Category: 4858-85-9

Some common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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. Computed Properties of C4H2Cl2N2

A. Preparation of the intermediate compounds a) Preparation of intermediate compound 1-1 a1 ) Preparation of (1 -benzyl-piperidin-4-yl)-(3-chloro-pyrazin-2-yl)-amine; 2,3-Dichloropyrazine (10 g, 62.12 mmol) and 1 -(benzyl)-4-piperidinamine (13.73 ml_, 67.12 mmol) were dissolved in DMF (60 ml). Then Na2CO3 (10.09 g, 1 14.10 mmol) was added. The reaction was stirred at 130 0C for 16 hours. The solid was filtered off, washed with EtOAc and the solvent was evaporated till dryness. The product was dissolved in EtOAc, washed with H2O and brine, dried with MgSO4 and evaporated under vacuum. The product was used without any further purification yielding 15 g of (1 -benzyl-piperidin-4-yl)-(3-chloro-pyrazin-2-yl)-amine (74 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4858-85-9, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2008/43775; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4858-85-9, 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. 4858-85-9 name is 2,3-Dichloropyrazine, 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.

The titled compound was prepared by the reaction of 2,3-dichloropyrazine (3.0 g, 20.13 mmol) with 4-fluorophenylboronic acid (2.68 g, 19.13 mmol) using 2M sodium carbonate solution (30 mL, 60.40 mmol) and [l, -bis(diphenylphosphino)ferrocene]dichloropalladium (II) (1.16 g, 1.00 mmol) in 1,4-dioxane (60 mL) at 90 C as per the procedure described in Step 1 of Intermediate 1 to yield 1.74 g of the product; 1H NMR (300 MHz, DMSO-i) delta 7.37 (t, = 9.3 Hz, 2H), 7.83 (t, = 8.1 Hz, 2H), 8.54 (s, 1H), 8.76 (s, 1H); APCI-MS (m/z) 209 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; DAS, Sanjib; GHARAT, Laxmikant Atmaram; HARDE, Rajendra Laxman; SHELKE, Sandeep Yadunath; PARDESHI, Shailesh Ramesh; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (181 pag.)WO2017/21879; (2017); 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. 4858-85-9, name is 2,3-Dichloropyrazine, A new synthetic method of this compound is introduced below., Formula: C4H2Cl2N2

Under a nitrogen atmosphere,To a 25 mL test tube reactor was added substrate 2,3-dichloropyrazine 1 w (0.2 mmol,29.6 mg), KSAc(0.6mmol,68.4mg),DMC(1.0mmol,90mg),Pd(OAc)2(0.01mmol,2.3mg),PPh3 (0.02mmol,5.9mg),tBuOK(0.6mmol,69.2mg),and DMSO(2.0mL)..The reaction was heated to 120 C to carry out the reaction.After the TLC detection reaction was completed,The system was cooled to room temperature.The reaction was quenched with saturated aqueous ammonium chloride,And extracted with ethyl acetate (3 * 10 mL)The product was purified by column chromatography to give 28.2mg(82).of product 2w.

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; East China Normal University; Jiang Xuefeng; Qiao Zongjun; (32 pag.)CN106866327; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 4858-85-9, A common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

First, 5.06 g of 2,3-dichloropyrazine, 5.23 g of 4-fluorophenyl boronic acid, 22.16 g of cesium carbonate, and 200 mL of dioxane were put in a three-neck flask equipped with a reflux pipe, and 0.467 g of tris(dibenzylideneacetone)dipalladium(0) (abbreviation: Pd2(dba)3) and 2.5 mL of tricyclohexylphosphine (abbreviation: Cy3P) were added thereto while the mixture was stirred under a nitrogen atmosphere, and they were reacted at 85 C. for 11 hours. After the reaction, the reaction solution was cooled down to room temperature and filtrated. A solvent of the obtained filtrate was distilled off, and the obtained residue was refined with a column chromatography using dichloromethane as a development solvent, so that 2-chloro-3-(4-fluorophenyl)pyrazine was obtained (light yellow powder, yield: 55%).

