Category: 89123-58-0

Synthetic Route of 89123-58-0, 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. 89123-58-0, name is 5-Bromopyrazine-2,3-diamine, This compound has unique chemical properties. The synthetic route is as follows.

Step 1 : 6-Bromo-2-(2-cyclopropylpyrimidin-4-yl)-1 /-/-imidazo[4,5-b]pyrazine A mixture of 5-bromopyrazine-2,3-diamine (50 mg, 0.3 mmol) and ethyl 2- cyclopropylpyrimidine-4-carbimidate (Intermediate 19, 50.7 mg, 0.3 mmol), triethylamine (73.8 muIota_, 0.5 mmol), acetic acid (244 muIota_, 4.2 mmol) and ethanol (0.8 mL) was heated to 100C for 30 min. The mixture was concentrated and diluted with water. Then a saturated aqueous solution of sodium bicarbonate was added and the mixture was extracted with ethyl acetate. The organics were washed with brine, dried over sodium sulfate, and concentrated under reduced pressure. The crude material was purified via flash chromatography (0-5% methanol in dichloromethane) to afford 6-bromo-2-(2- cyclopropylpyrimidin-4-yl)-1 H-imidazo[4,5-b]pyrazine (21 mg, 25%).

The chemical industry reduces the impact on the environment during synthesis 5-Bromopyrazine-2,3-diamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PFIZER INC.; AHN, Kay; BOEHM, Markus; CABRAL, Shawn; CARPINO, Philip A.; FUTATSUGI, Kentaro; HEPWORTH, David; KUNG, Daniel W.; ORR, Suvi; WANG, Jian; WO2013/150416; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 89123-58-0, 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. 89123-58-0 name is 5-Bromopyrazine-2,3-diamine, 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.

Example 52A 5-[1-(2-Fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrazine-2,3-diamine Under argon, 425 mg (1.20 mmol) of the compound from Example 33A were initially charged in 1,4-dioxane (11 ml), and the reaction mixture was purged with argon for 10 min. Thereafter, 0.91 ml (1.80 mmol) of hexabutylditin and 250 mg (1.32 mmol) of 2,3-diamino-5-bromopyrazine were added. Subsequently, 422 mg (0.60 mmol) of bis(triphenylphosphine)palladium(II) chloride were added and the reaction mixture was heated to reflux overnight. Thereafter, the mixture was cooled to RT and filtered through Celite, and the filtrate was concentrated. The residue was admixed with methanol, and the solids were filtered off and discarded. The filtrate was taken up in methanol-dichloromethane, absorbed onto diatomaceous earth and purified on silica gel (eluent: cyclohexane-ethyl acetate 2:1, 1:1). This gave 151 mg (31% purity, 11% of theory) of the title compound. The crude product was converted further without further purification. LC-MS (method 3): Rt=0.91 min MS (ESIpos): m/z=336 (M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromopyrazine-2,3-diamine, and friends who are interested can also refer to it.

Application of 89123-58-0, The chemical industry reduces the impact on the environment during synthesis 89123-58-0, name is 5-Bromopyrazine-2,3-diamine, I believe this compound will play a more active role in future production and life.

Oxalyl chloride (3ml) was added to a solution of 5-({5-chloro-2-[(2-methylpropyl)oxy]- phenyl}methyl)-2-furancarboxylic acid (3.09g, lOmmol) and one drop of DMF in dichloromethane (30ml) and left at room temperature for one hour. The resulting solution was evaporated to dryness, azeotroped with toluene and the residue dissolved in dichloromethane (15ml) and added dropwise to a stirred solution of 2,3-diamino-5- bromopyrazine (2.08g, 11mmol) and 4-dimethyaminopyridine (100mg, 0.82mmol) in pyridine (20ml) and stirred for one hour. The solution was evaporated and the residue dissolved in ether/water. The organic phase was dried with magnesium sulphate, evaporated and chromatographed on silica gel eluting with ethyl acetate/hexane (15:85) to give 3.35g of white solid which was dissolved in acetic acid (40ml) and stirred and refluxed for 5 days. The resulting solution was evaporated, dissolved in ethyl acetate and washed with 2M sodium hydroxide solution. The organic phase was dried with magnesium sulphate, evaporated and purified by flash chromatography on silica eluting with ethyl acetate/hexane (1 :3) to give a pale yellow solid. A sample was dissolved in methanol/dichloromethane and hydrogen chloride in ether (1ml) was added. The solvent was evaporated and the residue triturated with ether and filtered off to give the title compound as a solid. LC/MS: Rt=3.67, [MH]+ 463.11 , 464.16.

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/114272; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 89123-58-0, A common heterocyclic compound, 89123-58-0, name is 5-Bromopyrazine-2,3-diamine, molecular formula is C4H5BrN4, 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 50 mL round bottom flask fitted with a reflux condenser, under nitrogen were added 5-bromopyrazine-2,3-diamine (400 mg, 2.1 mmol) and triethyl orthoformate (3.1 g, 21.2 mmol). The mixture was heated to reflux and stirred for 24 h. The reaction was cooled to rt, concentrated to dryness and the residue purified by HPLC to give 320 mg (76% yield) of the title compound. MS (ESI): mass calcd. for C5H3BrN4, 197.95; m/z found, 199.1 [M+H]+.

The synthetic route of 89123-58-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2015/252008; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 89123-58-0, name is 5-Bromopyrazine-2,3-diamine, 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 89123-58-0, Recommanded Product: 89123-58-0

(b) Add Compound II (7.8 g, 41.3 mmol, 1 eq) to a 250 mL vial.80 mL of DMF (ie, N,N-dimethylformamide) was added under constant stirring to dissolve Compound II.Triethyl orthoformate (7.34 g, 49.5 mmol, 1.2 eq) was added dropwiseAnd 20ml formic acid (about 1 drop / sec),Heating under reflux conditions for 24 h under nitrogen protection (at this time, TLC detection is basically free of raw materials);Unscrew the solvent and dissolve in methanol.Purification by silica gel column chromatography gave 5 g of compound III.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromopyrazine-2,3-diamine, and friends who are interested can also refer to it.

Reference:
Patent; Suzhou Derivative Biological Technology Co., Ltd.; Liu Ke; (6 pag.)CN108395436; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 89123-58-0, 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. 89123-58-0, name is 5-Bromopyrazine-2,3-diamine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

(b)Add Compound II (7.8 g, 41.3 mmol, 1 eq) to a 250 mL vial and add 80 mL of DMF (ie N,N-dimethylformamide) under constant stirring to dissolve Compound II and add the original Triethyl formate (7.34 g, 49.5 mmol, 1.2 eq) and 20 ml formic acid (about 1 drop/sec)Heating under reflux for 24 h under nitrogen protection(At this time, the TLC test is basically free of raw materials); the solvent is spun off, and methanol is dissolved.Purification by silica gel column chromatography gave 5 g of compound III.

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

Reference:
Patent; Suzhou Derivative Biological Technology Co., Ltd.; Liu Ke; (7 pag.)CN108707150; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem