Category: 69214-33-1

Adding a certain compound to certain chemical reactions, such as: 69214-33-1, name is 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 69214-33-1, Safety of 8-Chloroimidazo[1,2-a]pyrazine

Intermediate Example 2-1 : Preparation of 3-bromo-8-chloro-imidazo[1 ,2- ajpyrazineTo a stirred solution of 8-chloro-imidazo[1 ,2-a]pyrazine (164.2 g g, 1070 mmol) in 950 mL DMF is added NBS (190.3 g, 1070 mmol) in one portion and the mixture is stirred overnight at rt. The mixture is poured on 9500 mL water, filterd and the residue is washed with water (2 x 1000 mL) and dried in vaccuo to yield 152.6 g (61.4 %) of the title compound. 1H-NMR (300 MHz, d6-DMSO): delta =8.45 (d, 1 H), 8.00 (s, 1 H), 7.83 (d, 1 H) ppm.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; KLAR, Ulrich; JAUTELAT, Rolf; KOSEMUND, Dirk; BOHLMANN, Rolf; BADER, Benjamin; LIENAU, Philip; SIEMEISTER, Gerhard; WO2012/80229; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 69214-33-1,Some common heterocyclic compound, 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, molecular formula is C6H4ClN3, 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 8.-chIoroirnidazo[12.-a]pyrazinc (500 mg, 3.3 rnrnol) in AcOH (5 mL) was added Br2 (800 mg, 5.0 mmol) at RT. The resulting mixture was stirred at RT for 2 days, then poured into water (20 mL) and extracted with EtOAc (15 mL x 3). The combined organic layer was washed with aqueous sodium bicarbonate solution and brine, dried over MgSO,filtered and concentrated in vacuo. The residue was purified by chromatography on silica (9.?16% EtOAc in petroleum ether) to give the title compound (30() mg) as a yellow solid. LRMSm/z (M+H) 232.2, 234.1 found, 231.2, 234.1 required.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 8-Chloroimidazo[1,2-a]pyrazine, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 69214-33-1, name is 8-Chloroimidazo[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. Recommanded Product: 69214-33-1

A cooled (0C) suspension of 8-chloroimidazo [1, 2-A] PYRAZINE (18.6 g, 0.12 mol) and sodium acetate (29.8 g, 0.36 mol) in methanol (125 ml, pre-saturated with solid potassium bromide) was treated with bromine (6.5 ml, 0.13 mol) added dropwise over 5 min. After stirring for 10 min thin-layer chromatography indicated no starting material. Solid sodium sulphite (15.3 g, 0.12 mol) was then added to the slurry and stirring continued for 10 min. The mixture was then treated with saturated aqueous sodium hydrogencarbonate (650 ml) added in portions. This mixture was extracted with dichloromethane (2 x 350 ml). The organics were combined, dried over anhydrous magnesium sulphate, filtered and concentrated to afford 3-bromo-8-chloroimidazo [1, 2-A] PYRAZINE as a cream- coloured solid:

The synthetic route of 8-Chloroimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/41826; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 69214-33-1, 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 69214-33-1 as follows.

A mixture of 8-chloroimidazo[1,2-a]pyrazine(500 mg, 3.25 mmol) and (S)-tert-butyl pyrrolidin-3-yl carbamate (1.0 g, 5.38 mmol) in diethylisopropyl amine (3 mL) was heated to 120 C. for 3 h. After cooling to room temperature, the mixture was diluted with 10% MeOH in EtOAc and washed with saturated aqueous solutions of KH2PO4 andNaHCO3, followed by brine. The organic layer was concentrated in vacuo and the residue purified by flash chromatography (Si02, 2 to 5% MeOH in CH2C12 as eluent) to give thedesired compound as a foam (985 mg, quantitative, which was used directly for the next step). MS: (ES) m/z 304.1(M+H+).

According to the analysis of related databases, 69214-33-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 69214-33-1, name is 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 69214-33-1, COA of Formula: C6H4ClN3

To a stirred solution of the product from step 5 (51 .3 mg, 0.1 7 mmol) in THF (5 mL) was added NaH (20.4 tug, 0.51 mmol, 6() wt% in oil) at 0 C. The mixture was stirred at 0 C for0.5 hour, then 8chioroin:iidazo[i,2a]pyrazine (78.() mg, 0.51 mmoi) was added. The resulting mixture was stirred at RT for 2 hours arid then quenched with water (2 n:iL), extracted with EtOAc (3 x 5 mL). The combined organic layer was wished with brine, dried over Na2SO4, filtered and concentrated in vacuo, and the residue was purified by PrepHPLC to give title compound (28.6 mg) as colorless oil. LRIVIS mlz (M+H) 420.2 found, 420.2 required.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIVERTON, Nigel; KUDUK, Scott D.; BESHORE, Doug C.; MENG, Na; LUO, Yunfu; (127 pag.)WO2016/101119; (2016); 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. 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 8-Chloroimidazo[1,2-a]pyrazine

?/-(3-(Trifluoromethyl)phenyl)imidazor 1 ‘,2′-alpyrazin-8’-amine (Compound 175) [00238] 3-(Trifluoromethyl)aniline (525 mg, 3.256 mmol) was added to a suspension of sodium hydride (130 mg, 3.256 mmol – 60% in mineral oil) in DMSO (2 mL) and the resulting mixture was stirred under nitrogen atmosphere for 15 minutes. A solution of 8- chloroimidazo[l,2-a]pyrazine (250 mg, 1.628 mmol) in DMSO (2 mL) was then added and stirring continued for another 2 hours. The reaction mixture was then quenched with NH4Cl (sat. aq.) and the product extracted into EtOAc. The organic layer was dried, concentrated in vacuo and purified by flash column chromatography (gradient 2:1 to 3:2 EtOAc:40-60 petrol) to give the title compound (285 mg, 63%). LCMS RT = 6.48 min, MH+ 279. 1H NMR (d6- DMSO): 9.99 (IH, br s), 8.61 (IH, s), 8.32 (IH, d, J 8.8), 8.07 (IH, d, J4.4), 8.04 (IH, d, J 1.1), 7.67 (IH, d, J 1.1), 7.54 (IH, t, J8.2), 7.47 (IH, d, J4.7), 7.32 (IH, d, J7.8).

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 69214-33-1.

Reference:
Patent; BioMarin IGA, Ltd.; WREN, Stephen Paul; WYNNE, Graham Michael; LECCI, Cristina; WILSON, Francis Xavier; PRICE, Paul Damien; MIDDLETON, Penny; WO2010/69684; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 69214-33-1, 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. 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

8-Chloroimidazo[1,2-a]pyrazine (400 mg, 2.6 mmol) and tert-butyl hydrazinecarboxylate (516.4 g, 3.9 mmol) were dissolved in THF (8 mL), sodium hydride (312.5 mg, 7.8 mmol) was added, and the mixture stirred at 30 C. for 16 h. Saturated aqueous NH4Cl (10 mL) was added and the mixture was extracted with EtOAc (10 mL*2). The combined organic layers were dried over Na2SO4, filtered, and the filtrates concentrated under reduced pressure to afford a crude product as a black oil. The crude product was purified by flash column chromatography over silica gel (petroleum ether/ethyl acetate from 100/0 to 30/70). The solvent was concentrated under reduced pressure to afford compound 65a as a yellow solid (220 mg, 28%). LCMS (ESI): m/z 250.1 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 8-Chloroimidazo[1,2-a]pyrazine. I believe this compound will play a more active role in future production and life.

Adding a certain compound to certain chemical reactions, such as: 69214-33-1, name is 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 69214-33-1, SDS of cas: 69214-33-1

General procedure: The title Compound 30 (12 mg, yield: 19%) was obtained in the same manner as in Example 5 using 4-[2-oxo-3-(piperidin-4-ylmethyl)-3,4-dihydroquinazolin-1(2H)-yl]picolinonitrile dihydrochloride obtained in Step 2 of Example 27 and 8-chloroimidazo[1,2-a]pyrazine. ESI-MS m/z: 465 (M+H)+, 1H-NMR (300 MHz, CDCl3, delta): 8.80-8.78 (m, 1H), 7.84-7.83 (m, 1H), 7.67-7.65 (m, 1H), 7.53 (d, J=1.5 Hz, 1H), 7.48-7.47 (m, 2H), 7.33 (d, J=4.8 Hz, 1H), 7.19-7.07 (m, 3H), 6.40-6.37 (m, 1H), 5.48-5.43 (m, 2H), 4.56 (s, 2H), 3.39 (d, J=6.9 Hz, 2H), 3.10-3.00 (m, 2H), 2.17-2.10 (m, 1H), 1.88-1.85 (m, 2H), 1.52-1.38 (m, 2H) Step 1: 3-{[1-(6,7-Dimethoxyquinazolin-4-yl)piperidin-4-yl]methyl}-3,4-dihydroquinazolin-2(1H)-one (300 mg, 0.69 mmol) obtained by the method described in Chemical & Pharmaceutical Bulletin 1990, 38(6), 1591 was dissolved in DMF (3.0 mL), and sodium hydride (about 60 wt %, 33 mg) and methyl 2-(bromomethyl)-benzoate (190 mg, 0.83 mmol) were sequentially added thereto in an ice bath. After the resulting mixture was stirred at room temperature for 2 hours, a saturated aqueous sodium bicarbonate solution was added to the reaction mixture, and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (a chloroform/methanol mixed solvent), whereby methyl 2-[(3-{[1-(6,7-dimethoxyquinazolin-4-yl)piperidin-4-yl]methyl}-2-oxo-3,4-dihydroquinazolin-1(2H)-yl)methyl]benzoate (355 mg, yield: 88%) was obtained. ESI-MS m/z: 582 (M+H)+, 1H-NMR (400 MHz, CDCl3, delta): 8.66 (s, 1H), 8.04 (d, J=7.8 Hz, 1H), 7.41-7.36 (m, 1H), 7.32-7.27 (m, 2H), 7.15-7.06 (m, 4H), 6.99-6.94 (m, 1H), 6.57 (d, J=8.8 Hz, 1H), 5.52 (s, 2H), 4.57 (s, 2H), 4.22-4.15 (br m, 2H), 4.02 (s, 3H), 3.97 (s, 3H), 3.93 (s, 3H), 3.50 (d, J=7.8 Hz, 2H), 3.12-3.02 (m, 2H), 2.18-2.08 (m, 1H), 1.96-1.87 (br m, 2H), 1.66-1.55 (br m, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 8-Chloroimidazo[1,2-a]pyrazine, and friends who are interested can also refer to it.

Some common heterocyclic compound, 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, molecular formula is C6H4ClN3, 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. Computed Properties of C6H4ClN3

A solution of (2R)-2-methylpiperazine (0.2 g, 1.95 mmol), 8-chloroimidazo[1,2-a]pyrazine (0.2 g, 1.3 mmol) and diisopropylethylamine (0.45 mL, 2.6 mmol) in n-butanol (10 mL) was heated at 100 C for three hours. The reaction mixture was allowed to cool and then evaporated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with dichloromethane:methanol:concentrated aqueous ammonia, 95 : 5 : 0.5 to afford the title compound as a pale orange solid, 0.16 g. LRMS (ES) : m/z [M+H]+ 218

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 69214-33-1, its application will become more common.

Related Products of 69214-33-1, These common heterocyclic compound, 69214-33-1, name is 8-Chloroimidazo[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.

N-Bromosuccinimide (2.0 g, 11.6 mmol) was added to a stirred solution of intermediate 3 (1.78 g, 11.58 mmol) in DCM (50 ml). The mixture was stirred at RT for 2 h. and then diluted with further DCM and washed with a saturated solution of sodium carbonate. The organic layer was separated, dried (Na2S04), filtered and the solvent evaporated in vacuo to yield a 72/28 mixture of 3-bromo-8-chloro-imidazo[l,2-a]- pyrazine and 3,8-dibromo-imidazo[l,2-a]pyrazine (intermediate 15) (5.89 g, 99%) as white solid.

Statistics shows that 8-Chloroimidazo[1,2-a]pyrazine is playing an increasingly important role. we look forward to future research findings about 69214-33-1.