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Semiconductor Energy Labratory Co., Ltd.; US2008/312437; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4858-85-9, A common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

2,3-dichloropyrazine (III-9) (500 mg, 3.36 mmol) and 4-chlorophenol (II-17)(431 mg, 3.36 mmol) was dissolved in DMF (10 mL)Potassium carbonate (557 mg, 4.03 mmol) was added,Followed by stirring at 90 C. for 15 hours. The reaction solution was cooled,Water was added and extracted with ethyl acetate.The organic layer was washed successively with water and saturated brine,The solvent was distilled off under reduced pressure.The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate = 100: 0 ? 85: 15) to obtain compound (IV-102)(Yield 809 mg, yield quantitative)As a white solid.

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; Watanabe, Atsushi; Sato, Yuki; ogura, Keiji Tamada; Tatsumi, Yoshiyuki; (283 pag.)JP2018/145180; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4858-85-9,Some common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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 2,3-dichloropyrazine (2.80 g, 18.8 mmol), racemic 2- methylpiperazine (1.88 g, 18.8 mmol) and K2CO3 (3.90 g, 28.2 mmol) in acetonitrile (25 mL) was heated at 65 C for 15 h with stirring. The reaction mixture was filtered and concentrated. The crude product was purified by flash chromatography on silica gel using CHCl3/MeOH (15: 1) as eluent to give 3.2 g (79%) of the title compound. MS m/z 213 (M+H) +.

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOVITRUM AB; WO2004/9586; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 4858-85-9 name is 2,3-Dichloropyrazine, 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. 4858-85-9

Preparation of 2-Amino-3-Chloropyrazine A mixture of 2,3-dichloropyrazine (Lancaster) and ammonium hydroxide was heated in a sealed tube at 100 C. for 24 h resulting in a white precipitate. The precipitate was collected by filtration and dried under vacuum to afford 2-amino-3-chloropyrazine of sufficient purity for immediate conversion to 2-chloro-3-nitropyrazine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; Konradi, Andrei W.; Pleiss, Michael A.; Thorsett, Eugene D.; Ashwell, Susan; Welmaker, Gregory S.; Kreft, Anthony; Sarantakis, Dimitrios; Dressen, Darren B.; Grant, Francine S.; Semko, Christopher; Xu, Ying-Zi; Stappenbeck, Frank; US2002/52375; (2002); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 4858-85-9 name is 2,3-Dichloropyrazine, 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. 4858-85-9

2,3-Pyrazinedithiol (pdt) was synthesized according to a literature procedure [15,26-28]. 2,3-Dichloropyrazine (12.02g, 0.07668mol) was dissolved in 200mL MeOH under inert atmosphere. NaSH¡¤xH2O (23.49g, 0.2133mol) was dissolved in 100mL H2O under inert atmosphere. The solutions were combined, and the yellow reaction mixture was brought to reflux at 90C for 15h. 100mL of a 1.21M HCl (aq) solution was slowly added to the reaction mixture. The mixture slowly turned red, and some dark red precipitate was visible. The mixture was cooled to -20C for 3h, after which the precipitate (4.972g, 42.7%) was filtered and washed with cold MeOH. 1H NMR (CDCl3): 13.50ppm (2H), 6.85ppm (2H). IR (neat): nu/cm-1=3083, 2893, 1630, 1547, 1528, 1480, 1316, 1290, 1148, 1133, 1071, 1051, 852, 828, 820, 803, 726, 668, 623. Element. Anal. Calc. for H4C4N2S2: H, 2.80; C, 33.31; N, 19.42; S, 44.47. Found: H, 2.83; C, 32.92; N, 19.05; S, 44.23%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Article; Kennedy, Steven R.; Kozar, Morgan N.; Yennawar, Hemant P.; Lear, Benjamin J.; Polyhedron; vol. 103; (2016); p. 100 – 104;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

4858-85-9, 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. 4858-85-9, name is 2,3-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2,3-dichloropyrazine (1.2 g, 8.05 mmol) and morpholine (700 mg, 8.05 mmol) in ethanol (10 mL) was refluxed overnight. The mixture was cooled to RT, diluted with ethyl acetate (30 mL) and washed with water (30 mL) followed by brine (40 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography to yield 1.57 g of the desired product; 1H NMR (300 MHz, CDC13) delta 3.46 (t, 7 = 6.9 Hz, 4H), 3.86 (t, 7 = 6.9 Hz, 4H), 7.91 (d, 7 = 2.4 Hz, 1H), 8.12 (d, 7 = 2.4 Hz, 1H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; DAS, Sanjib; GHARAT, Laxmikant Atmaram; HARDE, Rajendra Laxman; SHELKE, Sandeep Yadunath; PARDESHI, Shailesh Ramesh; THOMAS, Abraham; KHAIRATKAR-JOSHI, Neelima; SHAH, Daisy Manish; BAJPAI, Malini; (181 pag.)WO2017/21879; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 4858-85-9 name is 2,3-Dichloropyrazine, 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. 4858-85-9

The product from Example 6 was dissolved in DMF (150 kg) at [25C.] The solution in the 1200 L reactor was cooled to [20C] to [25C] and transferred into the 1200 L receiver with a DMF rinse (30 kg). Anhydrous [K2CO3] (103 kg) was added to the 1200 L reactor. The solution in the 1200 L receiver was transferred to the 1200 L reactor with a DMF rinse (30 kg). The 2,3-dichloropyrazine (48.5 kg) was added with a DMF rinse (4 L). The 1200 L reactor was heated to reflux at [127C] to [133C.] Samples were taken every 12-18 h and monitored by GC. The reaction was complete in 41.5 h. The contents of the 1200 L reactor were cooled to [35C] to [45C] and transferred onto a 48″Nutsche filter sending the filtrate sent to the 1200 L receiver. [MTBE] rinses [(2X200] kg at [35C] to [45C)] of the 1200 L reactor were transferred onto the 48″Nutsche filter sending the rinses to the 1200 L receiver. The filtrate in the 1200 L receiver was transferred to the 1200 L reactor with a [MTBE] rinse (50 kg). The solution in the 1200 L reactor was concentrated under vacuum to remove MtBE and DMF. MgS04 was added to a 48″Nutsche (181 kg) and the 1200 L receiver (45 kg). MtBE (625 kg) was added to the 1200 L reactor, heated to [40C] to [45C,] and stirred to dissolve the title compound. The solution was cooled to [15C] to [30C] and transferred into the 1200 L receiver with a [MTBE] rinse (100 kg). The slurry in the 1200 L receiver was stirred for 3.5 h and filtered onto the 48″Nutsche filter sending the filtrate into the 1200 L reactor. The 1200 L receiver was rinsed with [MTBE] (2×250 kg at [15C] to [30C)] and transferred to the 48″ Nutsche filter sending the rinses into the 1200 L reactor. The filtrate in the 1200 L reactor was distilled under vacuum to afford the title compound of 87.83% GC purity. The yield was quantitative. [‘H] NMR (400 MHz, [D6-DMSO] at [87C)] : [6] 8.18 (1H, d, J = 2. 5 Hz), 7.89 (1H, d, J = 2.1 Hz), 7.47 (6H, d, J = 7. 6 Hz), 7.31 (6H, 5, [J = 7. 6 HZ),] 7.18 (3H, t, [J = 7. 4 HZ),] 4.31-4. 26 [(1H,] m), 3.66 [(1H,] ddd, [J = 12.] 4,9. 9,2. [5HZ),] 3.48 [(1H,] brd, J = 127 Hz), 2.72 (1H, brd, J = 11. 2 Hz), 2.59 [(1H,] br d, J [= 10.] 7 Hz), 2.49 (d6-DMSO, reference), 2.14 [(1H,] br dd, J = 11. 2,2. 0 Hz), 1.89 [(1H,] [BR T, J 9. 9 HZ),] 1.37 (3H, d, [J = 6. 6 HZ).] [3C] NMR (100 MHz, d6-DMSO at [87C)] : 3 153.85 (s), 141.51 (s), 139.79 (d), 134.86 (d), 128.57 (d), 127.02 (d), 135.60 (d), 76.07 (s), 52.09 (t), 50.84 (d), 47.68 (t), 44.40 (t), 39.52 (d6-DMSO, reference), 15.39 (q). IR (diffuse reflectance) 2963 (s), 2350 (w), 2317 (w), 1959 (w), 1921 (w), 1906 (w), 1501, 1488,1465, 1443 (s), 1411 (s), 1143 (s), 1022,744, 708 (s), [CM”.] HRMS (FAB) calcd for [C28H27CLN4 +HL] 455.2002, found 455.2004. [[A] D =-36] (c 0.98, [CH2CL2).] Anal. Calcd for [C28H27CLN4] : C, 73. [91] ; H, 5.98 ; N, 12. [31] ; Cl, 7.79. Found: C, 74.26 ; H, 6.84 ; N, 10.74.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dichloropyrazine, and friends who are interested can also refer to it.

Reference:
Patent; BIOVITRUM AB; WO2004/829; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem