Category: 1111638-10-8

Related Products of 1111638-10-8, 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. 1111638-10-8, name is 3-Chloro-5H-pyrrolo[2,3-b]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

(1) To a solution of 3-chloro-5H-pyrrolo[2,3-b]pyrazin (4.69 g) in N,N-dimethylformamide (70 mL) were added potassium hydroxide (6.85 g) and iodine (15.5 g) under ice-cooling, and the mixture was stirred at room temperature for 3 hours. Under ice-cooling, an aqueous sodium thiosulfate solution and ethyl acetate were added mm and after mixing, a solid is then filtrate to give 2 (3.96 g). The organic layer of the filtrate was separated, and the organic layer was sequentially washed with water and saturated saline, dried over sodium sulfate, and then concentrated under reduced pressure to give 3-chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazin (4.29 g). APCI-MS m/z: 280/282 [M+H]+.

The synthetic route of 3-Chloro-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Pharmaceuticals Holding CO., LTD.; MITSUBISHI TANABE PHARMA CORPORATION; Iijima, Toru; Takahashi, Yoichi; Hirai, Miki; Sugama, Hiroshi; Togashi, Yuko; Shen, Jingkang; Xia, Guangxin; Wan, Huixin; US2015/232459; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1111638-10-8, 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. 1111638-10-8, name is 3-Chloro-5H-pyrrolo[2,3-b]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step 4: 3-chloro-5-methyl-5H-pyrrolo[2,3-b]pyrazine To a mixture of 3-chloro-5H-pyrrolo[2,3-b]pyrazine (2.0 g, 13.02 mmol) and potassium hydroxide ( 1.46 g, 26.04 mmol) in N,N-dimethylmethanamide (40 ml . ) was added iodomethane (3.70 g, 26.04 mmol). The reaction mixture was stirred at 25 C for 3 h and diluted with water (50 mL). The mixture was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over sodium sulfate and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 40% ethyl acetate in hexane) affording 3-chloro-5-methyl- 5H-pyrrolo[2,3-b]pyrazine (2.0 g, 92%): H NMR (400 MHz, DMSO-d6) delta 8.47 (s, 1H), 7.94 (d, J =3.6 Hz, 1H), 6.72 (d, = 3.6 Hz, 1H), 3.82 (s, 3H).

The synthetic route of 3-Chloro-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1111638-10-8, 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. 1111638-10-8, name is 3-Chloro-5H-pyrrolo[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Step 1. 2-(3-chloro-5H-pyrroloI23″b]pyrazin-5-yl)-N-(2,2,2-trifluoroethyl)acetamideTo a solution of 3~chloro-5H-pyrrolo[2,3-b]pyrazine (50 mg, 0.326 mmol) in DMF (2 mL) at room temperature was slowly added sodium hydride (20.3 mg, 0.508 mmol). The reaction mixture was allowed to stir for 15 minutes. 2-Bromo-N-(2,252-trifluoroethyl)acetamide (88 mg, 0.40 mmol) was then added and the reaction mixture allowed to stir for 1 hour. Ethanol (0.1 mL) was added to the reaction mixture which was then loaded on to a silica cartridge and purified using medium pressure liquid chromatography (0-10%, methanol/dichloromethane) to yield the title compound. LC-MS (ES, m/z): 293.0 [M+H]+. iH-NMR (400Hz, CDCI3 ppm): 8.95 (1H, t, J=6.1Hz), 8.47 (1H, s), 7.91 (1H, d, J=3.6Hz), 6.72 (1H, d, J=3.6Hz), 5.01 (2H, s), 3.93 (2H, m).

The chemical industry reduces the impact on the environment during synthesis 3-Chloro-5H-pyrrolo[2,3-b]pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua; WO2011/137022; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1111638-10-8,Some common heterocyclic compound, 1111638-10-8, name is 3-Chloro-5H-pyrrolo[2,3-b]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 solution of 3-chloro-5H-pyrrolo[2,3-]pyrazine (1.00 g, 6.51 mmol) in DMF (33 mL) was added N-bromosuccinimide (1.159 g, 6.51 mmol). The reaction mixture was stirred at room temperature for 18 h. At completion, the reaction was concentrated and the resulting residue was treated with water (30 mL). The resulting slurry was stirred for 30 min, then filtered and washed with water (20 mL). The precipitate was dried for 3 h under vacuum at 70 C to afford crude 7-bromo-3-chloro-5H-pyrrolo[2,3-]pyrazine as brown solid (1.136 g, 48% yield). LCMS: m/z 232 (M+H)+, Rt= 0.80 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-5H-pyrrolo[2,3-b]pyrazine, its application will become more common.

Reference:
Patent; NOVARTIS AG; BAGDANOFF, Jeffrey T.; CHEN, Zhuoliang; DORE, Michael; FORTANET, Jorge Garcia; KATO, Misunori; LAMARCHE, Matthew J.; SARVER, Patrick James; SHULTZ, Michael; SMITH, Troy Douglas; WILLIAMS, Sarah; (156 pag.)WO2016/203404; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1111638-10-8, 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 1111638-10-8 as follows.

To a solution of 3-chloro-5H-pyrrolo[2,3-b ]pyrazine (300 mg, 1.95 mmol) in2-methyltetrahydrofuran (10 mL) was added NIS (543 mg, 2.34 mmol), and the reaction mixturewas stirred at rt for 1 h. Saturated aqueous sodium thiosulfate (50 mL) was added to quench thereaction, and the resulting mixture was partitioned. The aqueous layer was extracted with EtOAc(50 mL x 2). The combined organic phases were washed with saturated brine (80 mL), driedover anhydrous Na2S04, filtered, and the filtrate was concentrated in vacuo to give the titlecompound as a yellow solid (546 mg, 100 %).MS (ESI, pos. ion) m/z: 280.2 [M+Ht.

According to the analysis of related databases, 1111638-10-8, the application of this compound in the production field has become more and more popular.

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. 1111638-10-8, name is 3-Chloro-5H-pyrrolo[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

Preparation of 3-chloro-5-methyl-5H-pyrrolo[2,3-b]pyrazine (B-10-6).B-10-5 , B-10-6 A solution was made of 310 mg (1.95 mmol) of compound B-10-5 in 3 ml of anhydrous DMF. This mixture was added to a solution of 125 mg (3.05 mmol) of 60% NaH dispersion in mineral oil in 3 ml of anhydrous DMF. Another 6 ml of DMF was used to rinse the container. Let stir reaction mixture stir for 15 min at room temperature. Added another 150 mul (2.40 mmol) of MeI. Let stir for 2 hr. LCMS shows one peak M+H = 168 with Cl isotope pattern. The reaction mixture was poured into saturated NH4CI solution (100 ml) slowly, then extracted with EtOAc (3 x 50 ml). The organics were combined, dried over MgSO4 and filtered. Silicia gel chromoatography using EtOAc/Hexane gave 257 mg (76% yield) of compound B-10-6 as a yellow solid.

According to the analysis of related databases, 1111638-10-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1111638-10-8, name is 3-Chloro-5H-pyrrolo[2,3-b]pyrazine, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Quality Control of 3-Chloro-5H-pyrrolo[2,3-b]pyrazine

A solution of 3-chloro-5H-pyrrolo[2,3-b]pyrazine (20 g, 131 mmol) and DIPEA (37 mL, 212 mmol) in NMP (100 mL) was stirred with cooling provided by a salt/ice-bath. 2-(Trimethylsilyl)ethoxymethyl chloride (28.3 mL, 160 mmol) in NMP (40 mL) was added over a period of 5-10 mm. The cooling bathwas removed, and the mixture stirred overnight at RT. A 5% aq. LiCI solution (100 mL) was added. EtOAc (400 mL) was added and the mixture transferred to a 2 L separating funnel. The aqueous layer was removed and the EtOAc layer was washed with further 5% aq. LiCI solution (3 x 100 mL). The EtOAc layer was then washed successively with 0.5 M aq. KHSO4 (2 x 100 mL), sat. aq. Na2CO3 (50 mL), 5% aq. LiCI (50 mL) and sat. brine solution (100 mL). The EtOAc layer was dried (MgSO4), filteredand evaporated, to give a dark oil. The residue was purified by column chromatography on silica gel (gradient elution, 0-50%, EtOAc/petrol), to give the title compound (31.8 g), MS: [M+H] = 284.

The synthetic route of 1111638-10-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; TAIHO PHARMACEUTICAL CO., LTD.; JOHNSON, Christopher Norbert; BUCK, Ildiko Maria; CHESSARI, Gianni; DAY, James Edward Harvey; FUJIWARA, Hideto; HAMLETT, Christopher Charles Frederick; HISCOCK, Steven Douglas; HOLVEY, Rhian Sara; HOWARD, Steven; LIEBESCHUETZ, John Walter; PALMER, Nicholas John; ST DENIS, Jeffrey David; TWIGG, David Geoffrey; WOODHEAD, Andrew James; (377 pag.)WO2019/167000; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1111638-10-8, name is 3-Chloro-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 1111638-10-8, Recommanded Product: 3-Chloro-5H-pyrrolo[2,3-b]pyrazine

Step 4; A suspension of NaH (370 mg, 15.62 mmol) in DMF (15 mL) was cooled to 0 C. and treated with 4 (1.6 g, 10.41 mmol) dissolved in DMF (15 mL). The reaction mixture was stirred 20 min at 25 C. The reaction mixture was again cooled to 0 C., SEM-Cl (2.2 mL, 12.50 mmol) was added slowly, and allowed to stir at 25 C. for 2 h. TLC (20% EA/Hexane) indicates complete consumption of starting material. The solvent was distilled off and the residue was purified by column chromatography over silica gel (100-200 mesh) eluting with EtOAc/Hexane (5-10%) to provide 5 as a brown oily liquid (2.0 g, 67%). MS m/z (ES): 284 (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-Chloro-5H-pyrrolo[2,3-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; de Vicente Fidalgo, Javier; Hermann, Johannes Cornelius; Lemoine, Remy; Li, Hongju; Lovey, Allen John; Sjogren, Eric Brian; Soth, Michael; US2011/59118; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1111638-10-8, 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 1111638-10-8 as follows.

To a stirring solution of product of step 2 (20 mg, 0.130 mmol) in acetic acid (1 ml) and water (2.0 ml) was added Hexamethylenetetramine (20.08 mg, 0.143 mmol) and the reaction mixture was heated for 5 h at l20C. After completion of reaction it was diluted with ethyl acetate (10 ml) and 10 ml of water. Organic layer was separated, dried over Na2S04 and evaporated to get desired product. ESI-MS (m/z): 180.00 (M-H).

According to the analysis of related databases, 1111638-10-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DESAI, Ranjit; PANDYA, Vrajesh; PUJARA, Mehul; ARGADE, Anil; JOSHI, Jignesh; SATYANAND, Anshul; (66 pag.)WO2019/239382; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem