Month: May 2021

Reference of 313339-92-3, The chemical industry reduces the impact on the environment during synthesis 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

11494] Commercial (3aR,7aR)-tert-butyl octahydro-1 Hpyrrolo[3,2-b]pyridine- 1 -carboxylate (416, CAS: 1251010- 63-5, 476 mg, 2.1 mmol) was dissolved in 15 mE DMF. To it were added 3,5-dichloropyrazine-2-cabonitrile (340 mg, 1.9 mmol) and DIEA (500 pL, 2.9 mmol). The mixture was stirred at RT for 3.5 hours, diluted with 100 mE EtOAc, washed with water x3, dried, concentrated in vacuo, and subjected to silica flash column using 0 to 3% MeOH in DCM to isolate (3aR,7aR)-tert-butyl 4-(6-chloro-5-cyanopyrazin- 2-yl)octahydro- 1H-pyrrolo[3,2-b]pyridine-1 -carboxylate(417, 670 mg, 88%) as a white solid.

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, 3,5-Dichloropyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 399-66-6 as follows. Product Details of 399-66-6

Stage 4. Platinum (IV) oxide (2.75 g, 12.1 mmole) was added to a suspension, saturated with nitrogen, of CaO (9.30 g, 166 mmole) and [ 1, 2 , 4 ] -triazolo [ 1, 5-a] pyrazine (18.1 g, 151 mmole) in methoxyethanol (150 ml) . The reaction mixture was stirred for 21.5 hours under a hydrogen atmosphere. The catalyst was filtered off through filter earth and washed with DCM/ethanol (9:1). The filtrate was concentrated, and the solvent was removed firstly with toluene and then with 2-propanol. The residue was taken up in ethyl acetate, filtered again through filter earth, washed with ethyl acetate, and concentrated. The residue was washed with hot 2-propanol and concentrated in vacuo.

According to the analysis of related databases, 399-66-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GRUeNENTHAL GMBH; WO2009/90055; (2009); 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C4H5ClN4

It was stirred for 4 hours at reflux mixture of the compound obtained in Step 1 (8 g) and triethyl orthoformate (32 mL). The reaction solution was cooled to room temperature, the precipitated solid was washed after filtration, with ethanol, To give the title compound followed by drying under reduced pressure (8.10g, 95%).

According to the analysis of related databases, 63286-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 33332-25-1, The chemical industry reduces the impact on the environment during synthesis 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

Intermediate 57A mixture of methyl 5-chloropyrazine-2-carboxylate (0.75 g), K2CO3 (1 .8 g) and 1 H- 1 ,2,4-triazole (1 .2 g) in N,N-dimethylformamide (6 mL) is heated to 100 C overnight. Analysis of the crude mixture by LCMS shows saponified product. The product is acidified with 1 N HCI and the precipitate is filtered and washed with water and diethyl ether to afford the title compound. LC (method 20): tR = 1 .06 min; Mass spectrum (APCI): m/z = 192 [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, Methyl 5-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 4858-85-9, 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. 4858-85-9, name is 2,3-Dichloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

2,3-Dichloropyrazine 5 (5.0 g, 33.6 mmol) in 28% aqueousammonia solution (20 mL) in a reactor Parrwas stirred at 100 C for17 h. After cooling, the resulting mixture was filtered, the solid waswashed with water and dried in vacuo to afford compound 6 (3.0 g,70%) as a white powder. Rf 0.37 (cyHex/EtOAc 1:1); Mp: 170 C (lit.[43]: 169.4e170.1 C); 1H NMR (400 MHz, DMSO-d6): d 6.83 (bs, 2H,NH2), 7.60 (d,1H, J 2.4 Hz, H5), 7.98 (d, 1H, J 2.4 Hz, H6); 13C NMR(100 MHz, DMSO-d6): d 130.6 (CH), 132.6 (C), 141.4 (CH), 152.7 (C);MS (ESI) m/z (%): 129.8 (100) [MH], 131.8 (40). [MH2].

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, 2,3-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Marchand, Pascal; Bazin, Marc-Antoine; Pagniez, Fabrice; Riviere, Guillaume; Bodero, Lizeth; Marhadour, Sophie; Nourrisson, Marie-Renee; Picot, Carine; Ruchaud, Sandrine; Bach, Stephane; Baratte, Blandine; Sauvain, Michel; Pareja, Denis Castillo; Vaisberg, Abraham J.; Le Pape, Patrice; European Journal of Medicinal Chemistry; vol. 103; (2015); p. 381 – 395;,
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, Recommanded Product: 5-Chloropyrazine-2-carbonitrile

General procedure: To an oven-dried round-bottom flask containing tert-butyl 2-[(R)-5-bromo-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate 3 (1.0 mmol) was added bis(pinacolato)diboron (1.1 mmol), potassium acetate (4.0 mmol) and 10 mL of anhydrous 1,4-dioxane. The resulting mixture was purged with N2 for three times. Pd(dppf)Cl2 (0.05 mmol) was added, the reaction mixture was purged with N2 again three times and heated under N2 at 110 C for 46 h. The course of the reaction was followed by TLC (5% MeOH in CH2Cl2) and LCMS. The reaction mixture was cooled to room temperature, and the aryl halide 5 (1.1 mmol)], Pd(dppf)Cl2 (0.05 mmol) and 3.5 mL of 2M aqueous solution of potassium carbonate (de-oxygenated by bubbling through N2 for 15 minutes before addition) were added. The reaction mixture was purged with N2 three times and then heated under N2 for 618 h at 110 C. The course of the reaction was followed by LCMS. The reaction mixture was cooled to room temperature, and the solvent removed under reduced pressure. The residue was partitioned between EtOAc (100 mL) and 1N NaOH solution (100 mL). The organic layer was washed with brine (100 mL), dried over Na2SO4 and the solvent was removed under reduced pressure to afford the crude product as a dark brown oil. The crude product was purified by silica gel chromatography, eluting with 010% MeOH in CH2Cl2 to afford the desired product.

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:
Article; Fernando, Dilinie P.; Jiao, Wenhua; Polivkova, Jana; Xiao, Jun; Coffey, Steven B.; Rose, Colin; Londregan, Allyn; Saenz, James; Beveridge, Ramsay; Zhang, Yingxin; Storer, Gregory E.; Vrieze, Derek; Erasga, Noe; Jones, Ryan; Khot, Vishal; Cameron, Kimberly O.; McClure, Kim F.; Bhattacharya, Samit K.; Orr, Suvi T. M.; Tetrahedron Letters; vol. 53; 47; (2012); p. 6351 – 6354,4;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 13924-94-2, 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. 13924-94-2, name is Methyl 5-aminopyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Production Example 33 To a solution of methyl 5-aminopyrazine-2-carboxylate (2 g) in dichloromethane (20 mL) were added pyridine (36.4 mL) and allyl chloroformate (25.2 mL) in 4 divided portions respectively, under ice-cooling, followed by stirring at room temperature overnight. To the reaction mixture was added water under ice-cooling, followed by extraction with ethyl acetate. The organic layer was sequentially washed with 1 M hydrochloric acid, saturated aqueous sodium bicarbonate, and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The obtained solid was collected by filtration while washing with a solvent (hexane:ethyl acetate=3:1) to obtain methyl 5-{[(allyloxy)carbonyl]amino}pyrazine-2-carboxylate (481 mg) as a white solid.

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

Reference:
Patent; Astellas Pharma Inc.; EP2236498; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6705-33-5, name is Pyrazin-2-ylmethanol, 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 6705-33-5, Recommanded Product: 6705-33-5

To a stirred solution pyrazin-2-ylmethanol (500 mg, 4.545 mmol) in DCM (20 ml) was added Dess-martin periodinane (2.89 g, 6.818 mmol) and stirred for 1 hr at RT. Reaction mass was diluted with DCM (100 ml) washed with saturated sodium bicarbonate solution (50 ml X 2) twice. DCM part was separated, dried over sodium sulfate, evaporated to dryness to get 300 mg crude, which was purified by column chromatography using 100-200 silica and 20% EtOAc in hexane as eluent to afford pyrazine-2-carbaldehyde (100 mg) as brown liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazin-2-ylmethanol, and friends who are interested can also refer to it.

Reference:
Patent; CURADEV PHARMA PVT. LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Veejendra K; KAPOOR, Kishore Kamal; WO2014/141110; (2014); 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. 1458-16-8, name is Methyl 3-amino-6-iodopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Formula: C6H6IN3O2

Tetrakis(triphenylphosphine)palladium(0) (176 mg, 0.152 mmol) was added to a solution of methyl 3-amino-6-iodopyrazine-2-carboxylate (350 mg, 1.25 mmol) and Cul (167 mg, 0.878 mmol) in DMF (8 ml) in a pressure tube. The reaction tube was flushed with nitrogen then CuCN (225 mg, 2.51 mmol) was added. The tube was sealed then heated at 80 C for 4 h. The reaction mixture was allowed to cool to RT, then added onto saturated aq. NaHC03 solution (25 ml) and extracted with EtOAc (3 x 25 ml). The combined organic extracts were washed with brine (25 ml) then dried over MgS04, filtered, then concentrated in vacuo to a pale yellow oil. The crude material was transferred onto a C18 Samplet, dried under vacuum, and then purified by flash column chromatography on silica (25 g). The column was eluted with EtOAc: heptane, increasing the gradient linearly from 12:88 to 100:0 over 10 column volumes. The desired fractions were combined and evaporated to afford the product as a white solid (23 mg, 10%). 1H NMR (250 MHz, CDCI3) delta 8.48 (s, 1 H), 8.1 1 (s, 1 H), 5.85 (s, 1 H), 4.02 (s, 3H). LC/MS (System A): m/z (ESI+) = 179 [MH+], Rt = 0.75 min, UV purity = 100%.

The synthetic route of 1458-16-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan David; HAY, Duncan Alexander; SCHOFIELD, Thomas Beauregard; WENT, Naomi; (111 pag.)WO2017/221008; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 22047-25-2, These common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, 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.

2-Acetylpyrazine (1.22 g, 0.01 mol) and isoniazid (1.37 g, 0.01 mol) were dissolved in 20 mLabsolute ethanol, and 2 drops formic acid was added as a catalyst. The mixture was refluxedfor 5 h, and the white precipitate formed was isolated by filtration to give HL (2.17 g, 90%). IR (KBr, cm-1): 3559, 3030, 1662, 1632, 1562, 1473, 1437, 1420, 1355, 1294, 1153, 1130, 1070,1026, 997, 825, 788, 723, 624, 523, 483. 1H NMR (500 Hz, CDCl3, delta): 9.21 (s, 1H), 9.00 (s, 1H),8.81 (d, J = 10 Hz, 2H), 8.53 (d, J = 10 Hz, 2H), 7.73 (d, J = 5 Hz, 2H), 2.45 (s, 3H). Anal. Calcd forC12H11N5O: C, 59.92; H, 4.59; N, 29.03. Found: C, 72.21; H, 4.57; N, 29.16.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhao, Shan-Shan; Wang, Peng; Wang, Li-Na; Fu, Lin; Han, Xiao-Meng; Qin, Jie; Qian, Shao-Song; Journal of Coordination Chemistry; vol. 70; 5; (2017); p. 885 – 897;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem