Category: 243472-70-0

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. 243472-70-0, name is 5-Bromo-2,3-diphenylpyrazine, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2,3-diphenylpyrazine

To 50 g (0.161 mol) of 5-bromo-2,3-diphenylpyrazine, 116 g (0.884 mol, 5.5 eq/mol) of 4-(isopropylamino)-butan-1-ol and 13.33 g of KI (0.080 mol, 0.5 Eq/mol) were added. The reaction mixture was stirred, warmed and then heated up to 140C for about 18-20 hrs. The reaction was monitored by TLC up to completion (starting material about 1% by TLC). The reaction mixture was cooled down to room temperature. After the reaction was completed, the following work up step was performed: Option 1 : Ethyl acetate was added (500 mL, 10 vol) and the organic phase was washed with water (150 mL, 3 vol). The organic phase was separated and aqueous phase was extracted with ethyl acetate (150 mL, 3 vol). The organic phases were joined and washed with water (200 mL, 2 vol) three times. The solvent was distilled off under vacuum at not more than (“NMT”) 40C until 1 vol (oil appearance). Option 2: The material (reaction mixture obtained in step a) was dissolved in acetone (250 mL, 5vol), the solution obtained was cooled down to 0C to 5C and anti-solvent / water was added (1000 mL, 20 vol) for 40 minutes, then the suspension was stirred for about 30 minutes at about 0C-5C. The solid material was filtered and washed with water (200 mL, 4 vol). Crude wet product was obtained as yellow solid yielding 101.8 % Weight Yield (WY) (87 % Molar Yield (MY)), HPLC purity 90.8% on area at this stage. The crude material, obtained in either of the above described options, was purified through crystallization from acetone: heptane as follows: to a solution of 4-((5,6- diphenyl-pyrazin-2-yl)(isopropyl)amino)butan-1-ol crude in acetone (175 mL, 3.5 vol) at 0C – 5C, hexane (600 mL, 12 vol) dropwise in about 120 min was added, then the precipitated mixture was cooled down to about -10C and stirred for about 60 min. The product was filtered off and washed with hexane (250 mL, 5 vol) and dried under vacuum at 25C. Pure product was obtained as yellowish solid yielding overall 77.2%, (66.5% MY), HPLC purity 98.2% on area.

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; TEVA PHARMACEUTICALS INTERNATIONAL GMBH; TEVA PHARMACEUTICALS USA, INC.; VILLALVA, Nidia; CANTE, Ivon; AYBAR, Martin; RODRIGUEZ, Angel; TORRES, Alejandro, Guillen; KANTOR, Hana; GAVENDA, Ales; HERRERA, Hugo; JEGOROV, Alexander; LOPEZ, Nydia; (40 pag.)WO2017/40872; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 243472-70-0,Some common heterocyclic compound, 243472-70-0, name is 5-Bromo-2,3-diphenylpyrazine, molecular formula is C16H11BrN2, 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 5- bromo-2,3-diphenylpyrazine (1 g, 3.21 mmol) and 4-(isopropylamino)butan-1 -ol (2.32 g, 17.7 mmol) was added potassium iodide (266 mg, 1 .6 mmol). The mixture was stirred in a pressure vessel at 140C for 2 days. The reaction mixture was cooled to room temp and diluted with water. The mixture was extracted with EtOAc (x4) and the combined organic layers washed with brine, dried over Na2S04, filtered and concentrated. The crude residue was purified with column chromatography eluting with 0-2% MeOH in DCM. The fractions of the desired product were combined, concentrated, and dried under reduced pressure to obtain a brown oil (0.82 g, 71 %). 1 H NMR (400 MHz, Chloroform-d) d 8.02 (s, 1 H), 7.49 – 7.42 (m, 2H), 7.39 – 7.33 (m, 2H), 7.29 – 7.21 (m, 6H), 4.78 (p, J = 6.7 Hz, 1 H), 3.68 (t, J = 6.4 Hz, 2H), 3.43 (dd, J = 9.2, 6.7 Hz, 2H), 1.76 (qd, J = 7.8, 7.1 , 3.9 Hz, 2H), 1.65 (q, J = (0159) 6.8 Hz, 2H), 1.28 (d, J = 6.7 Hz, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-2,3-diphenylpyrazine, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; HOLINSTAT, Michael; ADILI, Reheman; WHITE, Andrew; (43 pag.)WO2019/204447; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 243472-70-0, A common heterocyclic compound, 243472-70-0, name is 5-Bromo-2,3-diphenylpyrazine, molecular formula is C16H11BrN2, 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.

The reaction flask was charged with 5-bromo-2,3-diphenylpyrazine (100 g, 0.32 mol)4-Isopropylamino-1-butanol (127 g, 0.96 mol) andPotassium iodide (15.9 g, 0.096 mol) was added and the mixture was heated to 150 C for 16 hours.After the system was cooled to room temperature, ethyl acetate (800 mL)Washed with water (800 mL × 2), dried over anhydrous sodium sulfate, filtered,The filtrate was concentrated under reduced pressure and the residue treated with dichloromethane / heptane (1.2 L, v / v = 1: 5)Recrystallization, get4 – ((5,6-diphenylpyrazin-2-yl) – (isopropyl) amino) -1-butanol(75.5 g, yield: 65.3%).

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; Hangzhou East China Pharmaceutical Group New Drug Institute Co., Ltd.; Zhang Qianqian; Qu Xiaoxia; (14 pag.)CN107365275; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 243472-70-0,Some common heterocyclic compound, 243472-70-0, name is 5-Bromo-2,3-diphenylpyrazine, molecular formula is C16H11BrN2, 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: Trimethylamine(33% ethanol solution, 358 g, 2.0 mol) was added5-chloro-2,3-diphenylpiperazine (266 g, 1.0 mol) in ethyl acetate (1.3 L)And stirred at room temperature for 48 hours.A large number of solids are present.filter,The solid was washed with ethyl acetate (2 x 50 mL)Dried in high vacuum to give 283.5 g of a white solid,The yield was 87%.:_In the same manner as in Example 1, except that 5-bromo-2,3-diphenylpiperazine was used in place of 5-chloro-2,3-diphenylpiperazine,Preparation of 2,3-diphenylpiperazine trimethylammonium bromide with 2,3-diphenylpiperazine trimethylammonium chloride.The yield was 75%.

The synthetic route of 243472-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Suzhou Guohang Pharmaceutical Technology Co., Ltd.; Mei, Desheng; (11 pag.)CN106467496; (2017); A;,
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. 243472-70-0, name is 5-Bromo-2,3-diphenylpyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-2,3-diphenylpyrazine

To 50 g (0.161 mol) of 5-bromo-2,3-diphenylpyrazine, 116 g (0.884 mol, 5.5 eq/mol) of 4-(isopropylamino)-butan-1-ol and 13.33 g of KI (0.080 mol, 0.5 Eq/mol) were added. The reaction mixture was stirred, warmed and then heated up to 140C for about 18-20 hrs. The reaction was monitored by TLC up to completion (starting material about 1% by TLC). The reaction mixture was cooled down to room temperature. After the reaction was completed, the following work up step was performed: Option 1 : Ethyl acetate was added (500 mL, 10 vol) and the organic phase was washed with water (150 mL, 3 vol). The organic phase was separated and aqueous phase was extracted with ethyl acetate (150 mL, 3 vol). The organic phases were joined and washed with water (200 mL, 2 vol) three times. The solvent was distilled off under vacuum at not more than (“NMT”) 40C until 1 vol (oil appearance). Option 2: The material (reaction mixture obtained in step a) was dissolved in acetone (250 mL, 5vol), the solution obtained was cooled down to 0C to 5C and anti-solvent / water was added (1000 mL, 20 vol) for 40 minutes, then the suspension was stirred for about 30 minutes at about 0C-5C. The solid material was filtered and washed with water (200 mL, 4 vol). Crude wet product was obtained as yellow solid yielding 101.8 % Weight Yield (WY) (87 % Molar Yield (MY)), HPLC purity 90.8% on area at this stage. The crude material, obtained in either of the above described options, was purified through crystallization from acetone: heptane as follows: to a solution of 4-((5,6- diphenyl-pyrazin-2-yl)(isopropyl)amino)butan-1-ol crude in acetone (175 mL, 3.5 vol) at 0C – 5C, hexane (600 mL, 12 vol) dropwise in about 120 min was added, then the precipitated mixture was cooled down to about -10C and stirred for about 60 min. The product was filtered off and washed with hexane (250 mL, 5 vol) and dried under vacuum at 25C. Pure product was obtained as yellowish solid yielding overall 77.2%, (66.5% MY), HPLC purity 98.2% on area.

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; TEVA PHARMACEUTICALS INTERNATIONAL GMBH; TEVA PHARMACEUTICALS USA, INC.; VILLALVA, Nidia; CANTE, Ivon; AYBAR, Martin; RODRIGUEZ, Angel; TORRES, Alejandro, Guillen; KANTOR, Hana; GAVENDA, Ales; HERRERA, Hugo; JEGOROV, Alexander; LOPEZ, Nydia; (40 pag.)WO2017/40872; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

243472-70-0, name is 5-Bromo-2,3-diphenylpyrazine, 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. Formula: C16H11BrN2

[00130] To 50 g (0.161 mol) of 5-bromo-2,3-diphenylpyrazine, 116 g (0.884 mol, 5.5 eq/mol) of 4-(isopropylamino)-butan-l-ol and 13.33 g of KI (0.080 mol, 0.5 Eq/mol) were added. The reaction mixture was stirred, warmed and then heated up to 140C for about 18- 20 hrs. The reaction was monitored by TLC up to completion (starting material about 1% by TLC). The reaction mixture was cooled down to room temperature. After the reaction was completed, the following work up step was performed: (0208) [00131] Option 1 : Ethyl acetate was added (500 mL, 10 vol) and the organic phase was washed with water (150 mL, 3 vol). The organic phase was separated and aqueous phase was extracted with ethyl acetate (150 mL, 3 vol). The organic phases were joined and washed with water (200 mL, 2 vol) three times. (0209) [00132] The solvent was distilled off under vacuum at not more than (“NMT”) 40C until 1 vol (oil appearance). (0210) [00133] Option 2: The material (mixture) was dissolved in acetone (250 mL, 5 vol), the solution obtained was cooled down to 0C to 5C and anti-solvent / water was added (1000 mL, 20 vol) for 40 minutes, then the suspension was stirred for about 30 minutes at about 0C-5C. The solid material was filtered and washed with water (200 mL, 4 vol). Crude wet product was obtained as yellow solid yielding 101.8 % WY (87 % MY), HPLC purity 90.8% on area at this stage. (0211) [00134] The crude material, obtained in either of the above described options, was purified through crystallization from acetone :-heptane as follows: to a solution of 4-((5,6-diphenyl- pyrazin-2-yl)(isopropyl)amino)butan-l-ol crude in acetone (175 mL, 3.5 vol) at 0C – 5C, hexane (600 mL, 12 vol) dropwise in about 120 min was added, then the precipitated mixture was cooled down to about -10C and stirred for about 60 min. The product was filtered off and washed with hexane (250 mL, 5 vol) and dried under vacuum at 25C. Pure product was obtained as yellowish solid yielding overall 77.2%, (66.5% MY), HPLC purity 98.2% on area.

The synthetic route of 243472-70-0 has been constantly updated, and we look forward to future research findings.

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 243472-70-0 as follows. Product Details of 243472-70-0

Add 3-methyl-2-bromo-quinoxaline (622 mg, 2.00 mmol) to cis-5-(isopropylamine) under nitrogen.a solution of methyl-)tetrahydrofuran-2-yl)methanol (1.04 g, 6.00 mmol) in N-methylpyrrolidone (20 mL)After refluxing at 170 C for 15 h, the reaction was monitored by LC-MS, the starting material was completely reacted, and the reaction was cooled and ice water was added to the reaction solution.The ethyl acetate (50 mL*3) was extracted, and the organic mixed phase was washed with water (50 mL) and saturated brine (50 mL*2).Filtration, decompression to solvent, purification by chromatography on silica gel column, and collected under reduced pressure.Drying in vacuo gave 673 mg of Compound VIII as a white solid.

According to the analysis of related databases, 243472-70-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chengdu Yuandong Bio-pharmaceutical Co., Ltd.; Zeng Yanqun; Yan Shengyong; Zhang Tao; Wang Ying; (17 pag.)CN108623541; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem