Tag: M.W:200-300

Electric Literature of 106047-29-4, Adding some certain compound to certain chemical reactions, such as: 106047-29-4, name is 6-Bromo-2,4′-bipyridine,molecular formula is C10H7BrN2, 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 106047-29-4.

Synthesis of Compound 1; 6.0 g (12.63 mmol) of Intermediate 1c and 2.7 g (11.48 mmol) of Intermediate 1d were added to a mixed solvent of 4.76 g (34.4 mmol) potassium carbonate solution and THF, 398 mg (3 mol%) of Pd(PPh3)4 was added thereto while stirring, and the mixture was heated for 12 hours. The mixture was cooled to room temperature and subjected to extraction using dichloromethane. Then, an organic layer was collected, and the solvent was removed by drying the organic layer using anhydrous magnesium sulfate under reduced pressure. The resulting product was filtered using column chromatography (ethyl acetate_dichloromethane=3:7) to obtain 5.3 g of yellow solid Compound 1 (Yield: 80%). 1H NMR (500MHz, CDCl3) delta 8.73(d, 1H), 8.49(d, 1H), 8.18-8.10(m, 5H), 8.05(dd, 2H), 8.01(d, 1H), 7.97(d, 1H), 7.88(d, 1H), 7.84(m, 1H), 7.80-7.62(m, 13H), and 7.36(dd, 2H).

According to the analysis of related databases, 106047-29-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Samsung Mobile Display Co., Ltd.; EP2110373; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 75308-46-2, tert-Butyl 2,6-dichloroisonicotinate, 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, SDS of cas: 75308-46-2, blongs to pyridine-derivatives compound. SDS of cas: 75308-46-2

To a solution of tert-butyl 2,6-dichloroisonicotinate (1 1.0 g, 44.3 mmol) in ethanol (222 mL) was added hydrazine hydrate (6.46 mL, 133 mmol). The mixture was heated 75 0C. After 18 h, the mixture was cooled to ambient temperature. The mixture was concentrate down to half of the volume. The solid crashed out was filtered off and the filtrate was concentrated to dryness: LC-MS [M+l] = 244.1.

The synthetic route of 75308-46-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP &; DOHME CORP.; BURGEY, Christopher, S.; DENG, Zhengwu, J.; NGUYEN, Diem, N.; PAONE, Daniel, V.; POTTEIGER, Craig, M.; STAUFFER, Shaun, R.; SEGERDELL, Carolyn; NOMLAND, Ashley; LIM, John, J.; WO2010/111058; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – 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. 148038-83-9, name is 6-Bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrN3O

General procedure: 145 (210mg, 1.41mmol) was dissolved in POCl3 (4mL) and stirred at reflux for 12h. The mixture was concentrated, and the residue was dissolved in EtOAc (30mL). The organic layer was then washed successively with saturated NaHCO3 (2×20mL), water (20mL) and brine (20mL), dried with Na2SO4 and concentrated. The crude residue was then purified by column chromatography (100% CyHex to 80% EtOAc/CyHex) to obtain the 146 as a solid (71mg, 30%).

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, 148038-83-9, 6-Bromo-1H-imidazo[4,5-b]pyridin-2(3H)-one.

Reference:
Article; Blackmore, Timothy R.; Jacobson, Jonathan; Jarman, Kate E.; Lewin, Sharon R.; Nguyen, William; Purcell, Damian F.; Sabroux, Helene Jousset; Sleebs, Brad E.; European Journal of Medicinal Chemistry; vol. 195; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1196154-43-4, 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.1196154-43-4, name is Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate, molecular formula is C9H7ClF3NO2, molecular weight is 253.6056, as common compound, the synthetic route is as follows.

Step 3: 2-[2-chloro-6-(trifluoromethyl)pyridin-4-yl]propan-2-ol Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate (0.35 g, 1.4 mmol) was dissolved in tetrahydrofuran (13.8 mL) and was cooled to -78 C., then 3.0 M methylmagnesium bromide in ether (1.4 mL, 4.1 mmol) was added. The reaction was stirred at -78 C. for 3 hours at which time LCMS analysis showed absence of starting material. The reaction was quenched with saturated NH4Cl and was partitioned between water/1 N HCl and EtOAc, the phases were separated and the aqueous phase was washed with additional EtOAc. The combined organic phase was washed with water, saturated NaCl, dried over MgSO4, filtered and evaporated to dryness to provide the crude product. NMR analysis showed that it consisted of a ?1:1 mixture of the alcohol and the methyl ketone intermediate. The crude material used in the next reaction without purification. NMR 400 MHz NMR(CDCl3): delta 7.70 (s, 1H), 7.63 (s, 1H), 1.60 (s, 6H)

Statistics shows that 1196154-43-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-chloro-6-(trifluoromethyl)isonicotinate.

Reference:
Patent; Incyte Corporation; Vaddi, Krishna; US2015/246046; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 5470-17-7, 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.5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

Step 1: 3-bromo-2-(2-methoxyethoxy)-5-nitropyridine (Intermediate 15)To a stirred solution of S-bromo-l-chloro-S-nitropyridine (1.5 g, 6.32 mmol) and 2- methoxyethanol (0.961 g, 12.63 mmol) in DMF (10 mL) , potassium carbonate (1.746 g, 12.63 mmol) was added portion wise and the mixture was stirred at 60 0C for 5 hr. Reaction mixture was then cooled to RT, diluted with ethyl acetate (150ml), washed successively with water and then brine, organic layer was collected, dried over sodium sulfate and concentrated to give crude 3-bromo-2-(2-methoxyethoxy)-5-nitropyridine (1.500 g, 86 %) as brown solid. MS (ES+): 277.9 for C8H9BrN2O4

The chemical industry reduces the impact on the environment during synthesis 5470-17-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/147431; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 73870-24-3 ,Some common heterocyclic compound, 73870-24-3, molecular formula is C6H7Br2N, 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.

Cytosine-pyridine (2) was obtained by mixing cytosine (0.65 g,5.93 mmol, 3 eq) and KI (10 mg, catalytic amount) in 10 mL of dry DMF. After degassing the suspension with argon for 15 min, NaH(0.118 g, 4.9 mmol, 2.5 eq) was added and the mixture was stirredfor 30 min. A solution of 4-(bromomethyl)pyridine hydrobromide(0.5 g, 1.97 mmol, 1 eq) in 4 mL of dry DMF was slowly added to themixture. The mixture was stirred at 40C overnight and the reac-tion progress was followed by TLC. The crude was dried undervacuum and then washed with a minimum amount of water. Theproduct was puried by column chromatography (silica gel, MeOH:Et3N: DCM 1:0.2:20) affording compound 2 (120 mg, 30%) as awhite powder; dH (500 MHz, DMSO-d6) 4.87 (2H, s, Ha), 5.73 (1H, d,3J 7.2 Hz, Hb), 7.08 (1H, s, brd, NH), 7.17 (2H, d,3J 6.0 Hz, Hm),7.21 (1H, s, brd, NH), 7.69 (1H, d,3J 7.2 Hz, Hc), 8.50 (2H, d,3J 6.0 Hz, Ho); dC (126 MHz, DMSO-d6) 50.6 (Ca), 93.9 (Cb), 122.0(Cm), 146.1 (Cc), 147.0 (Cp), 149.7 (Co), 155.7 (Cd), 166.1 (Ce); HRMS(ESI): MH, found 203.0934. C10H10N4O requires 203.0927; IR(cm1): 3337.24, 3115.39, 1652.03, 1597.71, 1486.09, 1423.17,1384.39, 1369.72, 1278.91, 1208.06, 1130.29, 965.29, 815.97, 781.56,704.43, 682.80, 567.57, 521.43, 474.65, 405.44.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73870-24-3, its application will become more common.

Reference:
Article; Bulach, Veronique; Hosseini, Mir Wais; Jouaiti, Abdelaziz; Kyritsakas, Nathalie; Tufenkjian, Elsa; Tetrahedron; vol. 76; 9; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 4487-57-4, 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 4487-57-4, name is 2,4-Dibromo-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-Bromo-5-nitropyridin-4-amine (Compound 63) To a solution of 2,4-dibromo-5-nitropyridine (200 mg, 0.709 mmol) and triethylamine (0.2 ml, 1.419 mmol) in THF 7 M ammonia (0.2 ml, 1.419 mmol) was added and stirred at room temperature for 24 h. Solvents were removed and the crude was purified by combiflash SiO2 chromatography (0-50% EtOAc-hexanes) to give 2-bromo-5-nitropyridin-4-amine (135 mg, 87%) as a tan solid. 1H-NMR (400 MHz, CD3OD) delta ppm 8.82 (s, 1H), 7.11 (s, 1H); m/z 219.69 (M+H)+.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 4487-57-4, 2,4-Dibromo-5-nitropyridine.

Reference:
Patent; Stingray Therapeutics, Inc.; The University of Utah; Vankayalapati, Hariprasad; Liu, Xiaohui; Ramamoorthy, Gurusankar; Sharma, Sunil; Kaadige, Mohan Rao; Weston, Alexis; Thode, Trason; (59 pag.)US2019/31655; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 918516-27-5, 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. 918516-27-5, name is 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C13H9ClN2, 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.

AICI3 (1.18 g, 8.87 mmol) was added to DCM (40 mL) and the mixture was stirred for 10 min at RT followed by cooling to 0C. 5-(4-chlorophenyl)-1 H-pyrrolo[2,3-b]pyridine (2) (1 eq., 405.92 mg, 1.77 mmol) was added and the mixture was stirred for 30 min then warmed to RT for 3 h. solution A was slowly added to the above suspension at 0 C and the reaction was stirred for 2 days at RT. After complete conversion, the reaction was quenched with methanol (MeOH, 10 mL) and concentrated to give a dark brown residue. Cold water (50 mL) was added to the residue and the pH of the solution was adjusted to 7 (neutral) with aq. ammonia. EtOAc (50 mL) was added and the mixture was stirred for 30 min. It was then filtered through celite, the filtrate was extracted with EtOAc (20 mL x 3) and the combined organic layers were washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to get crude N-(2,4-dibromo-3-(5-(4-chlorophenyl)-1 H-pyrrolo[2,3- b]pyridine-3-carbonyl)-phenyl)propane-1 -sulfonamide (900 mg, crude) which was used in the next step without further purification.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 918516-27-5, 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; HEPAREGENIX GMBH; ALBRECHT, Wolfgang; LAUFER, Stefan; SELIG, Roland; KLOeVEKORN, Phillip; PRAeFKE, Bent; (187 pag.)WO2020/16243; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 794592-13-5, 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. 794592-13-5, name is Ethyl 5-bromo-3-methylpicolinate, molecular formula is C9H10BrNO2, 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.

To A solution of ethyl 5-bromo-3-methylpyridine-2-carboxylate (1.6 G ; 6. 95 mmol) and benzoyl peroxide (84. 23 mg ; 0. 347 mmol) in carbon tetrachloride (20 ML) was added N-BROMOSUCCINIMIDE (2.47 G ; 13. 91 mmol). The reaction mixture was heated at reflux for 3 h. Another equivalent of N-bromosuccinimide and benzoyl peroxide (85 mg) was added and refluxing was continued for a further 7 h. Reaction was monitored by MS. After 10 h the product was the major peak. The reaction mixture was allowed to cool, filtered through celite washed with carbon tetrachloride. The filtrate was evaporated under reduced pressure to give an oil, 2.7 g. The oil (2.7 g ; 6.9615 mmol) and hydrazine hydrate (2.4 mL) in ethanol was heated at reflux overnight. The solvent was evaporated under reduced pressure, the residue was taken-up in water acidified with 2N HCl the solid obtained was collected by filtration washed with water and dried by azeotroping with toluene. Yield = 0.9 g. The crude product and phosphorus oxychloride were heated at 60 for 1 h. The excess phosphorus oxychloride was evaporated under reduced pressure to give 3-BROMO-8-CHLOROPYRIDO [2, 3-D] PYRIDAZINE (0.97 g) as solid. This material was azeotroped with toluene and then treated with 4- aminobenzotrifluoride (0.64 g, 0.495 mL ; 3. 97 mmol) in 1, 4-dioxane (20ml) and heated at 40 for 1 h. The solvent was evaporated under reduced pressure and the residue partitioned between ethyl acetate and sodium carbonate solution. The ethyl acetate extracts were combined, washed with brine, dried over magnesium sulphate, filtered and evaporated under reduced pressure to give an oil. The oil was purified by flash chromatography using a gradient of (90->50%) ISO- HEXANE/ETHYL acetate. The appropriate fractions were combined and evaporated under reduced pressure to give 3-BROMO-N-(4-(TRIFLUOROMETHYL) PHENYL) PYRIDO [2, 3- D] PYRIDAZIN-8-AMINE (100 MG). H NMR (500 MHz, DMSO-D6) 8 : 7.73 (2H, d, J8. 6 Hz), 8.41 (2H, d, J8. 8 Hz), 8.91 (1H, d, J2.2 Hz), 9.25 (1H, s), 9.33 (1H, d, J2.2 Hz), 10.05 (1H, s). The amine was reacted as in Example 4 to give the title COMPOUND. LH NMR (500 MHz, DMSO-d6) 8 : 2.49 (3H, s), 7.49 (1H, dd, J4.8 and 7.7 Hz), 7.76 (2H, d, J8.6 HZ), 7.90 (1H, dd, J0. 5 and 7.1 Hz), 8.47 (2H, d, J8. 6 Hz), 8. 66 (1H, dd, J0. 5 and 4.2 Hz), 8. 80 (1H, d, J2.0 Hz), 9.39 (1H, s), 9.48 (1H, d, J2.0 Hz), 10.10 (1H, s) ; MS (ES M+1) 382

According to the analysis of related databases, 794592-13-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; WO2004/99177; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7251-52-7 ,Some common heterocyclic compound, 7251-52-7, molecular formula is C13H12N2O, 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.

d) (RS)-Phenyl-pyridin-2-yl-acetamide (0.340 g, 1.60 mmol) was dissolved in 5 ml of a saturated solution of HCl/methanol and refluxed for 6 h in a closed vessel. The mixture is poured on 25 g of ice, the pH is adjusted to 8-9 by cautious addition of 28% sodium hydroxide solution keeping the temperature below 10 C. and the product is extracted with ethyl acetate/water. After drying (MgSO4) and concentration, the crude material is purified by flash chromatography on silicagel using 1:4 mixture of ethyl acetate and hexane as eluant to yield 0.204 g (0.939 mmol, 59%) of (RS)-phenyl-pyridin-2-yl-acetic acid methyl ester as a white solid, m.p. 74 C. and MS: m/e=228.2 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,7251-52-7, its application will become more common.

Reference:
Patent; Hoffmann-La Roche Inc.; US6548522; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem