Category: 58138-79-7

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 58138-79-7 as follows. Recommanded Product: 58138-79-7

General procedure: OUY-2 [2], OUK-2 [3] and OUJ-2 were prepared by Stillecoupling of stannyl compound 1 [3] with 3,5-dibromopyridine,2,6-diiodopyrazine, and 2,4-dichloro-1,3,5-triazine, respectively,by using Pd(PPh3)4 as a catalyst in toluene at 110 C underan argon atmosphere (Scheme 1)

According to the analysis of related databases, 58138-79-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Imato, Keiichi; Enoki, Toshiaki; Uenaka, Koji; Ooyama, Yousuke; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1712 – 1721;,
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. 58138-79-7, name is 2,6-Diiodopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 2,6-Diiodopyrazine

1. 2-Iodo-6-dimethylaminopyrazine A solution of 2,6-diiodopyrazine (6 g, 18.1 mmol) in methanol (50 ml) and dimethylamine (40% aqueous solution, 200 ml) was heated at reflux for 1 h. The methanol was removed under vacuum, the aqueous saturated with potassium carbonate and extracted with dichloromethane (3*100 ml). The combined extracts were dried (Na2 SO4), evaporated and the residue purified by chromatography through silica-gel eluding with dichloromethane. The product (4 g) was obtained as a low melting solid, m.p. 46-48 C., m/e 249 (M+); delta (360 MHz, CDCl3) 3.10 (6H, s, 2*Me); 7.87 (1H, s, pyrazine-H); 8.01 (1H, s, pyrazine-H).

The synthetic route of 58138-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Limited; US5260293; (1993); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 58138-79-7, 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. 58138-79-7 name is 2,6-Diiodopyrazine, 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.

STAGE 2: preparation of 2-iodo-6-methoxypyrazine 2,6-Diiodopyrazine (5.0 g, 15 mmol) was added to a solution of sodium methoxide in methanol (prepared from sodium (0.35 g, 15 mmol) and methanol (40 ml)) and the mixture was heated at reflux temperature for 1 hour. After cooling, the solution was diluted with water (200 ml) and extracted with diethylether (3*100 ml). The combined extracts were washed with water, dried over magnesium sulphate and concentrated under reduced pressure to give the product as a white solid (3.5 g, 100percent) m. pt. 35.7-37.2 NMR (90 MHz, CDCl3): b 8.40 (1H, s), 8.16 (1H,s), 3.98 (3H,s). m/z 236(M+), 127, 109 (100percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Diiodopyrazine, and friends who are interested can also refer to it.

Reference:
Patent; Imperial Chemical Industries, PLC; US4975112; (1990); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

58138-79-7, name is 2,6-Diiodopyrazine, 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: C4H2I2N2

1. 2-Iodo-6-allyloxypyrazine This was prepared from 2,6-diiodopyrazine (5.5 g, 16.6 mmol) and allyl alcohol by the procedure described for Example 31 part 1. Chromatography through silica gel using dichloromethane as eluant gave the pure product (2 g), delta (250 MHz, CDCl3) 4.83-4.86 (2H, m, CH2 O); 5.29-5.35 (1H, m, cis-vinyl-H); 5.39-5.48 (1H, m, trans-vinyl-H); 5.98-6.13 (1H, m, vinyl-H); 8.16 (1H, s, pyrazine-H); 8.40 (1H, s, pyrazine-H).

The synthetic route of 58138-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Limited; US5260293; (1993); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 58138-79-7, These common heterocyclic compound, 58138-79-7, name is 2,6-Diiodopyrazine, 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.

An oven-dried sealed tube was charged with 2-bromo-4-methyl-thiazole- 5-carboxylic acid benzylamide (800 mg, 2.57 mmol, 1.0 equiv). The sealed tube was purged with nitrogen and Rieke zinc (10 mL, 10 g of zinc in 100 mL of tetrahydrofuran) was added. The reaction was heated in the microwave oven for 15 min at 100 0C. Stirring was stopped and the remaining zinc was allowed to settle. The supernatant containing the zinc reagent was transferred via syringe to a solution of 2,6-diiodopyrazine (680 mg, 2.1 mmol, 0.8 equiv), Pd(PPh3)4 (236 mg, 0.2 mmol, 7 mol%) in tetrahydrofuran (5 mL) and52 50352dimethyl formamide (0.2 mL). The reaction mixture was purged with nitrogen for 10 min, then stirred at 160 0C for 16 hr. After cooling, the solvent was removed in vacuo and the crude product was purified by column chromatography [SiO2, ethyl acetate/heptane, 10:90 to 40:60, v/v] to afford 2-(6-iodo-pyrazin-2-yl)-4-methyl-thiazoIe- 5-carboxylic acid benzylamide ( 140 mg, 13%). MS (M+H)+ = 436, R, = 1.51 min.

The synthetic route of 58138-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; XENON PHARMACEUTICALS INC; WO2008/24390; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 58138-79-7,Some common heterocyclic compound, 58138-79-7, name is 2,6-Diiodopyrazine, molecular formula is C4H2I2N2, 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.

An oven-dried sealed tube was charged with 2-bromo-4-methyl-thiazole- 5-carboxylic acid 4-fluoro-benzylamide (1.0 g, 3.03 mmol, 1.0 equiv). The sealed tube was purged with nitrogen and Rieke zinc (10 mL, 10 g of zinc in 100 mL of tetrahydrofuran) was added. The reaction was heated in the microwave oven for 15 min 50352at 100 0C. Stirring was stopped and the remaining zinc was allowed to settle. The supernatant containing the zinc reagent was transferred via syringe to a solution of 2,6- diiodopyrazine (704 mg, 2.1 mmol, 0.7 equiv), Pd(PPh3)4 (175 mg, 0.2 mmol, 5 mol%) in tetrahydrofuran (2 mL) and dimethyl formamide (0.1 mL). The reaction mixture was purged with nitrogen for 10 min, then stirred at 140 0C for 20 hr. After cooling, the solvent was removed in vacuo and the crude product was purified by column chromatography [SiO2, ethyl acetate/heptane, 10:90 to 40:60, v/v] to afford 2-(6-iodo- pyrazin-2-yl)-4-methyl-thiazole-5-carboxylic acid 4-fiuoro-benzylamide (100 mg, 7%). MS (M+H)+ = 455.1 , R1 = 1.53 min.

The synthetic route of 58138-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GmbH; XENON PHARMACEUTICALS INC; WO2008/24390; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 58138-79-7, name is 2,6-Diiodopyrazine, 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 58138-79-7, Quality Control of 2,6-Diiodopyrazine

A solution of1 (0.10 g, 0.16mmol), 2,6-diiodopyrazine (25 mg, 0.08mmol)and Pd(PPh3)4 (1.5 mg, 1.3 mol) in 1.3ml of toluene wasstirred at 110 C for 10 h. The resulting residue was dissolvedin dichloromethane and washed with water three times. Theorganic layer was concentrated and the residue was purified bychromatography on silica (dichloromethane-hexane = 3:1 aseluent) to give 2,6-PD (58 mg, 72%) as a yellow solid; mp. 273275C; IR(ATR) ~ = 1595, 1493, 1449 cm1; 1HNMR (400MHz, CD2Cl2) = 0.89 (t, J = 7.4 Hz, 6H), 1.291.35(m, 4H),1.761.83(m, 4H), 4.23 (t, J = 7.2 Hz, 4H), 6.96 (dd, J =1.6 and 8.4 Hz, 2H), 7.027.06(m, 4H), 7.147.16(m, 10H),7.257.30(m,8H), 7.53 (d, J = 3.8 Hz, 2H), 7.60 (dd, J = 1.5and 8.1 Hz, 2H), 7.71 (d, J = 1.2 Hz, 2H), 7.79 (d, J = 3.8 Hz,2H), 7.95 (d, J = 8.4 Hz, 2H), 8.03 (d, J = 8.4 Hz, 2H), 8.81(s, 2H) ppm; 13CNMR (100 MHz, CD2Cl2); = 14.06, 20.86,31.46, 43.07, 105.32, 106.28, 117.54, 117.82, 118.64, 120.49,121.27, 123.01, 123.45, 124.43, 124.51, 127.57, 129.57,131.03, 137.88, 140.28, 141,65, 142.85, 147.10, 147.72,148.60, 149.68 ppm; HRMS (APCI): m/z (%): [M + H+] calcdfor C68H57N6S2, 1021.40806; found 1021.40930. (The meltingpoint of 2,6-PD is higher than that of our previous work(ref. 26) because of the improvement of the purification bychromatography.)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,6-Diiodopyrazine, and friends who are interested can also refer to it.

Reference:
Article; Enoki, Toshiaki; Ohshita, Joji; Ooyama, Yousuke; Bulletin of the Chemical Society of Japan; vol. 91; 12; (2018); p. 1704 – 1709;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 58138-79-7,Some common heterocyclic compound, 58138-79-7, name is 2,6-Diiodopyrazine, molecular formula is C4H2I2N2, 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 2,6-diiodopyrazine (1 g, 3.013 mmol), tert-butyl (2S)-2-isobutylpiperazine- 1-carboxylate (949.3 mg, 3.917 mmol) and K2CO3 (624.7 mg, 4.520 mmol) in DMF (5 mL) was heated to 900C and stirred for 17 hrs. It was then allowed to cool and diluted with ethyl acetate and water, further washed organic layer with water and brine, dried (MgSO4) and concentrated to give an orange oil. It was then columned on silica gel eluting with 1 : 1 EtOAc/hexanes to give (S)-tert-buty 4-(6-iodopyrazin-2-yl)-2-isobutylpiperazine-l-carboxylate as a yellow oil 1.05 g, 78%). ES+ 447. IHNMR (CDCl3) 0.98 (6H, d), 1.23 – 1.45 (2H, m), 1.55 – 1.63 (I H, m), 2.91 – 3.00 (I H, m), 3.03 – 3.21 (2H, m), 3.98 – 4.20 (3H, m), 4.25 (I H, brs), 7.95 (I H, s), 8.06 (I H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Diiodopyrazine, its application will become more common.

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