Month: August 2021

Synthetic Route of 6705-33-5, 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. 6705-33-5, name is Pyrazin-2-ylmethanol belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

1 eq. Preparation 2a, 2 eq. of pyrazin-2-ylmethanol and 2 eq. triphenylphosphine were dissolved in dry toluene (0.2M for the phenol), then 2 eq. DTAD was added. The mixture was stirred at 50 C under nitrogen atmosphere. After reaching an appropriate conversion the volatiles were removed under reduced pressure. The crude intermediate was purified via flash chromatography using heptane and EtOAc as eluents to obtain ethyl (2R)-2- acetoxy-3-[2-(pyrazin-2-ylmethoxy)phenyl]propanoate.

The synthetic route of Pyrazin-2-ylmethanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LES LABORATOIRES SERVIER; VERNALIS (R&D) LIMITED; BALINT, Balazs; CSEKEI, Marton; SZABO, Zoltan; SZLAVIK, Zoltan; KOTSCHY, Andras; CHANRION, Maia; GENESTE, Olivier; CHEN, I-Jen; DAVIDSON, James Edward Paul; MURRAY, James Brooke; SIPOS, Szabolcs; ONDI, Levente; PROSZENYAK, Agnes; (164 pag.)WO2016/207217; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

4430-75-5, name is Octahydro-2H-pyrido[1,2-a]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. name: Octahydro-2H-pyrido[1,2-a]pyrazine

EXAMPLE 84 5-(3,4-Dimethoxybenzylamino)-2-(2-furyl)-8-(1,3,4,6,7,8,9,9a-octahydropyrido[1,2-a]pyrazin-2-ylmethyl)[1,2,4]triazolo[1,5-c]pyrimidine (Compound 84) The subject compound (92%) was obtained as a pale brown oily matter from 5-(3,4-dimethoxybenzylamino)-8-formyl-2-(2-furyl)[1,2,4]triazolo[1,5-c]pyrimidine and 1,3,4,6,7,8,9,9a-octahydropyrido[1,2-a]pyrazine in a manner similar to that in Example 1. 1H NMR (CDCl3, delta, ppm): 1.24-1.26 (m, 2H), 1.48-1.51 (m, 2H), 1.70-1.73 (m, 2H), 2.06-2.09 (m, 4H), 2.35-2.39 (m, 1H), 2.78-2.96 (m, 4H), 3.83 (s, 2H), 3.89 (s, 3H), 3.89 (s, 3H), 4.76 (d, J=5.6 Hz, 2H), 6.40 (t, J=5.6 Hz, 1H), 6.56 (dd, J=1.8, 3.6 Hz, 1H), 6.85 (d, J=8.1 Hz, 1H), 6.95 (s, 1H), 6.97 (d, J=8.1 Hz, 1H), 7.21 (d, J=3.5 Hz, 1H), 7.59 (d, J=1.8 Hz, 1H), 7.92 (s, 1H)

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

Reference:
Patent; Uesaka, Noriaki; Imma, Hironori; Kashima, Hajime; Kurokawa, Masako; Nonaka, Hiromi; Kanda, Tomoyuki; Kuwana, Yoshihisa; Toki, Shinichiro; Shimada, Junichi; US2004/110826; (2004); 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. 723286-79-1, name is tert-Butyl 5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 723286-79-1

The compound obtained in Step 3 (1 g) was dissolved in chloroform (20 mL), sodium bicarbonate (688 mg) and N- bromosuccinimide (873 mg) was added at 0 C., the-reaction solution was stirred for 2 hours at room temperature and extracted 3 times with chloroform after addition of water, the organic layer gave the title compound by the residue obtained, which was concentrated after drying over sodium sulfate and purified by silica gel column chromatography (693mg, 51%). LRMS (ESI) m / z 303 [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; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, 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 36070-80-1, Product Details of 36070-80-1

The 5-cyclopropylmethoxy-pyrazine-2-carboxylic acid was obtained as follows:; A solution of 5-chloro-pyrazine-2-carboxylic acid (1.5 g, 9.46 mmol) in dry dimethylsulphoxide (5 ml) was treated with cyclopropyl-methanol (1.15 ml, 14.1 mmol) and powdered potassium hydroxide (2.12 g, 37.8 mmol). The mixture was irradiated in a microwave vessel at 80 C. for 45 minutes. In order to complete the transformation the irradiation was continued for another 45 minutes at 80 C. For the workup, the reaction mixture was quenched with a solution of citric acid (10%), then extracted with ethyl acetate (5×30 ml) followed by a 20:80-mixture of methanol and dichloromethane (200 ml). The combined organic layers were dried over sodium sulphate, evaporated at reduced pressure and, finally, lyophilized to remove residual dimethylsulphoxide. Further purification by flash chromatography on silica gel yielded the 5-cyclopropylmethoxy-pyrazine-2-carboxylic acid as an off-white solid (1.83 g, 27% of theory). MS (ISP): m/z=195 [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, 5-Chloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Pinard, Emmanuel; Power, Eoin; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2011/144097; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 109-08-0, A common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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.

2-methylpyrazine (2 mmol), benzyl alcohol (4 mmol, 2 equiv.), CsOH (50 mol%), 2.0 mL of toluene were sequentially added to a 100 mL reaction tube.The mixture was directly heated under air to 120 C for 24 h. The product was purified by column chromatography to give an isolated yield of 60%.

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; Wenzhou University; Xu Qing; Li Shuangyan; Chen Jianhui; Yuan Xueqin; Zhang Zhengping; (13 pag.)CN104529889; (2018); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1458-01-1, These common heterocyclic compound, 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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.

General procedure: Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate 2 (1 eq.) was combined with K2CO3 (10 eq.), the appropriate (het)aryl boronic acid (1.5 eq.) and Pd(PPh3)4 (5 mol%) in a two-neck round bottom flask. The flask was connected to a condenser and purged with nitrogen. A 4:1 mixture of anhydrous toluene: MeOH (60 mL) was added via syringe and the reaction mixture was heated at reflux for 0.5-18 h. The mixture was allowed to cool to room temperature and filtered through Celite (10 x 3 cm, eluting with 3 x 20 mL EtOAc). The filtrate was evaporated to dryness and the residue purified by silica gel flash column chromatography using EtOAc/pet spirit.

The synthetic route of 1458-01-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Buckley, Benjamin J.; Majed, Hiwa; Aboelela, Ashraf; Minaei, Elahe; Jiang, Longguang; Fildes, Karen; Cheung, Chen-Yi; Johnson, Darren; Bachovchin, Daniel; Cook, Gregory M.; Huang, Mingdong; Ranson, Marie; Kelso, Michael J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 24; (2019);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 1174321-06-2, name is 5-(Difluoromethyl)pyrazine-2-carboxylic acid, molecular formula is C6H4F2N2O2, 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. category: Pyrazines

5-(Difluoromethyl)pyrazine-2-carboxylic acid 42 (0.68 wt, 1.1 eq) was charged into a reactor and if needed, dried by azeotropic distillation with toluene. DMI (2.0V) was added and the mixture was cooled down to 0-5 C. Thionyl chloride (0.337 V, 1.30 eq) was added while keeping the internal T below 10 C. The resulting solution was stirred at 4-10 C until the conversion was >95.0 % by HPLC. The mixture was cooled down to 0 C and a solution of 39 (1.0 Wt, 1.0 eq) in DMI (2.5V) was charged while keeping the internal temperature below 5 C. The vessel was rinsed with DMI (0.50V) and the reaction mixture was stirred until the conversion is >99%. Water (12V) was charged and the resulting mixture is stirred at 15-20 C for 0.5h. EtOAc (15V) and then 50% aq. NaOH (1.5 Wt, 5.3 eq) were added while keeping T below 30 C. pH was monitored to make sure that it is above 10. The aqueous phase was separated and extracted with EtOAc (5.0V). Theorganic layers were combined and washed with brine (5.0V) and water twice (5.0V each). The mixture was filtered through a Celite pad (0.50 Wt) rinsing with EtOAc (3.0V). The filtrate was concentrated under reduced pressure at 40-50 C. 1-Propanol (15V) was charged and the mixture was warmed up to 90-100 C while stirring until a clear solution was obtained. The mixture was cooled down to 0-5 C over 2h and stired over lh. The mixture was filtered, rinsing with cold 1-propanol twice (2.5V each). Drying in an oven vacuum at 45 C overnight provided the title compound 43 as an off-white solid in 81% isolated yield.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1174321-06-2, its application will become more common.

Reference:
Patent; ???????????????????????????; ? Buranko; Kimu ?; Chan ?; ?; Yoshizawa Kazuhiro; (94 pag.)JP2016/121177; (2016); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 21279-64-1, These common heterocyclic compound, 21279-64-1, name is 5-Chloropyrazine-2-carboxamide, 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.

3.3 2 -[[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]amino]pyrazine-5-carboxamide (E)-but-2-enedioate 5.7 g (0.0242 mol) of 2-[4-(2-methoxyphenyl)-piperazin-1-yl]ethanamine, 3.82 g (0. 0242 mol) of 2-chloropyrazine-5-carboxamide, 200 ml of acetonitrile and 3.35 g (0.0242 mol) of sodium carbonate are introduced into a 500 ml round-bottomed flask equipped with a reflux condenser and placed under nitrogen. The mixture is heated at reflux for 22 h, is allowed to cool and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on a column of silica gel, the eluent being a 100/0 to 85/15 dichloromethane/methanol mixture, and the solid obtained is recrystallized from ethyl acetate. 0.96 g (0.0027 mol) of base is obtained. The fumarate is prepared from 0.96 g of base in solution in 50 ml of methanol and from 0.31 g (0.0027 mol) of fumaric acid in solution in 50 ml of methanol. The mixture is concentrated under reduced pressure and the product crystallizes. 0.97 g of white solid is obtained. Melting point: 220-222 C.

Statistics shows that 5-Chloropyrazine-2-carboxamide is playing an increasingly important role. we look forward to future research findings about 21279-64-1.

Reference:
Patent; Synthelabo; US5420130; (1995); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 55557-52-3, These common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, 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.

To a solution of 3-chloropyrazine-2-carbonitrile (Compound 101) (6.00 g, 43.0 mmol, 1.0 equiv.) In acetic acid (50 mL) was added Raney nickel (4.00 g) In the hydrogen ball under the room temperature reaction for 1.5 days. The reaction solution was filtered and the filtrate was taken dry and the residue was spin-fed with toluene (40 mL), 1 N HCl (15 mL) and toluene (40 mL) The residue was dissolved in tetrahydrofuran (30 mL), filtered, the cake was spin dried, To give (3-chloropyrazin-2-yl) methanamine hydrochloride (8.75 g, yield: 100%). Black solid;

Statistics shows that 3-Chloropyrazine-2-carbonitrile is playing an increasingly important role. we look forward to future research findings about 55557-52-3.

Reference:
Patent; Dongguan Zhen Xing Beite Pharmaceutical Co., Ltd.; Cai Xiong; Zhong Xianbin; Ye Chunqiang; He Qijie; Tan Shifeng; Qian Changgeng; (44 pag.)CN106588937; (2017); A;,
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. 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 36070-75-4

To a mixture of 5-chloropyrazine-2-carbonitrile (300 mg) and methanol (5 mL) was added a solution (28%, 456 mg) of sodium methoxide in methanol at room temperature, and the mixture was stirred overnight. To the reaction mixture was added ammonium chloride (138 mg), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate to give the title compound (350 mg). MS: [M+H]+ 153.1.

According to the analysis of related databases, 36070-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SETO, Masaki; BANNO, Yoshihiro; IMAEDA, Toshihiro; KAJITA, Yuichi; ASHIZAWA, Tomoko; KAWASAKI, Masanori; NAKAMURA, Shinji; MIKAMI, Satoshi; NOMURA, Izumi; TANIGUCHI, Takahiko; MARUI, Shogo; (153 pag.)EP3061754; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem