Tag: M.W:200-300

Reference of 103058-87-3 ,Some common heterocyclic compound, 103058-87-3, molecular formula is C7H6BrNO2, 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.

5-Bromo-2-methoxynicotinaldehyde (472 mg, 2.18 mmol) and 1-methylpiperidin-4- amine (249 mg, 2.18 mmol) were stirred in methanol (10 mL). Acetic acid (0.12 mL) and sodium cyanoborohydride (137 mg, 2.18 mmol) were then added and the mixturewas stirred at room temperature for 22 h. The reaction mixture was evaporated under reduced pressure and the residue was partitioned between dichloromethane and a saturated aqueous sodium hydrogen carbonate solution. The phases were separated. The aqueous layer was extracted with dichloromethane. The combined organics were dried over anhydrous magnesium sulphate, filtered and evaporated under reducedpressure to give 647 mg (94% yield) of the title compound.LRMS (M+1): 314, 3161H NMR (400 MHz, Chloroform-d) 6 ppm 1.44 (2H, m), 1.88 (2H, m), 2.26 (3H, s), 2.43(1 H, m), 2.81 (2H, m), 3.73 (2H, s), 3.93 (3H, s), 7.69 (1 H, d, J = 2.4 Hz), 8.08 (1 H, d, J= 2.4 Hz)

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. 103058-87-3, 5-Bromo-2-methoxynicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ALMIRALL, S.A.; GRACIA FERRER, Jordi; ERRA SOLA, Montserrat; WO2015/91532; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1374655-69-2, 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. 1374655-69-2, name is 3-Bromo-4-ethyl-5-fluoropyridine, molecular formula is C7H7BrFN, The 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.

A reaction vessel containing a mixture of 3-bromo-4-ethyl-5-fluoropyridine (0.25 g, 0.0012 mol), 4,4,4*,4′,5,5,5′,5′-octamethyl-2,2′-bi(l,3,2-dioxaborolane) (0.96 g, 0.0036 mol), and potassium acetate (0.36 g, 0.0036 mol) in 1,4-dioxane (15 mL) was purged with argon for 10 min. Next [l,l-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (0.09 g, 0.00012 mol) was added and heated at 100 C for 18 h. The reaction mixture was cooled to room temperature filtered through a bed of CELITE and the bed was washed with ethyl acetate. The filtrate was concentrated under reduced pressure to afford the crude product 4-ethyl-3-fluoro-5-(4,4,5,5tetramethyl-l ,3,2-dioxaborolan-2-yl)pyridine. MS (M+l): 252.1.

According to the analysis of related databases, 1374655-69-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; PARK, Min, K.; RATCLIFFE, Paul; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43521; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – 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. 7477-10-3, name is 6-Chloro-5-nitronicotinic acid. A new synthetic method of this compound is introduced below., Formula: C6H3ClN2O4

Methyl 6-chloro-5-nitronicotinate was purchased from Sigma Aldrich or synthesized as follows. Toa solution of 6-chloro-5-nitronicotinic acid (Ark Pharm, Inc., 2.5 g, 12.3 mmol) in dry DMF (30mL) were added K2CO3 (2.5 g, 18.5 mmol) and iodomethane (8.76 g, 61.7 mmol). The solution wasstirred at room temperature for 24 h, then poured onto ice, and extracted with EtOAc (100 mL × 3).The organic layer was washed with H2O (100 mL × 2) and brine (100 mL), and dried over MgSO4.The solvent was evaporated under reduced pressure and the residue was purified by flash columnchromatography (EtOAc/n-hexane = 1/2) to afford 10 (2.4 g, 92%) as a yellow solid.

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, 7477-10-3, 6-Chloro-5-nitronicotinic acid.

Reference:
Article; Takamura, Yuta; Takahashi, Manami; Nishii, Midori; Shibahara, Osamu; Watanabe, Masaki; Fujihara, Michiko; Kakuta, Hiroki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 15; (2019); p. 1891 – 1894;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 75073-11-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 75073-11-9, name is 5-Iodo-6-methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of concentrated hydrochloride acid (233ml_) at 0C was added 5-iodo-6-methyl-pyridin-2-ylamine (25 g, 107 mmol, 1 eq) followed by addition of pre-dissolved sodium nitrite (29.5g, 427mmol, 4eq) in water (150ml_) in drop wise manner over period of 30 minutes. Resulting reaction mixture was stirred at room temperature for 16 hours. After complete consumption of starting material, reaction mixture was cooled to 0C, and pH was adjusted to 12 by saturated aqueous sodium hydroxide solution, extracted with DCM (3x200ml_). Combined organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure to get brown oil (20g, crude). Crude was purified by column chromatography using silica gel (100-200 mesh). Desired compound was eluted at 4% ethyl acetate in hexane to get title compound as brown oil (8g, 30%). H NMR (400 MHz, CDCI3)8: 2.69 (s, 3H), 6.88 (d, J = 8.04 Hz, 1 H), 7.95 (d, J = 8.24 Hz, 1 H). LC-MS (m/z): 254.0 (M+H).

According to the analysis of related databases, 75073-11-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ZOETIS LLC; MENON, Sanjay; SHEEHAN, Susan M.K.; VAILLIANCOURT, Valerie A.; WO2014/39484; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60154-05-4 ,Some common heterocyclic compound, 60154-05-4, molecular formula is C6H6INO, 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: A mixture of potassium fluoride (0.15g, 2.6mmol) and copper iodide (I) (0.50g, 2.6mmol) was heated under reduced pressure until a greenish color appeared, and after cooling to rt, an iodo compound (1.0mmol) in DMF/HMPA (2.5mL each) and trimethyl(trifluoromethyl)silane (0.38mL, 2.6mmol) were added to this flask successively. The mixture was stirred for the specified time and at the indicated temperature (see Table 2). After quenching with satd aqueous ammonium chloride, usual workup and purification by silica gel chromatography yielded the trifluoromethylated product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,60154-05-4, its application will become more common.

Reference:
Article; Kawasaki-Takasuka, Tomoko; Yamazaki, Takashi; Tetrahedron; vol. 71; 38; (2015); p. 6824 – 6831;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1044872-40-3 ,Some common heterocyclic compound, 1044872-40-3, molecular formula is C7H6Cl2N2O2, 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 500-mL flask with a reflux condenser was added methyl 2-amino-4.6-dichloropyridine-3-carboxylate (22.5 g, 0.101 mol) and 25 wt % sodium methoxide in methanol (88 mL, 0.407 mol), together with methanol (20 mL). The mixture was heated to reflux for 5 hours, then cooled to room temperature. Acetic acid (15 mL) was added to the mixture and pH was adjusted to approximately 7. Methanol was removed and the residue was poured into water (100 mL). The precipitated solid was filtered and further rinsed with water (3*200 mL) to give methyl 2-amino-4,6-dimethoxypyridine-3-carboxylate (18.5 g, 86.4%)

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. 1044872-40-3, Methyl 2-amino-4,6-dichloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281398; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89364-04-5 , The common heterocyclic compound, 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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: In a glovebox, K3PO4 (10 mol %, 5.3 mg), 18-Crown-6 (20 mol %, 13.2 mg) , and 2.5 mL tetrahydrofuran were added into a Schlenk tube equipped with a stir bar, then thiol (0.25 mmol) and nitrobenzene derivative (0.25 mmol) were added on the outside under an air atmosphere. The reaction mixture was stirred at room temperature 3 h (450 rpm). The resultant solution was concentrated and purified by silica gel column chromatography with EtOAc and petroleum ether as the eluent to give the corresponding thioether.

The synthetic route of 89364-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Xuan, Maojie; Lu, Chunlei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 884494-45-5, 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. 884494-45-5, name is 2-Fluoro-4-iodo-6-methylpyridine. A new synthetic method of this compound is introduced below.

INTERMEDIATE 25 4-lodo-2-methvl-6-(propan-2-vloxv)pyridine A mixture of 2-fuoro-4-iodo-6-methylpyridine (0.20 g, 0.84 mmol), isopropanol (0.20 mL, 2.6 mmol) and sodium hydride (95%, 100 mg, 4.0 mmol) in diethyl ether (5 mL) was stirred at 23 C for 16 h. The reaction mixture was filtered through a plug of silica gel, eluting with diethyl ether, and the solvent was allowed to evaporate at atmospheric pressure to give the 78 title compound. MS: m/z = 278.2 (M + 1). 1H NMR (400 MHz, DMSO) 6 7.20 (dd, 1H, J = 1.2, 0.7 Hz), 6.96 (dd, 1H, J = 1.3, 0.7 Hz), 5.26-5.15 (m, 1H), 2.32 (s, 3H), 1.25 (d, 6H, J = 6.2 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-45-5, 2-Fluoro-4-iodo-6-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BELL, Ian, M.; ZHAO, Lianyun; FRALEY, Mark; ZHU, Cheng; BIFTU, Tesfaye; BRNARDIC, Edward Joseph; WANG, Cheng; ZARTMAN, C. Blair; GALLICCHIO, Steven; NGUYEN, Diem; CROWLEY, Brendan; POTTEIGER, Craig; (257 pag.)WO2016/22644; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185041-05-8, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.185041-05-8, name is Methyl 2-chloro-4-iodonicotinate, molecular formula is C7H5ClINO2, molecular weight is 297.48, as common compound, the synthetic route is as follows.

Amixture of methyl 2-chloro-4-iodonicotinate (4.00 g, 13.5 mmol, prepared inStep 1 for 23),(2,5-difluorophenyl)boronic acid (2.19 g, 13.8 mmol), PdCl2(dppf)(0.984 g, 1.34 mmol) and K2CO3 (4.65 g, 33.6 mmol) indioxane (25 mL) and water (5 mL) was heated to 80 C and stirred for 12 h. Thereaction mixture was filtered to remove insoluble material. The filtrate wasdiluted with water (55 mL) and the mixture was extracted with EtOAc (2 x 30mL). The combined organic phase was washed with brine (40 mL), dried withanhydrous Na2SO4, filtered and concentrated invacuo. The residue was purified by flash column chromatography on silicagel (Petroleum ether/EtOAc = 100/1 to 30/1) to afford methyl2-chloro-4-(2,5-difluorophenyl)nicotinate (3.70 g, 87%) as a colorless oil. 1HNMR (400 MHz, CDCl3) delta 3.78 (3H, s), 7.00-7.07 (1H, m), 7.09-7.19(2H, m), 7.30 (1H, d, J = 5.2 Hz),8.52 (1H, d, J = 5.2 Hz). MS (ESI)m/z: 284.0 [M+H]+.

Statistics shows that 185041-05-8 is playing an increasingly important role. we look forward to future research findings about Methyl 2-chloro-4-iodonicotinate.

Reference:
Article; Miyazaki, Tohru; Kawasaki, Masanori; Suzuki, Atsushi; Ito, Yuki; Imanishi, Akio; Maru, Takamitsu; Kawamoto, Tomohiro; Koike, Tatsuki; Bioorganic and Medicinal Chemistry Letters; vol. 29; 6; (2019); p. 815 – 820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 886365-22-6, 5-Bromo-2-methoxyisonicotinic acid, 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, 886365-22-6, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Bromo-2-methoxyisonicotinic acid

XXV-6 was obtained following the synthetic scheme as described above. MS (ES) m/z (M+H) 231.95.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-22-6, its application will become more common.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem