Category: 4430-75-5

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. 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., Safety of Octahydro-2H-pyrido[1,2-a]pyrazine

General procedure: A mixture ofdifferent fluoro substituted 2-nitrobenzoate (1.5 mmol) and various amines (7.5 mmol) in DMF (3 mL) was stirred atroom temperature for 2 h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was washed with water and brine. After dried by sodium sulfate and concentration, the residue was purified by chromatography on silica gel to give as yellowish solid.

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:
Article; Fan, Jun; Dai, Yang; Shao, Jingwei; Peng, Xia; Wang, Chen; Cao, Sufen; Zhao, Bin; Ai, Jing; Geng, Meiyu; Duan, Wenhu; Bioorganic and Medicinal Chemistry Letters; vol. 26; 11; (2016); p. 2594 – 2599;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route 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

Related Products of 4430-75-5, These common heterocyclic compound, 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, 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.

HATU (38 mg, 0.10 mmol) was added to a stirring solution of acid (40 mg, 0.077 mmol) and octahydro-1H-pyrido[1,2-a]pyrazine (21 mg, 0.15 mmol) in DMF (0.5 mL) and TEA (0.06 mL, 0.4 mmol), and the reaction was stirred at rt for 3 h. The reaction mixture was diluted with MeOH (1 mL), filtered and purified by preparative HPLC (Xterra Prep MS C18 5u 30×100 mm, Eluent A: 5% acetonitrile/water with 10 mM ammonium acetate, Eluent B: 95% acetonitrile/water with 10 mM ammonium acetate, Flow Rate: 42 mL/min, linear gradient from 15% Eluent B to 100% Eluent B over 15 min) to yield 8-cyclohexyl-11-methoxy-N-(methylsulfonyl)-1a-(octahydro-2H-pyrido[1,2-a]pyrazin-2-ylcarbonyl)-1,1a,2,12b-tetrahydrocyclopropa[d]indolo[2,1-a][2]benzazepine-5-carboxamide (36.2 mg, 0.056 mmol, 73% yield) as a white solid. The compound was isolated as a mixture of four stereoisomers. Presents as a 1:3 mixture of rotamers or atrope isomers and 1:1 mixture of diastereomers. Partial 1HNMR (300 MHz, CDCl3) delta 3.36 (s, 3H), 3.84 (s, 0.75H), 3.84 (s, 2.25H), 6.81-7.09 (m, 2H), 7.15-7.29 (m, 1H), 7.46-7.78 (m, 1.2H), 7.83 (d, J=8.4 Hz, 0.38H), 7.84 (d, J=8.4 Hz, 0.38H), 7.97 (br s, 0.75H), 8.01 (br s, 0.25H). LC-MS retention time: 2.22 min; m/z 643 (MH-). LC data was recorded on a Shimadzu LC-10AS liquid chromatograph equipped with a Phenomenex-Luna 10u C18 4.6×50 mm column using a SPD-10AV UV-Vis detector at a detector wave length of 220 nM. The elution conditions employed a flow rate of 5 mL/min, a gradient of 100% solvent A/0% solvent B to 0% solvent A/100% solvent B, a gradient time of 4 min, a hold time of 1 min, and an analysis time of 5 min where solvent A was 5% acetonitrile/95% H2O/10 mM ammonium acetate and solvent B was 5% H2O/95% acetonitrile/10 mM ammonium acetate. MS data was determined using a Micromass Platform for LC in electrospray mode.

Statistics shows that Octahydro-2H-pyrido[1,2-a]pyrazine is playing an increasingly important role. we look forward to future research findings about 4430-75-5.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/226590; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products 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.

1-fluoro-2-nitrobenzene (1.2 g, 8.56 mmol), Octahydro-1H-pyrido [1, 2-a] pyrazine (1.0 g, 7.13mmol), N,N-Diisopropylethylamine (1.9 mL, 10.7 mmol) were added to N,N-dimethylformamide (20 mL), and the reaction was heated to 90 C for 4 hours under nitrogen. After the reaction was cooled to room temperature, the reaction solution was diluted with water (80 mL), extracted with dichloromethane (30 mL X 3), the organic phases were combined and washed successively with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure, the obtained crude product was passed through a silica gel chromatography column (petroleum ether: ethyl acetate (V:V) = 5:1) and further purified to give the title compound (yellow oil, 1.74 g, 93.4%).

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Yi Chao; Zhang Yingjun; Duan Zhenfang; Wang Kezhu; (25 pag.)CN108409728; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Safety of Octahydro-2H-pyrido[1,2-a]pyrazine

1-fluoro-2-nitrobenzene (1.2 g, 8.56 mmol),Octahydro-1H-pyrido[1,2-a]pyrazine (1.0 g, 7.13 mmol), N,N-diisopropylethylamine (1.9 mL, 10.7 mmol) was added to N,N-dimethyl In formamide (20 mL),The reaction was heated to 90 C under nitrogen for 4 hours.After completion of the reaction, the mixture was cooled to room temperature, and the reaction mixture was diluted with water (80 mL)The organic phases were combined and washed successively with water (50 mL) and brine (50 mL).Dry over anhydrous sodium sulfate, and distill off the solvent under reduced pressure.The resulting crude product was purified by silica gel column chromatography (petroleum ether: ethyl acetate (V: V) = 5: 1) to give further title compound (yellow oil, 1.74g, 93.4%).

The synthetic route of 4430-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jin Chuanfei; Du Changfeng; Zhang Yingjun; (29 pag.)CN108409729; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference 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.

Step 12a:; A solution of acid 49 (50 mg, 0.125 mmol) in CH2C12 (2 mL) was treated with oxalyl chloride (100 muL, 1.16 mmol). After 20 min, the reaction mixture was concentrated in vacuo, diluted with CH2CI2 (1 mL) and treated with Et3N (130 muL, 1.20 mmol) followed by (+/-)-1,4-diazabicyclo[4.4.0]decane (140 mg, 1.0 mmol). After 18 h, the reaction mixture was diluted with saturated aqueous NH4CI and extracted with CH2CI2 (2x). The combined organic layers were washed with saturated aqueous NaHC03, dried over MgS04 and concentrated in vacuo. Preparative TLC (0.5:4.5:95 NH40H/MeOH/CH2CI2), afforded Example 40 (42.0 mg, 65%) as a yellow oil. Example 40: LCMS (ES): time 3.45 min, m/z 520.3 (M+H+).

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.

Related Products of 4430-75-5, The chemical industry reduces the impact on the environment during synthesis 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, I believe this compound will play a more active role in future production and life.

2,3,4,6,7,8,9,9a-Octahydro-1H-pyrido[1,2-a]pyrazine (477 mg, 3.40 mmol) was added in one portion to 5-chloro-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-2H-pyrazol-3-yl]pyrazine-2-carboxamide (659 mg, 1.70 mmol) in anhydrous dimethylsulfoxide (1.70 ml) at 25 C. The resulting solution was stirred at 100 C. for 18 h. The crude product was purified by ion exchange chromatography, using an SCX column. The desired product was eluted from the column using 7M NH3/MeOH to afford impure material. The concentrated eluant was purified by preparative HPLC, using decreasingly polar mixtures of water (containing 1% formic acid) and MeCN as eluents. The sample was then put through a basic HPLC system to obtain the free base. Fractions containing the desired compound were evaporated to dryness to afford the title compound (395 mg, 47%) as a cream solid. 1H NMR (500.133 MHz, DMSO) delta 1.19-1.35 (3H, m), 1.51-1.60 (1H, m), 1.64 (1H, t), 1.73-1.79 (1H, m), 1.93-2.08 (2H, m), 2.17-2.25 (1H, m), 2.73 (1H, dd), 2.81-2.93 (6H, m), 3.13 (1H, td), 3.73 (6H, s), 4.28-4.33 (1H, m), 4.37-4.42 (1H, m), 6.32 (1H, t), 6.38-6.41 (3H, m), 8.26 (1H, d), 8.70 (1H, d), 9.59 (1H, br s), 11.82 (1H, br s). MS: m/z 492 (MH+). Mean of n=1, FGFR Kinase assay-Caliper Echo Dosing, IC50 0.13 muM.

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, Octahydro-2H-pyrido[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); 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. 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C8H16N2

[00357] Step 1 : To a solution of 4-fluoronitrobenzene (0.55ml, 5.13 mmol) in AcN (6 mL), Octahydro-lH-pyrido[l,2-a]pyrazine (600 mg, 4.28 mmol) and DIEA (1.1 mL, 6.42 mmol) were added. The mixture was stirred at 75 C for overnight (in a sealed tube). The resulting mixture was cooled to room temperature and then concentrated. The crude product was purified by column chromatography (0-5% MeOH in DCM) to afford the desired product as yellow oil (1.03g, 92% yield). ESI-MS: calcd for (C14H19N302) 261, found 262 (MH+).

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; NANTBIOSCIENCE, INC.; TAO, Chunlin; POLAT,, Tulay; WEINGARTEN, Paul; NALLAN, Laxman; ARP, Forrest; WANG, Qinwei; HO, David; (129 pag.)WO2016/138527; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4430-75-5, A common heterocyclic compound, 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, molecular formula is C8H16N2, 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.

Methyl 4-iodobenzoate (2.84 g, 10.86 mmol), cesium carbonate (7.07 g, 21.71 mmol), 2-acetylcyclohexanone (0.286 mL, 2.17 mmol) and copper(I) iodide (0.103 g, 0.54 mmol) were added to a stirred solution of 2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (1.5224 g, 10.86 mmol) in DMF (30 mL) under nitrogen. The resulting suspension was stirred at 90 C. for 20 h. The reaction mixture was evaporated to dryness and dissolved in methanol. The crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 3.5M NH3/MeOH and pure fractions were evaporated to dryness to afford a brown gum. This was purified again by silica column chromatography, eluting with 5% MeOH (containing 0.1% ammonium hydroxide) in DCM. Pure fractions were evaporated to dryness to afford the desired compound (0.503 g, 16.8%) as an orange solid 1H NMR (399.9 MHz, CDCl3) delta 1.29-1.33 (1H, m), 1.26-1.40 (1H, m), 1.62 (1H, d), 1.64 (1H, d), 1.65-1.68 (1H, m), 1.69 (1H, s), 1.80-1.82 (1H, m), 2.04-2.10 (2H, m), 2.32-2.39 (1H, m), 2.61 (1H, d), 2.89 (2H, d), 3.01-3.08 (1H, m), 3.58-3.63 (1H, m), 3.70-3.75 (1H, m), 3.86 (3H, s), 6.83-6.87 (2H, m), 7.89-7.93 (2H, m). MS m/z=275 (MH+).; Methyl -4-iodobenzoate (2.84 g, 10.86 mmol), cesium carbonate (7.07 g, 21.71 mmol), 2-acetylcyclohexanone (0.286 mL, 2.17 mmol) and copper(I) iodide (0.103 g, 0.54 mmol) were added to a stirred solution of 2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (1.5224 g, 10.86 mmol) in DMF (30 mL) under nitrogen. The resulting suspension was stirred at 90 C. for 20 h. The reaction mixture was evaporated to dryness. The crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 3.5M NH3/MeOH and fractions were evaporated to dryness to afford the crude product as an impure brown gum. The crude product was purified by silica column chromatography, eluting with 5% MeOH, 0.1% aqueous ammonia in DCM. Pure fractions were evaporated to dryness to afford the desired compound (0.681 g, 22.87%) as an orange solid. 1H NMR (399.9 MHz, CDCl3) delta 1.29-1.33 (1H, m), 1.26-1.40 (1H, m), 1.62 (1H, d), 1.64 (1H, d), 1.65-1.68 (1H, m), 1.69 (1H, s), 1.80-1.82 (1H, m), 2.04-2.10 (2H, m), 2.32-2.39 (1H, m), 2.61 (1H, d), 2.89 (2H, d), 3.01-3.08 (1H, m), 3.58-3.63 (1H, m), 3.70-3.75 (1H, m), 3.86 (3H, s), 6.83-6.87 (2H, m), 7.89-7.93 (2H, m). MS: m/z 275 (MH+).

The synthetic route of 4430-75-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4430-75-5, The chemical industry reduces the impact on the environment during synthesis 4430-75-5, name is Octahydro-2H-pyrido[1,2-a]pyrazine, I believe this compound will play a more active role in future production and life.

General procedure: 5.1.2. General procedure 1 (GP1). The amine (1.0equiv) in ethanol (1mL per mmol amine) was added to the alkyl halide (1.1equiv) and sodium carbonate (3equiv) in ethanol (2mL per mmol amine). The reaction was heated to reflux for 2-3h then water (5mL per mmol amine) and aqueous sodium carbonate (1M, 5mL per mmol amine) were added. The product was extracted with ethyl acetate (3 times, 20mL per mmol amine) and the organic layers combined. Dowex 50WX2 hydrogen form 100-200 mesh (4g per mmol amine) was washed with methanol (10mL per gram resin). The reaction mixture was loaded onto the ion exchange resin using gravity filtration and the resin was washed with methanol (10mL per gram resin). The product was eluted off the resin with ca. 1M NH3 in methanol (10mL per gram resin) and the solution was concentrate to give the product

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, Octahydro-2H-pyrido[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kelly, Nicholas M.; Wellejus, Anja; Elbr¡ãnd-Bek, Heidi; Weidner, Morten Sloth; J¡ãrgensen, Signe Humle; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3334 – 3347;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem