Month: April 2021

Related Products of 768-05-8, 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 768-05-8 as follows.

General procedure: To a solution of 5.5 mmol of substituted acid hydrazides 9a or 9b in 30 mL of ethanol, 5.5 mmol of the appropriate aryl or alkylisothiocyanate 10 (isothiocyanatomethane, isothiocyanatobenzene,1-isothiocyanato-4-methoxybenzene, 1-isothiocyanatonaphthalene,1-isothiocyanato-4-nitrobenzene) was added. The mixture was refluxed for 3 h. The solid product, obtained on cooling, was washed with distilled water and recrystallized from ethanol to obtain compounds 11a-h (Ilyinet al., 2007).

According to the analysis of related databases, 768-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Abu Khalaf, Reema; Abdula, Ahmed Mutanabbi; Mubarak, Mohammad S.; Taha, Mutasem O.; Medicinal Chemistry Research; vol. 24; 6; (2015); p. 2529 – 2550;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 95-89-6,Some common heterocyclic compound, 95-89-6, name is 3-Chloro-2,5-dimethylpyrazine, molecular formula is C6H7ClN2, 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.

EXAMPLE 23 A solution of phenylmagnesium bromide (1M in THF, 5.6 mL, 5.6 mmol) is added to a solution of 3-chloro-2,5-dimethylpyrazine (346 mg, 2.42 mmol) and Fe(acac)3 (43 mg, 0.12 mmol) in THF (10 mL) at -30 C. After stirring for 30 min at that temperature, the reaction is quenched with brine, the aqueous layer is extracted with Et2O, the combined organic phases are dried over Na2SO4 and evaporated, and the residue is purified by flash chromatography (hexane/ethyl acetate, 10:1). After eluding a first fraction containing biphenyl (212 mg), one obtains 2,5-dimethyl-3-phenylpyrazine as a pale yellow syrup (287 mg, 64%). 1H NMR (300 MHz, CD2Cl2) delta8.31 (s, 1H), 7.55-7.59 (m, 2H), 7.43-7.51 (m, 3H), 2.55 (s, 3H), 2.54 (s, 3H). 13C NMR (75 MHz, CD2Cl2) delta152.7, 150.6, 148.4, 142.1, 139.5, 129.3, 128.7, 128.6, 22.7, 21.2.

The synthetic route of 95-89-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Furstner, Alois; Leitner, Andreas; Mendez, Maria; US2003/220498; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 27398-39-6, 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 27398-39-6 as follows.

Intermediate Z 3-(lH-Pyrazol-l-yl)pyrazine-2-carboxylic acid Intermediate Z 3-(lH-Pyrazol-l-yl)pyrazine-2-carboxylic acid (Intermediate Z) To a suspension of sodium hydride (278 mg, 6.95 mmol, 60percent in oil) in DMF (10 mL) was added lH-pyrazole (279 mg, 4.11 mmol) at RT and the resulting mixture was stirred at room temperature for 30 mins. 3-Chloropyrazine-2-carboxylic acid (500 mg, 3.16 mmol) was added and the mixture heated to 60 ¡ãC for 2 h. After cooled to RT, water (20 mL) was added and the mixture extracted with 4.7percent MeOH in DCM (20 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to give the title compound. LRMS m/z (M+H) 191.0 found, 191.0 required.

According to the analysis of related databases, 27398-39-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone, 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. COA of Formula: C8H10N2O

General procedure: The ligands L1-L4 were synthesized by reflux method. Shown in Scheme 1, 5mM of 2-Acetyl-3-ethylpyrazine and thiosemicarbazides (L1), 5mM of 2-Acetyl-3-ethylpyrazine and 4-methylthiosemicarbazide (L2), 5mM of 2-Acetyl-3-ethylpyrazine and 4-phenylthiosemicarbazide (L3), and 5mM of 2-Acetyl-3-ethylpyrazine and 3-pyrrolethiosemicarbazide (L4) were stirred in CH3OH for 3 h at 65C. The ligands were precipitated and filtered. L1-L4 were characterized by infrared spectroscopy, electrospray ionization mass spectrometry (ESI-MS), 1H NMR, and 13C NMR (Supplementary Figs S4- S31).

The synthetic route of 32974-92-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Khan, Muhammad Hamid; Cai, Meiling; Li, Shanhe; Zhang, Zhenlei; Zhang, Juzheng; Wen, Xiaoan; Sun, Hongbin; Liang, Hong; Yang, Feng; European Journal of Medicinal Chemistry; vol. 182; (2019);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 6705-33-5,Some common heterocyclic compound, 6705-33-5, name is Pyrazin-2-ylmethanol, molecular formula is C5H6N2O, 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.

5-Fluoro-2-(pyrazin-2-ylmethoxy)nicotinic acid (211)To a solution of 2-chloro-5-fluoronicotinic acid (1.15g, 6.6mmol) in THF (20ml) under a N2 atmosphere was added 2-pyrazinylmethanol (l .Og, 9.2mmol) followed by a portion-wise addition of NaH (60% dispersion in mineral oil, 0.79g, 20mmol). The resulting suspension was stirred at room temperature for 2 d and then quenched with 1 M NaOH (10ml). After washing with DCM (x2), the aqueous layer was acidified with concentrated HC1 until the product precipitated out of solution (~ pH 5). The solids were filtered, washed with ?() and then dried under high vacuum to afford the title compound (0.5 lg, 32%) as a cream solid.NMR delta 8.78 (IH, d, J 1.5), 8.58 (IH, dd, J 1.5, 2.5), 8.54 (IH, d, J2.5), 8.30 (IH, d, J 3.0), 8.03 (IH, dd, J3.0, 8.2), 5.49 (2H, s);MS (m/e) 250 [M+H]+, Rt 0.62 (QC Method 1)

The synthetic route of 6705-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARROW THERAPEUTICS LIMITED; ASTRAZENECA UK LIMITED; BARNES, Michael, Christopher, Stratton; FLACK, Stephen, Sean; FRASER, Ian; LUMLEY, James, Andrew; PANG, Pui Shan; SPENCER, Keith, Charles; TIBERGHIEN, Nathalie, Anne, Laure; TOMKINSON, Gary, Peter; WO2011/151651; (2011); 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. 4774-14-5, name is 2,6-Dichloropyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C4H2Cl2N2

General procedure: [Li(TMP)Zn(tBu)2] 1 was made according to the literature procedure2 on a 0.4 mmol scale in THF solution. To this solution 2-methoxypyridine (0.042 mL, 0.4 mmol) was added and the resultant light orange reaction allowed to stir at room temperature for 2 hours. Next the solution was cooled to 0C and quenched with I2 (508 mg, in 1 mL THF) and allowed to stir for 1 hour. Next a 10% solution of Na2S2O3 was added until bleaching and the product extracted with DCM (3 x 1 mL). The combined organic extracts were dried over MgSO4 and the solvent removed under reduced pressure. The residue was purified by SiO2 chromatography using Heptane:DCM as eluent (20:80–>40:60) to give 3-iodo2-methoxypyridine 2a as a colourless oil (87.1 mg, 92% yield).

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; Blair, Victoria L.; Blakemore, David C.; Hay, Duncan; Hevia, Eva; Pryde, David C.; Tetrahedron Letters; vol. 52; 36; (2011); p. 4590 – 4594;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 32111-21-0, 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. 32111-21-0, name is 2-Iodopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step B: A solution of 3-{5-(4-chloro-phenyl)-4-oxo-6-[4-(4,4,5,5-tetramethyl-[l,3,2]-dioxa-borolan-2-yl)-phenyl]-4,5-dihydro-pyrazolo[3,4-d]pyrimidin-l-yl}-benzene sulfonamide (2, 0.650 g, 1.08 mmol).in.N,N-dimethylformamide (10 mL) is degassed with argon for 0.5 h. Then 2-iodopyrazine (0.33 g, 1.616 mmol), cesium carbonate (0.701 g, 2.15 mmol), Pd(dppf)2Cl2 (0.087 g, 0.107 mmol) is added and the resulted mixture is degassed with argon for 0.5 h. The reaction mixture is then heated at 100 0C for 2.5 h. The reaction mixture is cooled to rt and diluted with water and extracted with ethyl acetate (3 *). The combined organic layer is washed with brine, dried over Na2SC>4, concentrated, and purified by preparative HPLC to afford 3-[5-(4-chloro-phenyl)-4-oxo-6-(4-pyrazin-2-yl-phenyl)-4,5- dihydro-pyrazolo[3,4-d]pyrimidin-l-yl]-benzene sulfonamide (3). 1H NMR (DMSO-d6, 400 MHz) delta 9.25 (s, IH), 8.71 (m, IH), 8.63 (d, IH), 8.58 (m, 2H), 8.45 (m, IH), 8.07 (m, 2H)5 7.80 (m, 2H), 7.59 (m, 4H), 7.45 (m, 4H); LC-MS calculated for C27H18C1N7O3S (M+H*) 556.1, found 555.9.

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, 2-Iodopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; IRM LLC; WO2007/120454; (2007); 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. 486424-37-7, name is 3-Amino-6-bromopyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., name: 3-Amino-6-bromopyrazine-2-carboxylic acid

(v) 3-Amino-6-bromo-N-(pyridin-3-yl)pyrazine-2-carboxamide To a solution of the product of step (iv) (100 g, 0.45 mol) in DMF (350 mL) was added TEA (129 mL, 0.91 mol) and 3-aminopyridine (42.3 g, 0.45 mol). HATU (174 g, 0.45 mol) was added to the solution portionwise. The suspension was filtered, washed with water and dried under a reduced pressure to afford the subtitle compound (v) as a yellow solid (105g). 1H-NMR (400 MHz, CDC13) delta 9.50 (s, 1H), 8.81 (d, 1H), 8.40 (dd, 1H), 8.32 (s, 1H), 8.23- 8.20 (m, 1H), 7.33 (dd, 1H). LCMS (ESI) m/z [M+H]+=294&296 (calc=294&296) (MultiMode+), HPLC Retention Time = 0.478 min.

According to the analysis of related databases, 486424-37-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; FENG, Tao; SANGANEE, Hitesh, Jayantilal; WADA, Hiroki; WO2011/89416; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 939412-86-9, 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. 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of (6R,8aS)-l,l-dimethyl-3-oxohexahydro-lH-oxazolo[3,4- a]pyridine-6-carboxylic acid (100 mg,0.468 mmol) in anhydrous DCM (40 mL) was added (COCl)2 (158.9 mg, 0.469mmol) at 0 C, then DMF (one drop) was added and the mixture was stirred at 25 C for 1.5 hrs. The mixture was concentrated in vacuo, which then diluted with DCM (5 mL) was added to a solution of (3-chloropyrazin-2- yl)methanamine hydrochloride (101.32 mg, 0.562 mmol), TEA (94.91 mg, 0.938 mmol) in DCM (10 mL). The mixture was stirred at 25 C for 3 hrs, The mixture was quenched by the addition of water (10 mL) at 0 C , the mixture was then extracted with DCM (50 mL x 3), the combined organic layers were washed with 1M HC1 (10 mL), brine (20mL), dried over sodium sulfate, filtered and concentrated to give (6R,8aS)-N- ((3 -chloropyrazin-2-yl)methyl)- 1 , 1 -dimethyl-3 -oxohexahydro- 1 H-oxazolo [3 ,4- a]pyridine-6-carboxamide (150 mg, 94.19%) as a colorless oil. 1H NMR (400MHz, CHLOROFORM-d) d = 8.46 (d, J=2.5 Hz, IH), 8.34 (d, J=2.5 Hz, IH), 6.94 (br. s., IH), 4.78 – 4.60 (m, 2H), 4.09 (dd, J=4.1, 12.7 Hz, IH), 3.26 (dd, J=3.3, 11.8 Hz, IH), 3.08 (dd, J=11.8, 13.1 Hz, IH), 2.43 (tt, J=4.1, 11.7 Hz, lH), 2.16 (d, J=12.5 Hz, IH), 1.86 – 1.70 (m, 2H), 1.46 (s, 3H), 1.44 – 1.38 (m, IH), 1.35 (s, 3H).

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-Chloropyrazin-2-yl)methanamine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); 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. 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H4N4

EXAMPLE 25C phenyl 5-cyano-2-pyrazinylcarbamate A solution of Example 1B (6.0 g, 50 mmol) in a mixture of dichloromethane (100 mL) and THF (200 mL) in a room temperature water bath was treated with pyridine (4.45 mL, 55 mmol), treated dropwise with phenyl chloroformate (10.0 mL, 80 mmol), and stirred at room temperature overnight. The mixture was treated with ethyl acetate (500 mL) and filtered. The filter cake was washed with ethyl acetate and the combined filtrates were washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was triturated with 30% ethyl acetate/hexanes to provide 8.50 g (70.8%) of the desired product. MS (APCI(+)) m/z 241 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 11.76 (s, 1H), 9.20 (s, 1H), 8.98 (s, 1H), 7.20-7.50 (m, 5H).

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; Li, Goaquan; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Sham, Hing L.; Wang, Gary T.; US2004/34038; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem