Pyrazines

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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C4H3Br2N3

The compound 3,5-dibromo-2-aminopyrazine 1a (20.0 g, 106 mmol) was added to aqueous ammonia (100 mL), and the reaction mixture was reacted at 110 C overnight, and the reaction was monitored by LCMS.Pour the reaction system into water (300 mL), extracted with ethyl acetate (500mLx2), the combined organic phases were saturated brine (200mL), dried over anhydrous sodium sulfate and concentrated.The crude product by column (v / v, petroleum ether / ethyl acetate = 30: 1-2: 1) to give the title compound 1b (9.0g, 47.8mmol), 60% yield

The synthetic route of 24241-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huahuituo Pharmaceutical Technology Co., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd.; Xu Xin; Zhang Tian; Li Yunfei; Wang Guan; Zhu Weibo; Li Qiang; Qu Minkai; Zhang Linli; Song Jinqian; Liu Lei; Chen Haiji; Liu Qiang; Wang Yijin; Ge Jian; (67 pag.)CN109535164; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, 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. Recommanded Product: 24241-18-7

Morpholine (50 mL) was added to a three-necked flask containing 12.50 g of 3,5-dibromo-2-aminopyrazine and maintained at 80 CThe reaction was completed by the reaction of TLC for 1 h. The refluxed system was cooled to room temperature and added to a mixture containing ice water (300 mL)The mixture was stirred and dried to give 12.30 g of a yellow solid with metallic luster, i.e., 3-morpholine-5-Bromo-2-aminopyrazine in a yield of 96.1%.

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

Reference:
Patent; Jiangxi Science and Technology Normal University; Zhu Wufu; Zheng Pengwu; Sun Chengyu; Chen Chen; Xu Shan; Tang Qidong; Wang Wenhui; Wang Qinqin; Wang Caolin; (23 pag.)CN106831812; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, 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. 4858-85-9

To a 1.0 M solution of LiHMDS in toluene (14.8 mL, 14.8 mmol) under nitrogen at 0 C was added 2,3-dichloropyrazine (0.699 mL, 6.71 mmol) and ethyl acetate (0.725 mL, 7.38 mmol). The mixture was stirred overnight for 18 hours, allowing the ice bath to warm to room temperature. The mixture was poured into saturated ammonium chloride (100 mL), and extracted with diethyl ether (3×100 mL). The combined ether extracts were washed with brine, dried (sodium sulphate) and evaporated. The residue was chromatographed (40 g silica cartridge, 0-25% ethyl acetate/petroleum benzine 40-60 C) to give the title compound (199) (0.414 g, 31 % yield) as a pale yellow oil; 1 H NMR (400 MHz, CDCI3) delta 8.46 (d, J = 2.5 Hz, 1 H), 8.31 (d, J = 2.5 Hz, 1 H), 4.22 (q, J = 7.1 Hz, 2H), 4.03 (s, 2H), 1.27 (t, J = 7.1 Hz, 3H). LCMS Method C: rt 5.16 min.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4858-85-9.

Reference:
Patent; CANCER THERAPEUTICS CRC PTY LTD; DEVLIN, Mark Graeme; STREET, Ian Philip; TONG, Warwick Bonner; WO2014/27199; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 486424-37-7, name is 3-Amino-6-bromopyrazine-2-carboxylic acid, molecular formula is C5H4BrN3O2, 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. SDS of cas: 486424-37-7

A solution of 3-amino-6-bromo-pyrazine-2-carboxylic acid (0.62 g, 2.8 mmol), HATU (1.3 g, 3.4 mmol) and di-isopropylethylamine (1.72 ml, 3.5 mmol) in DMF (20 ml) is stirred at room temperature for 5 minutes. N-Methoxy-N-methylamine hydrochloride (0.33 g, 3.4 mmol) is added and the reaction is stirred at room temperature for 2 hours. The solvent is concentrated in vacuo and the residue dissolved in EtOAc (30 ml), and washed with sat. aq. NaHCO3 (20 ml), 0.1N HCl (20 ml), dried (MgSO4) and concentrated in vacuo to yield a brown oil. Purification by flash chromatography (SiO2, 30% EtOAc in iso-hexane) yields 3-amino-6-bromo-pyrazine-2-carboxylic acid methoxy-methyl-amide as a yellow solid [M+H]+ 261.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 486424-37-7, its application will become more common.

Reference:
Patent; BRUCE, Ian; BUDD, Emma; EDWARDS, Lee; HOWSHAM, Catherine; US2009/239847; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4430-75-5,Some common heterocyclic compound, 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, molecular formula is C8H16N2, 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 3-({[4-(trifluoromethyl)phenyl]amino}sulfonyl)benzoic acid (4.35 g, 12.6 mmol) and 2-(3H-[l,2,3]triazolo[4,5-delta]pyridin-3-yl)-l,l,3,3-tetramethylisouronium hexafluorophosphate(V) (5.27g, 13.9 mmol) in JV,iV-dimethylacetamide (30 mL) and 2- methyltetrahydrofuran (90 mL) was added l,4-diazabicyclo[4.4.0]decane (2.47 g, 17.6 mmol). The reaction was stirred at ambient temperature for 2.5 hours, and then it was diluted with 2-methyltetrahydrofuran (57 mL). The organic solution was washed with 6% NaHCOs/6% NaCl (35 niL), and the aqueous layer was extracted with 2- methyltetrahydrofuran (50 mL). The organic layer was washed with 6% NaHCOs/6% NaCl (50 mL) and 1 : 1 saturated NaCl/water (6chi50 mL), and then it was concentrated. The residue was concentrated from ethanol (2×50 mL) to give the title compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Octahydro-2H-pyrido[1,2-a]pyrazine, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; ZHANG, Qingwei; STEWART, Andrew, O.; XIA, Zhiren; WO2010/83264; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5521-58-4,Some common heterocyclic compound, 5521-58-4, name is 5-Methylpyrazin-2-amine, molecular formula is C5H7N3, 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.

Example 9: (/?)-l-[(5-Methyl-pyrazin-2-yIcarbamoyl)-methyl]-3-(l-thiophen-2-yl5 cycloheptanecarbonyloxy)-l-azonia-bicyclo[2.2.2]octane bromide To a mixture of 5-methyl-pyrazin-2-ylamine and cesium carbonate (11.2 g) dissolved dry DMF (30 mL) was added by dropwise addition bromoacetylbromide (2.89 g) and mixture stirred at rt for 2 hours. Water (200 mL) was added and the mixture extracted ethyl acetate (2 x 100 mL) and dried over magnesium sulfate. Concentration of the exi to -50 mL and addition of ts°hexane (100 mL) gave the sub-titled compound as a sol (1-64 g).1H NMR (400 MHz, DMSO-D6) delta 1 1.06 (IH, s), 9.17 (IH, s), 8.31 (IH, d), 4.16 (2H, 2.46 (3H, s).

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

Reference:
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY LIMITED; WO2009/138707; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, 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 875781-43-4, Application In Synthesis of 2-Bromo-5H-pyrrolo[2,3-b]pyrazine

Under the protection of nitrogen content 60% of NaH 12 mmol suspended in DMF 30 ml in, adding dissolved in 10 ml DMF of the B – 110 37.4 mmol, reaction 1 h after, adding dissolved in 20 ml DMF to toluene sulfonyl chloride 12 mmol, 30 C reaction 8 h after, the reaction mixture of ethyl acetate extraction 2 time, the combined ethyl acetate after drying, after recovering ethyl acetate, petroleum ether ethyl acetate column chromatography (5:1), the obtained product is 3.0 g, yield 86%

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-Bromo-5H-pyrrolo[2,3-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Normal University; Li Xinsheng; Chen Xueke; Luo Hongmin; (13 pag.)CN109369659; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine, 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 143591-61-1, Recommanded Product: 3-Bromo-8-chloroimidazo[1,2-a]pyrazine

A mixture of compound 102 (2.00 g, 8.6 mmol), conc. aqueous NH4OH (60 mL) and 2-propanol (6 mL) was stirred in a closed pressure vessel at 85 C. for 3 days. The reaction mixture was cooled to 25 C., diluted with water (120 mL) and stirred at 25 C. for 10 minutes. The resulting heterogeneous solution was filtered, the solid was washed with water (3×) and air dried overnight. This gave compound 108 as a beige solid 1.50 g (82%). 1H-NMR (400 MHz, DMSO-d6) delta 7.66 (s, 1H), 7.56 (d, 1H), 7.35 (d, 1H), 7.1 (bs, 2H).

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-Bromo-8-chloroimidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Corporation; US2007/105864; (2007); 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. 91775-62-1, name is 3-Bromo-8-methoxyimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H6BrN3O

To a degassed mixture of 3-bromo-8-methoxyimidazo[1,2a]pyrazine (1.4g, 6.2mmol), cyclopropylboronic acid (0.8g, 9.3 mmol) potassium phosphate (4.6g, 21.Smmol) in water (5m1) and toluene (30m1), was added Palladium(ii)acetate and tricyclohexyl phosphine. The resulting reaction mixture was stined at 90C for 12h. The reaction mixture was cooled and partitionedbetween ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to get the crude product. The crude product was purified by column chromatography (230-400 mesh silica gel and 10- 30% EtOAc in hexane) to obtain 3-cyclopropyl-8-methoxyimidazo[ 1 ,2-a]pyrazine (1 .0g, 91%). ?H NMR (300 MHz,CDC13): oe 7.79 (d, J= 4.8 Hz, 1H), 7.41 (d, J= 4.8 Hz, 1H), 7.33 (s, 1H),4.13 (s, 3H),1.84 – 1.83 (m, 1H), 1.07 – 1.02(m, 2H) 0.77 – 0.73(m,2H); LC-MS: 190.3 [M+H].

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; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; KOTRABASAIAH UJJINAMATADA, Ravi; PANDIT, Chetan; (152 pag.)WO2016/185342; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, 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 16298-03-6, Recommanded Product: Methyl 2-aminopyrazine-3-carboxylate

Compound 2 (27.6 g, leq) was added to acetonitrile (276 ml)Stir at room temperature,NBS (25.1 g, 1.01 eq) was added in portions,Stirred at room temperature overnight,TLC showed that after the reaction (20 ~ 30 h)Add water (300 ml)The pH was adjusted to 7 with Na2CO3 solution,Ethyl acetate extraction (3 x 50 ml),Combined organic phase,Dried over anhydrous sodium sulfate and filtered,The solvent was distilled off under reduced pressure,To give crude 3-amino-6-bromopyrazine-2-carboxylic acid methyl ester,30 times the dichloromethane was added (the weight ratio of the crude product to methylene chloride was 1:25 C)50) After refluxing for 0.5 h,Filter,The mother liquor was distilled off to dichloromethane,And then 20 times the ethanol (steamed and ethanol weight ratio of 1:5 to 30) recrystallization,Crystallization at 25 to 30 C gives a pale yellow solid 3,Yield 89%.

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

Reference:
Patent; Central South University; Liu Fengliang; Li Cuiqin; (19 pag.)CN106866553; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem