Tag: M.W=200-300

Application of 345311-03-7, The chemical industry reduces the impact on the environment during synthesis 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, I believe this compound will play a more active role in future production and life.

1 ,1-Dimethylethyl 5,6-dihydroimidazo[1 ,2-a]pyrazine-7(8/-/)-carboxylate (118) (1.563 g, 7 mmol) and NCS (0.935 g, 7.00 mmol) were heated at 80 0C for 2 h in toluene (30 ml_). The solvents were removed in vacuo and the residue was purified by flash chromatography (Isolera, 50 g, 0-100% ethyl acetate/iso-hexane) to afford product in 1.55 g. LC/MS = 258/260 (M+H)+, retention time = 0.64 minutes (2 minute method).

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, tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; DEAN, David Kenneth; MUNOZ-MURIEDAS, Jorge; SIME, Mairi; STEADMAN, Jon Graham Anthony; THEWLIS, Rachel Elizabeth Anne; TRANI, Giancarlo; WALL, Ian David; WALTER, Daryl Simon; WO2010/125101; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1379338-74-5,Some common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, molecular formula is C7H3Cl2N3, 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 solution of (S)-tert-butyl 3-(aminomethyl)piperidine-1-carboxylate (100 mg, 0.5 mmol), 5,7-dichloropyrido[4,3-b]pyrazine (100 mg, 0.5 mmol) and DIPEA (77 mg, 0.6 mmol) in THF (5 mL) was stirred at room temperature for 4 hours. The volatiles were removed under reduced pressure, and the residue was treated with ethyl acetate, with brine, and concentrated to give the crude 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 5,7-Dichloropyrido[3,4-b]pyrazine, its application will become more common.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; Su, Wei-Guo; Deng, Wei; Ji, Jianguo; US2014/121200; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 63744-22-9, name is 6,8-Dibromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 6,8-Dibromoimidazo[1,2-a]pyrazine

Example 23A 6-({2-[(6-Bromoimidazo[1,2-a]pyrazin-8-yl)amino]ethyl}amino)pyridine-3-carbonitrile 8 g (28.9 mmol) of 6,8-dibromoimidazo[1,2-a]pyrazine were dissolved in 80 ml of DMSO, and 16.1 ml (115.6 mmol) of triethylamine and 5.154 g (31.78 mmol) of 6-[(2-aminoethyl)amino]pyridine-3-carbonitrile (Example 2A) were added. The mixture was heated at 140 C. in a microwave for 1.5 h. The solution was poured into water and the precipitate was filtered off. Washing with water and drying under high vacuum gave 10.3 g (94% of theory) of the product as a solid. LCMS (method 8): Rt=0.97 min. (m/z=358 (M+H)+). 1H-NMR (400 MHz, DMSO-d6): delta=8.39 (s, 1H), 8.08 (s, br, 1H), 8.03 (s, 1H), 7.83 (s, 1H), 7.73 (m, 2H), 7.51 (s, 1H), 6.56 (s, br, 1H), 3.5-3.65 (m, 4H).

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 63744-22-9.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2011/53929; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 32111-21-0 as follows. Product Details of 32111-21-0

4.90 ml of tetrabutylammonium fluoride (1M solution in THF) are added to a solution of 500 mg (2.43 mmol) of iodopyrazine, 655 mg (3.64 mmol) of 4-fluoro-2-methoxy-1-prop-2-ynyloxy-benzene, 92 mg (0.48 mmol) of copper(l) iodide and 170 mg (0.24 mmol) ofbis(triphenylphosphine)palladium dichloride (Pd(PPh3)2CI2) in 16 ml of dioxane. The reactionmixture is stirred for 3 hours at 50C under an argon atmosphere and is then allowed to coolto 20C. The solvent is removed under reduced pressure and the crude product obtained ispurified by means of flash chromatography (eluant: ethyl acetate/petroleum ether 1/2). Thedesired title compound is obtained as a beige solid having a melting point of 88C in a yieldof 412 mg (66 % of theory).Rf = 0.28 in ethyl acetate/petroleum ether 1/2;1H NMR (CDCI3): delta(ppm)= 3.87 (s, 3H); 4.98 (s, 2H); 6.56-6.69 (m, 2H); 7.04 (dxd, J=5.6 and8.8 Hz, 1H); 8.48 (d, J=2.5 Hz, 1H); 8.52 (dxd, J=1.3 and 2.5 Hz, 1H); 8.62 (d, J=1.3 Hz,1H).

According to the analysis of related databases, 32111-21-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WO2003/104206; (2003); A2;,
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. 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H6BrN3O2

To a solution of 3-amino-6-bromo-pyrazine-2-carboxylic acid methyl ester (3g, 12.9 mmol) in DMF (40ml) was added 3-(hydroxymethyl)benzoic acid (2.16g, 14.22 mmol) followed by Et3N (2.7ml, 19.39 mmol) under nitrogen at room temperature. The mixture was stirred for 10 min before adding 1 ,1′-bis[dit- butylphosphino)ferrocene]paliadium chloride (0.25g, 0.039 mmol) and stirred overnight at 900C. The cooled reaction mixture was condensed. The residue dissolved in THF-EtOAc mixture (200ml, 1 :1), filtered to remove catalyst and evaporated. The filtrated was washed with brine, dried (MgSO4) and condensed. The resultant brown solid residue was subjected to flash column chromatography on silica eluting gradient of hexane to (3:1 , v/v) ethyl acetate and hexane to give title compound (1.61g, 48%) as a yellow/orange solid; LC/MS: Rt 1.74 (Method A) [M+H]+ 260.

The synthetic route of 6966-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERNALIS (R & D) LIMITED; WO2008/38010; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 313340-08-8, 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. 313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Compound D1Ra (100 mg, 0.455 mmol), A1Rf (109 mg, 0.499 mmol) and DIPEA (117 mg, 0.909 mmol) were dissolved in 1,4-dioxane (3 mL) in a sealed tube, the reaction mixture was heated to 130 C. and stirred for 16 hours. The LCMS indicated the reaction was complete, the reaction mixture was concentrated in vacuo, the residue was purified via column chromatography (DCM/MeOH=30:1) to afford D1Rb (150 mg, yield 82%) as light yellow solid. 1H NMR (DMSO-d6, 400 MHz) delta 10.93 (s, 1H), 8.21 (s, 1H), 7.98 (s, 1H), 7.14 (d, J=2.0 Hz, 1H), 6.93-6.82 (m, 2H), 4.23 (dd, J=10.8 Hz, 2.8 Hz, 1H), 3.90 (dd, J=10.4 Hz, 9.2 Hz, 1H), 3.66 (d, J=11.2 Hz, 1H), 3.05-2.95 (m, 1H), 2.89-2.74 (m, 4H), 2.65-2.55 (m, 1H), 2.22 (s, 3H), 2.13-2.03 (m, 1H), 1.68 (dd, J=10.4 Hz, 10.0 Hz, 1H), 1.24 (t, J=7.4 Hz, 3H). MS m/z 403.2 [M+H]+, 405.2 [M+H]+.

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, 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hangzhou Innogate Pharma Co., Ltd.; ZHANG, Hancheng; LIU, Shifeng; YE, Xiangyang; (92 pag.)US2019/308993; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 313340-08-8, The chemical industry reduces the impact on the environment during synthesis 313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, I believe this compound will play a more active role in future production and life.

Preparation Example 39 To a mixture of 3-nitrophenyl disulfide (2 g) and N,N-dimethylformamide (60 mL) was added potassium carbonate (1.79 g), followed by stirring at room temperature for 2 minutes, and then 3,5-dichloro-6-ethylpyrazine-2-carboxamide (3.14 g) and formaldehyde sodium sulfoxylate (2.3 g), and water were added thereto, followed by stirring at room temperature for 2 hours. To the reaction mixture was added water, and the precipitated solid was collected by filtration, washed with water and diisopropyl ether, and then dried under reduced pressure to obtain 3-chloro-6-ethyl-5-[(3-nitrophenyl)sulfanyl]pyrazine-2-carboxamide (3.9 g) as a white solid.

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, 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTELLAS PHARMA INC.; Matsuya, Takahiro; Kondoh, Yutaka; Shimada, Itsuro; Kikuchi, Shigetoshi; Iida, Maiko; Onda, Kenichi; Fukudome, Hiroki; Takemoto, Yukihiro; Shindou, Nobuaki; Sakagami, Hideki; Hamaguchi, Hisao; US2014/323463; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1335210-24-6,Some common heterocyclic compound, 1335210-24-6, name is (3S,11AR)-6-methoxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydrooxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxylic acid, molecular formula is C13H14N2O6, 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 solution of l-(2,2-dimethoxyethyl)-5-methoxy-6-(methoxycarbonyl)-4-oxo-l,4- dihydropyridine-3 -carboxylic acid (V) in acetic acid / Dimethyl carbonate (25. Og, 0.079 moles) and methane sulfonic acid (3.79 g, 0.039 moles) were introduced in micro channel reactor. After residence time of 9 mins at l30C, the reaction mixture containing 5-methoxy-6-(methoxycarbonyl)-4-oxo-l-(2- oxoethyl)-l,4-dihydropyridine-3 -carboxylic acid (IVa) was further introduced into a second Tube Flow reactor and cyclised with solution of (S)-2-amino-propan-l- ol in (8.35g,0. l 1 moles) in Dimethyl carbonate at l00C at a residence time of 6 mins followed by quenching with Aq HC1 solution. The organic layer containing (3 S, 1 laR)-6-methoxy-3-methyl-5,7-dioxo-2,3,5,7,l 1,1 la-hexahydrooxazolo-[3,2- a] pyrido[ 1 ,2-ri/pyrazine -8-carboxylic acid (III b) was separated and introduced into a third Tube Flow Reactor with a solution of N-Methyl Morpholine (12. Og, 0.119 moles) and a solution of 2,4-diflurobenzylamine (l5.8g,0. l2moles) in MDC solvent and reacted in presence of Ethyl chloroformate (l2.06g,0. l l moles) at 0C . After a residence time of 2 mins yields (3S, l laR)-N-(2,4-Difluorobenzyl)- 6-methoxy-3-methyl-5,7-dioxo-2,3,5,7, l 1,1 la-hexahydrooxazolo-[3,2- a]pyrido[l,2- (0306) HPLC purity : 98.0% (0307) Yield : 85.0%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (3S,11AR)-6-methoxy-3-methyl-5,7-dioxo-2,3,5,7,11,11a-hexahydrooxazolo[3,2-a]pyrido[1,2-d]pyrazine-8-carboxylic acid, its application will become more common.

Reference:
Patent; CIPLA LIMITED; PHULL, Manjinder Singh; SHAH, Bhavik; KADLAG, Manoj; RAO, Dharmaraj Ramachandra; MALHOTRA, Geena; (62 pag.)WO2019/159199; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 76537-18-3, A common heterocyclic compound, 76537-18-3, name is 3-Bromo-5-chloropyrazin-2-amine, molecular formula is C4H3BrClN3, 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 suspension of 18a (3 g, 14.5 mmol), NaCN (0.85 g, 17.4 mmol), CuI (1.3 g, 7.3 mmol) and Pd(PPh3)4 (0.17 g, 0.15 mmol) were stirred in DMF (40 mL) at 120 C for 10 h under nitrogen protection. After cooling to room temperature, 10% aqueous solution of Na2S2O3(10 mL), water (60 mL) and ethyl acetate (200 mL) were added. The resulting mixture was stirred for 10 min, then filtered, and the filter cake was washed with ethyl acetate (150 mL). The organic layer was separated, washed with water (3 ¡Á 50 mL),dried over anhydrous Na2SO4and concentrated. The residue was purified by chromatography on silica gel eluting with PE/EA (10:1-2:1) to give a light-yellow solid (1.9 g, yield 85%). 6-Chloro-3-aminopyrazine-2-carbonitrile (19a) Yield: 85%, light-yellow solid, M.p.: 156-158 C. 1H NMR(400 MHz, CDCl3):delta 8.23 (s, 1H), 5.34 (s, 2H). 13C NMR(100 MHz, CDCl3):delta 154.98, 146.84, 137.41, 114.07,111.16. EI-MS m/z: 154 (M+, Cl35,100), 156 (M+, Cl37,35),127 (M+, Cl35,-H, -CN, 48), 129 (M+, Cl37,-H, -CN, 15).

The synthetic route of 76537-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guo, Qi; Xu, Mingshuo; Guo, Shuang; Zhu, Fuqiang; Xie, Yuanchao; Shen, Jingshan; Chemical Papers; vol. 73; 5; (2019); p. 1043 – 1051;,
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. Application In Synthesis of 2-Amino-3,5-dibromopyrazine

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