Month: April 2021

Electric Literature of 1379338-74-5, These common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, 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.

C) (9/-/-fluoren-9-yl)methyl 5-(7-chloropyrido[4,3-?>]pyrazi n-5- yl)hexahyd ropy rrolo[3,4-?>] pyrrole- 1 (2H)-carboxylateThe mixture of (9/-/-fluoren-9-yl)methyl hexahydropyrrolo[3,4-?>]pyrrole-1 (2/-/)- carboxylate (100 mg, 0.5 mmol) and 5,7-dichloropyrido[4,3-?>]pyrazine (600 mg, 1 .8 mmol) in dioxane was stirred at 0 C for 30 minutes and then at room temperature for 4 hours. The mixture was concentrated, and the residue was purified bychromatography to give the title compound. MS (m/z): 498 (M+H)+.

Statistics shows that 5,7-Dichloropyrido[3,4-b]pyrazine is playing an increasingly important role. we look forward to future research findings about 1379338-74-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167733; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 6705-33-5, These common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, 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.

To a mixture of (4-Hydroxy-phenyl)-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidin-1- yl) -methanone (0.57 g, 2.0 mmol), pyrazin-2-yl-methanol [CAS 6705-33-5] (0.25 g, 2.3 mmol), and triphenylphosphine (0.57 g, 2.2 mmol) in THF (20 mL) is added DEAD (0.36 mL, 2.3 mmol). The mixture is stirred at room temperature overnight and partitioned between ethyl acetate and water. The aqueous phase is extracted with ethyl acetate (2x), and the combined organic phase is dried (Na2S04) and concentrated. -The crude material is purified by SCX chromatography followed by silica gel chromatography eluting with 20% (10% 2M MeOH/CH2Cl2) /80% CH2Cl2 to 70% (10% 2M MeOH/CH2Cl2)/30% CH2C12 to yield 12 mg of the title compound. MS (ES+) 367.3

Statistics shows that Pyrazin-2-ylmethanol is playing an increasingly important role. we look forward to future research findings about 6705-33-5.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/121080; (2005); 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. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, A new synthetic method of this compound is introduced below., COA of Formula: C5H7Cl2N3

To a solution of (3-chloropyrazin-2-yl)methanamine hydrochloride 22 1 a (3.1 g, 21.7 mmol), 23 2-(1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate (7.1 g, 22 mmol) and 24 N,N-diisopropylethylamine (9.3 g, 72 mmol) in 25 dichloromethane (100 mL) at room temperature, 26 (S)-1-((benzyloxy)carbonyl)pyrrolidine-3-carboxylic acid (4.5 g, 18 mmol) was added in several batches. The resulting mixture was stirred at room temperature for 16 h. The reaction was quenched with 27 water (30 mL) and the organic phase was separated. The aqueous phase was extracted with dichloromethane (50 mL¡Á2), the combined organic phase was washed with saturated brine (50 mL¡Á2), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under vacuum and the residue was purified by flash column chromatography (dichloromethane/methanol 20:1) to provide 28 benzyl-(S)-3-(((3-chloropyrazin-2-yl)methyl)carbamoyl) pyrrolidine-1-carboxylate 1b(4.85 g, 13.0 mmol, yellow oil). Yield: 72%1H NMR (400 MHz, CDCl3) delta8.43 (d, J=2.4 Hz, 1H), 8.34 (d, J=2.4 Hz, 1H), 7.37-7.26 (m, 5H), 6.92-6.85 (bs, 1H), 5.14 (s, 2H), 4.71 (d, J=4.4 Hz, 2H), 3.88-3.51 (m, 3H), 3.22-3.05 (m, 2H), 2.31-2.07 (m, 2H).

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; GUANGZHOU INNOCARE PHARMA TECH CO., LTD.; KONG, Norman Xianglong; ZHOU, Chao; CHEN, Xiangyang; US2019/177333; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 622392-04-5, 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. 622392-04-5, name is 2-Bromo-5-iodopyrazine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: 3Cz (0.50 g, 1.0 mmol), 5-bromo-2-iodopyridine (0.29 g, 1.0 mmol), copper (0.07 g, 1.0 mmol) and K2C03 (0.28 g, 2.0 mmol) were combined in a 2-necked flask equipped with a condenser and cycled 3 times with vacuum and nitrogen. Chlorobenzene (15 ml_) was then added and stirred at 120 C under the flow of nitrogen for 19 hours whereupon full consumption of both starting materials was observed. The reaction was then allowed to cool and the copper filtered out over Celite bed and washed with DCM. The solvents were removed under vacuum resulting in an off-white solid (0.63 g, 96%).

The chemical industry reduces the impact on the environment during synthesis 2-Bromo-5-iodopyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITY COURT OF THE UNIVERSITY OF ST ANDREWS; ZYSMAN-COLMAN, Eli; CHEN, Dongyang; PACHAI GOUNDER, Rajamalli; (104 pag.)WO2019/202342; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 762240-92-6, These common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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.

General procedure: A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo[4,3-a]pyrazine hydrochloride salt (1.0 eq.) in dimethylformamide(DMF, 2-3 mL)was added potassium carbonate (2.5eq.) at and stirred for 15 min at room temperature. To this, N-(benzo[d]thiazol-2-yl)-2-chloroacetamide derivatives (1.0 eq.) in DMF was added to the reaction mixture at room temperature. The resulting reaction mixturewas heated at 70 C for 18 h. The completion of the reaction was monitored on TLC (using 10% MeOH: DCM and ammonia as a modifier as mobile phase) which confirmed that the reaction got completed after 18 h. The reaction mixture was pouredinto ice-cold water and extracted with ethyl acetate (2 x 30 mL).Organic layers were combined and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford crude desired product and crystallized it from methanol to get N-(benzo[d]thiazol-2-yl)-2-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo [4,3-a]pyrazin-7 (8H)-yl)acetamide derivatives(12a-12e) in good practical yield.

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

Reference:
Article; Jethava, Divya J.; Acharya, Prachi T.; Vasava, Mahesh S.; Bhoi, Manoj N.; Bhavsar, Zeel A.; Rathwa, Sanjay K.; Rajani, Dhanji P.; Patel, Hitesh D.; Journal of Molecular Structure; vol. 1184; (2019); p. 168 – 192;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 33332-28-4, A common heterocyclic compound, 33332-28-4, name is 2-Amino-6-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.

To a mixture of compound 9 (312.0 g, 2.4 mol) and K2CO3 (664.0 g, 4.8 mol) in MeOH (1.0 L) was dropwise added IC1 (704.0 g, 4.3 mol in 1.0 L of DCM) over 2 hours at 0C. Then the reaction mixture was stirred at room temperature overnight. The reaction was quenched with NaiSC aqueous solution (2M, 1.5 L). The mixture was extracted with DCM (1.0 L x 3). The combined organic phases were dried over anhydrous Na2S04, filtered and concentrated. The crude product was purified by column chromatography on silica gel (PE/EA = 10/1 to 4/1) to afford compound 10 (460 g, 75% yield) as a solid. 1HNMR (400 MHz, DMSO- 6): delta 7.68 (s, 1H), 7.07 (s, 2H). MS Calcd.: 255 MS Found: 256 ([M+H]+).

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IMARA, INC.; H. LUNDBECK A/S; SVENSTRUP, Niels; PARACHIKOVA, Anna I.; MCARTHUR, James; (133 pag.)WO2018/9424; (2018); 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. 4774-14-5, name is 2,6-Dichloropyrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 2,6-Dichloropyrazine

To a mixture of 2,6-dichloropyrazine (12.5 g, 83.91 mmol), 4-methylbenzenesulfonic acid hydrate (32 g, 168.2 mmol), NaI (120 g, 800.6 mmol) and 1,4,7,10,13- pentaoxacyclopentadecane (10 mL, 50.35 mmol) was added thiolane 1 ,1 -dioxide (200 mL) and the mixture heated to 150 0C and stirred for 3 hrs. The mixture was allowed to cool and added water 150 ml and neutralized with solid NaHCtheta3 It was then extracted into ether (3x300ml), washed with Sat. NaHCO3, brine then dried (MgSO4) and concentrated to give an orange solid. The product was washed with water and dried under high vacuum to give 2,6-diiodopyrazine as an orange solid (8.6 g, 31%). ES+ 332. IHNMR (CDCl3) 8.73 (2H, s).

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; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; STUDLEY, John; WO2010/11772; (2010); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 59489-71-3,Some common heterocyclic compound, 59489-71-3, name is 2-Amino-5-bromopyrazine, molecular formula is C4H4BrN3, 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.

[0336] To 5-bromo-pyrazin-2-ylamine (0.46 g, 2.6 mmol), NaCN (1.3 g, 26 mmol) and CuCN (2.74g, 26 mmol) in a nitrogen-purged vial was added DMF (10 mL). The resulting mixture was heated at 12O0C over the weekend. After cooling down to room temperature, DMF was removed under high vacuum. The residue was partitioned between EtOAc and water. The organic extracts were combined, dried and concentrated to give the crude product as a yellow solid (0.296 g, 93%), which was used in the subsequent reaction without further purification.

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

Reference:
Patent; LOCUS PHARMACEUTICALS, INC.; WO2008/8059; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 1082843-70-6, name is 3,5-Dibromo-2-chloropyrazine, 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. Recommanded Product: 3,5-Dibromo-2-chloropyrazine

Add B1-a (2g, 7.34mmol) and ethanol (20mL) to a 50mL single-necked flask.Slowly add hydrazine hydrate (1.72g, 53.65mmol) in an ice bath.The suspension was stirred at 40 C for 3 hours. After the reaction is completed, the temperature is lowered to room temperature.A pale yellow solid precipitated out and was collected by filtration. The filter cake was washed with ethanol (5 mL).Drying gave the product B1-b (1 g, yield 60%) as a pale yellow solid.

The synthetic route of 3,5-Dibromo-2-chloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Qingyu Pharmaceutical Technology Co., Ltd.; Zou Bin; Ma Shichao; Wang Xiang; Zhang Zhongguo; (61 pag.)CN110734436; (2020); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, 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 1379338-74-5, COA of Formula: C7H3Cl2N3

(A) /V-(3-ami nopropyl)-7-chloropyrido[4,3-ib]pyrazi n-5-ami ne.A solution of propane-1 ,3-diamine (890 mg, 12 mmol) and 5,7-dichloropyrido[4,3- ?>]pyrazine (600 mg, 3 mmol) in methanol (10 mL) was stirred at room temperature for 4 hours. The volatiles were evaporated, and the residue was purified by chromatography to afford the title compound. MS (m/z): 238 (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, 5,7-Dichloropyrido[3,4-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167733; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem