magnesium sulfate and filtered, and then ethyl acetate was evaporated under reduced pressure with an evaporator.The resulting crude product is purified by silica gel chromatography to give 5-chloro-N- (2,2,2-trifluoroethyl) pyrazine-2-Carboxamide (2.97 g, 98.9%, as a pale yellow oil) was obtained.

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-carboxylic acid, its application will become more common.

Reference:
Patent; Nippon Kayaku; Ueno, Shotaro; Hasegawa, Shinji; Atarashi, Daiju; Kobayashi, Takeshi; Miyake, Takaaki; Asano, Shou; Sumi, Takuto; (116 pag.)JP2019/94290; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

36070-80-1, name is 5-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

Preparation of (5-chloropyrazin-2-yl)(pyrrolidin-1-yl)methanone (SM-1):(SM-1 ) delta-chloropyrazine^-carboxylic acid (1 .00 gram, 6.31 mmol) in dichloromethane (30 ml_) was treated with catalytic amount of dimethylformamide, followed by (COCI)2 (0.85 ml_, 9.46 mmol). The resulting mixture was stirred over night. The reaction was concentrated and dried under vacuum to give desired delta-chloropyrazine^-carbonyl chloride as a solid (1 .05 g, 100%). delta-chloropyrazine^-carbonyl chloride (670mg, 3.79mmol) was dissolved in dichloromethane (1 OmL) and cooled to O0C. Thethylamine (1 .58ml_, 1 1 .4mmol) and pyrrolidine (0.32ml_, 3.79mmol) were then added successively drop-wise. Following the addition, the ice bath was removed and the reaction was allowed to warm to room temperature and stir for 1 hour. The reaction was then diluted with dichloromethane and washed with 1 N HCI, water, and brine. The organics were dried over sodium sulfate, filtered, and concentrated. Purification by column chromatography eluting with 30 – 80% ethyl acetate in hexane afforded the desired (5-chloropyrazin- 2-yl)(pyrrolidin-1 -yl)methanone (SM-1 : 677.0mg, 84.5%). 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1 .86 – 1 .99 (m, 4 H),3.65 – 3.71 (m, 2 H), 3.73 – 3.79 (m, 2 H), 8.52 (d, J=1 .37 Hz, 1 H), 8.93 (d, J=1 .37 Hz, 1 H).

The synthetic route of 36070-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; CORBETT, Jeffrey Wayne; GUZMAN-PEREZ, Angel; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/103438; (2010); 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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5H3ClN2O2

Intermediate 45; Ethyl 3-(5-chloropyrazin-2-yl)-3-oxopropanoate; 5-Chloropyrazine-2-carboxylic acid (Intermediate 44, 21 g, 0.132 mol) was taken in thionyl chloride (100 mL) which was heated to reflux for 2 h and excess thionyl chloride was distilled off under reduced pressure to obtain a residue, which was dissolved in dry tetrahydrofuran (100 rnL). In another round bottom flask ethyl hydrogen malonoate (15.8 g, 0.132 mol) was dissolved in tetrahydrofuran (500 rnL) which was cooled to 0 0C. To the resulting solution was added methyl magnesium bromide (88 mL, 0.265 M) and stirred the reaction mixture was stirred for 30 min before triethylamine (39.9 g, 0.396 M) was added. To this reaction mixture the above prepared acid chloride mixture was added, stirred for 2 h at room temperature and tetrahydrofuran was evaporated from the reaction mixture and the water (500 mL) was added and extracted with ethyl acetate (2 x 200 mL). The organic layers were combined and dried over anhydrous sodium sulphate, concentrated under reduced pressure to get obtain crude product which was purified by flash column chromatography (10% ethyl acetate / pet ether) to afford 16.0 g (53.16%) of ethyl 3-(5-chloropyrazin-2-yl)-3-oxopropanoate white solid. 1H NMR (400 MHz, CDClO: delta 1.26 (t, 3H), 1.28 (t, 3H), 4.18 (s, 2H), 4.20 (q, 2H), 4.30 (q, 2H), 6.28 (s, IH), 8.57 (s, IH), 8.61 (s, IH), 8.89 (s, IH), 9.04 (s, IH), 12.35 (s, IH). Mass (APCI): m/z 227 (M-H).

The synthetic route of 36070-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BASARAB, Gregory, Steven; HILL, Pamela; SHERER, Brian; ZHOU, Fei; WO2010/67123; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 36070-80-1, name is 5-Chloropyrazine-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 36070-80-1, Product Details of 36070-80-1

The 5-cyclopropylmethoxy-pyrazine-2-carboxylic acid was obtained as follows:; A solution of 5-chloro-pyrazine-2-carboxylic acid (1.5 g, 9.46 mmol) in dry dimethylsulphoxide (5 ml) was treated with cyclopropyl-methanol (1.15 ml, 14.1 mmol) and powdered potassium hydroxide (2.12 g, 37.8 mmol). The mixture was irradiated in a microwave vessel at 80 C. for 45 minutes. In order to complete the transformation the irradiation was continued for another 45 minutes at 80 C. For the workup, the reaction mixture was quenched with a solution of citric acid (10%), then extracted with ethyl acetate (5×30 ml) followed by a 20:80-mixture of methanol and dichloromethane (200 ml). The combined organic layers were dried over sodium sulphate, evaporated at reduced pressure and, finally, lyophilized to remove residual dimethylsulphoxide. Further purification by flash chromatography on silica gel yielded the 5-cyclopropylmethoxy-pyrazine-2-carboxylic acid as an off-white solid (1.83 g, 27% of theory). MS (ISP): m/z=195 [M+H]+.

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

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Pinard, Emmanuel; Power, Eoin; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2011/144097; (2011); 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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H3ClN2O2

A solution of 5-chloro-pyrazine-2-carboxylic acid (1.5 g, 9.46 mmol) in dry dimethylsulphoxide (5 ml) was treated with cyclopropyl-methanol (1.15 ml, 14.1 mmol) and powdered potassium hydroxide (2.12 g, 37.8 mmol). The mixture was irradiated in a microwave vessel at 80 C for 45 minutes. In order to complete the transformation the irradiation was continued for another 45 minutes at 80 C. For the workup, the reaction mixture was quenched with a solution of citric acid (10%), then extracted with ethyl acetate (5×30 ml) followed by a 20:80-mixture of methanol and dichloromethane (200 ml). The combined organic layers were dried over sodium sulphate, evaporated at reduced pressure and, finally, lyophilized to remove residual dimethylsulphoxide. Further purification by flash chromatography on silica gel yielded the 5-cyclopropylmethoxy-pyrazine-2-carboxylic acid as an off-white solid (1.83 g, 27% of theory). MS (ISP): m z = 195 [M+H]+

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; F. HOFFMANN-LA ROCHE AG; SIENA BIOTECH S.P.A.; BANNER, David; GUBA, Wolfgang; HILPERT, Hans; MAUSER, Harald; MAYWEG, Alexander, V.; NARQUIZIAN, Robert; PINARD, Emmanuel; POWER, Eoin; ROGERS-EVANS, Mark; WOLTERING, Thomas; WOSTL, Wolfgang; WO2011/69934; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem