Tag: M.W=100-200

Related Products of 939412-86-9, A common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, molecular formula is C5H7Cl2N3, 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.

(g) benzyl 4-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-cyanopiperidine-1-carboxylate To a solution of 1-((benzyloxy)carbonyl)-2-cyanopiperidine-4-carboxylic acid (30 mg, 0.104 mmol) in anhydrous DCM (5 mL) was added HATU (43.5 mg, 0.114 mmol), Et3N (31.56 mg, 0.312 mmol) and (3-chloropyrazin-2-yl)methanamine hydrochloride (20.5 mg, 0.114 mmol). The reaction mixture was stirred at 13 C. for 12 hrs. The reaction was quenched by the addition of water (10 mL), then it was extracted with DCM (10 mL*3), the combined organic layers were washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated to afford the crude product, which was purified on silica gel column chromatograph (PE/THF=100%?50%) to give benzyl 4-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-2-cyanopiperidine-1-carboxylate (40 mg, yield 93%) NMR (400 MHz, METHANOL-d4) delta=8.54 (d, J=2.5 Hz, 1H), 8.35 (d, J=2.5 Hz, 1H), 7.44-7.31 (m, 5H), 5.53 (d, J=4.0 Hz, 1H), 5.21 (d, J=2.5 Hz, 2H), 4.64 (s, 2H), 4.25 (d, J=13.1 Hz, 1H), 2.87-2.84 (m, 1H), 2.88-2.77 (m, 3H), 2.16 (d, J=12.5 Hz, 1H), 2.02-1.91 (m, 2H), 1.66 (dq, J=4.8, 12.9 Hz, 1H).

The synthetic route of 939412-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KIM, RONALD M.; Liu, Jian; Gao, Xiaolei; Boga, Sobhana Babu; Guiadeen, Deodialsingh; Kozlowski, Joseph A.; Yu, Wensheng; Anand, Rajan; Yu, Younong; Selyutin, Oleg B.; Gao, Ying-Duo; Wu, Hao; Liu, Shilan; Yang, Chundao; Wang, Hongjian; US2014/206681; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 33332-28-4, These common heterocyclic compound, 33332-28-4, name is 2-Amino-6-chloropyrazine, 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.

Synthesis 2-1 -B 5-bromo-6-chloropyrazin-2-amine 6-Chloropyrazin-2-amine (2.50 g, 19.3 mmol) was stirred in dichloromethane (60 mL) and cooled to OC. N-Bromosuccinimide (2.92 g, 16.4 mmol) was added slowly and the reaction mixture was stirred at 0C for 60 minutes. The reaction mixture was filtered through celite and concentrated to give a brown oil. Purification by flash chromatography, eluting with 0-25% ethyl acetate-hexane, gave the title compound as a yellow solid (1.69 g, 8.16 mmol, 42%). 1HMR (d6-DMSO, 400 MHz) delta 7.65 (s, 1H), 7.1 (br s, 2H). LC-MS (1) rt 1.46 min; m/z (ESI-) 205 (M-H).

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/103966; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 22047-25-2, A common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, molecular formula is C6H6N2O, 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.

In a 250cm3 round-bottom flask equipped with a magnetic stirrer, 2-acetylpyrazine (2.44g, 20.0mmol) was added to a solution of 4 -hexyloxybenzaldehyde (2.06g, 10.0mmol) in EtOH (50cm3). KOH pellets (0.56g, 10mmol) were then added, followed by aqueous NH3 (28%, 40cm3). The resulting orange solution was stirred at room temperature overnight, during which time a suspension had formed. White solid was collected by filtration, washed with H2O and EtOH, and dried in vacuo over P2O5. Yield: 2.28g (55%). Crystals of polymorph 1a was grown by slow evaporation of a solution of 1 in DCM-MeOH over one week. Crystals of polymorph 1b was obtained by slow evaporation of a DCM-MeCN solution containing 1 and AgPF6 (2.0equiv.). 1H NMR (500MHz, CDCl3) delta 9.39(d, J=2.0Hz, 2 H), 8.72 (dd, J=4.5, 1.5Hz, 2 H), 8.54 (dt, J=8.0, 2.0Hz, 2 H), 7.95 (s, 2 H), 7.73 (dd, J=7.0, 2.0Hz, 2 H), 7.49 (dd, J=13.0, 5.0Hz, 2 H), 7.08 (d, J=8.5Hz, 2 H), 4.07 (t, J=6.5Hz, 2 H), 1.86 (m, 2 H), 1.52 (m, 2 H), 1.39 (m, 4 H), 0.95 (t, J=7.0Hz, 3 H) ppm. 13C NMR (125MHz, CDCl3) delta 160.48, 155.21, 150.45, 149.97, 148.25, 134.89, 134.73, 130.04, 128.33, 123.71, 117.23, 115.26, 68.26, 31.60, 29.19, 25.74, 22.64, 14.09ppm. FT-IR (solid, cm-1): 1600m, 1515s, 1376m, 1260s, 1182s, 1110m, 1033s, 1016s, 850w, 826s, 607m. HR-MS: m/z 434.1943 [M+ Na]+ (calc. 434.1957), 412.2132 [M+ H]+ (base peak, calc. 412.2137).

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Li, Li; Zhang, Yuan Zhuo; Yang, Chengxiong; Liu; Fettinger, James C.; Zhang, Guoqi; Journal of Molecular Structure; vol. 1110; (2016); p. 19 – 23;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 123-32-0,Some common heterocyclic compound, 123-32-0, name is 2,5-Dimethylpyrazine, molecular formula is C6H8N2, 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.

he 2,5-dimethyl pyrazine (1.08g, 10mmol), methanol (30ml, 742mmol) and 30% sulfuric acid (47ml, 175.4mmol) was added 500ml of four-necked flask, stirring speed, ambient temperature and pressure At the same time at the same speed inwardly slowly dropped 30% H2O2(7ml, 68.4mmol) and a saturated aqueous solution of ferrous sulfate (6.35g, 22.8mmol), the reaction temperature is controlled at 30 ~ 60 , addition was complete, the reaction was completed.The reaction solution was adjusted with sodium hydroxide to pH = 9, was centrifuged, the precipitate portion was washed once with water, the combined aqueous layer was concentrated to dryness, and extracted three times respectively, filtration, filtrate was washed with 250ml of ethyl acetate was distilled under reduced pressure to recover the solvent, the crude product was liguzinediol , column chromatography on silica gel, petroleum ether: ethyl acetate = 3 eluted, recrystallized from ethyl acetate to give white needle crystals 0.52g, yield 31%, purity 99.3%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,5-Dimethylpyrazine, its application will become more common.

Reference:
Patent; Nanjing University of Chinese Medicine; Li, Wei; Wen, Hong Mei; Wang, Tianlin; Zhou, Ying; Chen, Lei; (6 pag.)CN103242247; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 36070-80-1, 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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 5-ch[oropyrazine-2-carboxy[ic acid [CAS RN: 36070-80-1] (1.00 g,6.31 mmo[, 1 .0 eq), tert-butyl. 4-aminopiperidine-1 -carboxylate [CAS-RN: 87120-72-7] (1.39 g, 6.94 mmo[, 1.1 eq), HATU (2.64 g, 6.94 mmo[, 1.1 eq) and DIPEA(2.33 mL, 12.6 mmo[, 2.0 eq) was dissolved in 38 mL DMF and stirred at rtovernight. The reaction mixture was partitioned between ethyl acetate andwater. The organic phase was washed with brine and filtered through a Whatman filter. The volatile components were removed in vacuo and the crude material obtained was purified via preparative MPLC (Biotage Isolera; 25 g SNAP cartridge: hexane-> hexane/ethyl acetate 2/3) to give 1 .01 g (43% yield oftheory) of the title compound.UPLC-MS (Method 2): R = 1.15 mm; MS (Elneg) m/z = 339 [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; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SIEMEISTER, Gerhard; HEINRICH, Tobias; PRECHTL, Stefan; STOeCKIGT, Detlef; ROTTMANN, Antje; WO2015/113927; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 71257-38-0, 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. 71257-38-0, name is 1,2,3,4-Tetrahydropyrrolo[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 2-Acetyl-1,2,3,4-Tetrahydropyrrolo-[1,2,-a]-pyrazine To a solution of 12.2 g 1,2,3,4-tetrahydropyrrolo-[1,2,-a]-pyrazine in 40 ml of anhydrous benzene was added 15.3 g of acetic anhydride in small portions. The reaction mixture was kept for 3 hours at room temperature. Then the reaction mass was poured into water, the organic phase was separated and washed with a 5% solution of sodium carbonate, and then water. The solvent was removed by distillation, the residue was distilled under vacuum, and the fraction with a boiling point of 146-147 C. at 2 mm Hg was collected. The yield of the title compound was 14 g (86%). Nmr (CDCl3): delta2.0 (s) (3H,CH3); 3.6-4.0 (m) (4H, 3,4-CH2); 4.6 (s) (2H, 1-CH2); 5.7-5.9 (m) (1H, 7-H); 5.9-6.06 (m) (1H, 8-H); 6.38-6.5 (m) (1H, 6-H). Anal. calculated for C9 H12 N2 O: C 65.38%; H 7.37%; N 17.01% and found: C 65.62%: H 7.32%; N 17.00%.

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, 1,2,3,4-Tetrahydropyrrolo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Russian-American Institute For New Drug Development; US5378846; (1995); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5521-58-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5521-58-4 name is 5-Methylpyrazin-2-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

2-amino-5-methylpyrazine (Anichem LLC, Northbrunswick, NJ) (48.2 mg, 0.44 mM) was weighed into an 8 dram Arqule vial and stirred in anhydrous toluene (0.5 mL). Trimethylaluminum solution (0.23 mL, 2.0M in toluene) was added, and the reaction was sealed and stirred at room temperature for 45 minutes. A 1 mL aliquot of dichloroethane was added to 63 mg (0.21 mmol) of Intermediate l-10h, the reaction was sealed and stirred at 80C. The reaction was cooled, and the residue was diluted with dichloromethane and 0.5 M Rochelle salt, shaken, and allowed to stand for 90 minutes. The mixture was filtered through an Autovial filter to remove insoluble material. The organic layer was filtered through an Alltech filter and dried under nitrogen. Chromatographic (column: Phenomenex Luna (2) C18, 150×4.6mm, 5mu (21.2x150mm 5mu), gradient 0.1 % formic acid in water and 0.1 % formic acid in acetonitrile (5 to 95%) purification of the crude product to afford the title compound. 1H NMR (400 MHz, CDCI3) delta 9.38 (1 H), 9.05 (1 H), 8.06 (1 H), 7.70 (1 H), 7.50 (1 H), 4.92 (1 H), 3.89-3.94 (2 H), 3.27-3.33 (2 H), 2.53 (3 H), 2.04-2.18 (2 H), 1.33-1.62 (5 H); m/z 384.2 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Methylpyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; BENBOW, John William; LOU, Jihong; PFEFFERKORN, Jeffrey Allen; TU, Meihua Mike; WO2010/29461; (2010); 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. 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, A new synthetic method of this compound is introduced below., Recommanded Product: 4744-50-7

General procedure: Pyrazine-2,3-dicarboxylic anhydride (1.0 g, 6.7 mmol) was dissolved in tetrahydrofuran (40 mL)in an Erlenmeyer flask and the corresponding substituted aniline (6.7 mmol, 1 equiv.) was added in one dose. The reaction mixture was stirred for 1 hour at laboratory temperature. Water (30 mL) was added into the mixture followed by the saturated aqueous solution of NaHCO3 until pH 6 to form thecorresponding 3-(phenylcarbamoyl)pyrazine-2-carboxylic acid 1-18. Obtained crystals were filtered off and washed with water. The progress of the procedure was monitored by TLC eluted with thesystem water/butanol/acetic acid 5:4:1.

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; Semelkova, Lucia; Jano?cova, Petra; Fernandes, Carlos; Bouz, Ghada; Jand?Ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 22; 9; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 69214-33-1, A common heterocyclic compound, 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine, molecular formula is C6H4ClN3, 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.

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

Electric Literature of 21279-62-9, These common heterocyclic compound, 21279-62-9, name is 3-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.

General procedure: The starting compound (1.27 mmol) was treated with 18 aliphatic amines, alicyclic amines or saturated heterocycles containing at least one nitrogen atom (2.54 mmol). Four reactions were completed by conventional heating methods. The conditions were 110 C, toluene as a solvent and pyridine (1.27 mmol) as a base. The reaction time was set to one hour. Then the reactions were completed using the microwave reactor with focused field and conditions used for syntheses were 140 C, 30 min,120 W, methanol used as a solvent and pyridine (1.27 mmol) as a base. They were set experimentally with respect to prior experience. The progress of reaction was monitored with TLC in system hexane/ethyl acetate (1:1). Then the mixture was separated by flash column chromatograph using gradient elution. Mobile phases were hexane and ethyl acetate again.

The synthetic route of 21279-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jandourek, Ondrej; Dolezal, Martin; Kunes, Jiri; Kubicek, Vladimir; Paterova, Pavla; Pesko, Matus; Buchta, Vladimir; Kralova, Katarina; Zitko, Jan; Molecules; vol. 19; 7; (2014); p. 9318 – 9338;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem