Tag: M.W:100-200

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.1215387-58-8, name is 5-Bromo-1H-pyrrolo[2,3-c]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.Application In Synthesis of 5-Bromo-1H-pyrrolo[2,3-c]pyridine

To a stirred suspension of 60% NaH (0.146 g, 6.091 mmol) in DMF (20 mL), 5-bromo-1 H-pyrrolo[2,3-c]pyridine (0.8 g, 4.06 mmol) was added at 0 C and stirred for 15 min. Then, 1-bromo butane (0.66 g, 4.873 mmol) was added to the reaction mixture at 0 C. The resulting mixture was allowed to warm to rt and stirred for 16 h. The reaction mixture was quenched with water and extracted EtOAc and the organic layer was dried over anhydrous Na2S04, and it was concentrated under reduced pressure. The crude compound was purified by flash column chromatography using 10% EtOAc in pet ether as an eluent to afford the title compound (0.78 g, 67%). LC-MS (method 2): Rt =2.27 min; m/z = 253.17 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1215387-58-8, 5-Bromo-1H-pyrrolo[2,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ORYZON GENOMICS, S.A.; CARCELLER GONZALEZ, Elena; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; (103 pag.)WO2019/110663; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 7598-35-8, 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. 7598-35-8, name is 2-Bromopyridin-4-amine, molecular formula is C5H5BrN2, 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.

[0100] Preparation 6: 3′-fluoro-6′-methyl-2,2′-bipyridin-4-amine[0101] 2-Bromopyridin-4-amine (9 g, 52.0 mmol) and N,N-dimethylpyridin-4-amine (0.636 g, 5.20 mmol) were dissolved in dichloroethane (100 mL) and a solution of phthaloyl dichloride (10.11 ml, 52.0 mmol) in dichloroethylene (20.0 mL) was added dropwise at room temperature. The reaction was stirred for 1 hour and partitioned between saturated bicarbonate and dichloromethane. The organics were separated and dried over Na2S04, filtered, and evaporated to give a solid. The solid was purified by silica columnchromatography in eluting with a gradient of methanol (0-15%) in dichloromethane/ to afford product solid which was triturated with methanol and heated briefly to afford the title compound (4.8g) as an off white solid. 1H NMR (400 MHz, DMSO-d6) ppm 7.69 (dd, J=5.31, 1.77 Hz, 1 H) 7.86 (d, J=1.77 Hz, 1 H) 7.91 – 7.98 (m, 2 H) 7.99 – 8.08 (m, 2 H) 8.57 (d, J=5.56 Hz, 1 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 7598-35-8, 2-Bromopyridin-4-amine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KWOK, Lily; LARSON, John David; SABAT, Mark; WO2011/146287; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 107504-08-5, name is 5-Fluoro-2-picolinic acid, molecular formula is C6H4FNO2, 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. Formula: C6H4FNO2

General procedure: To a round-bottomed flask, 2,4-diphenylquinoline (dpq, 3.99 g,14.2 mmol), iridium trichloride hydrate (2.00 g, 5.7 mmol), deionizedwater (10 mL) and 2-ethoxyethanol (30 mL) were added sequentiallyand the mixture was stirred at 110 C overnight under a nitrogen atmosphere.After the solution was cooled to room temperature, theprecipitate was collected by filtration, washed with water and ethanol,and then dried to give a cyclometallated iridium(III) mu-chloro-bridgeddimer ([Ir(dpq)2Cl]2) in 72% yield. The dimer was directly redissolvedin CH2Cl2, and then, 2.5 equivalents fluoropicolinic acid along with amixture of methanol and triethylamine (8:1, v/v) were added. Themixed solution was stirred at room temperature under a nitrogen atmospherefor 6 h, and further distilled by vacuum. The crude productswere further purified by silica column chromatography using dichloromethane/ethyl acetate (6:1, v/v) as the eluent to give the desiredfluorinated cyclometalated iridium(III) complexes (FIr1-FIr4)

With the rapid development of chemical substances, we look forward to future research findings about 107504-08-5.

Reference:
Article; Zhang, Man; Hu, Yuan-Yuan; Pan, Miao; Tong, Bi-Hai; Wang, Song; Zhou, Hui-Dong; Shi, Peng; Zhang, Qian-Feng; Dyes and Pigments; vol. 165; (2019); p. 11 – 17;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1173081-96-3 ,Some common heterocyclic compound, 1173081-96-3, molecular formula is C8H13ClN2O, 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.

Step 7 N-((4,6-Dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide The crude 5-ethyl-6-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofu ran-4-carboxylic acid 9f (1.1 g, 2.5 mmol) was dissolved in 20 mL of N,N-dimethylformamide, then 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (715 mg, 3.7 mmol), 1-hydroxybenzotriazole (510 mg, 3.7 mmol) and N,N-diisopropylethylamine (1.6 g, 12.5 mmol) were added. The mixture was stirred 1 hour, then 3-(aminomethyl)-4,6-dimethylpyridin-2(1H)-one hydrochloride 2a (470 mg, 2.5 mmol) was added. The mixture was stirred for 16 hours. After the reaction was completed, excess water was added, and the reaction solution was extracted with a mixture of dichloromethane and methanol (V:V=8:1). The organic phases were combined, washed with water and saturated sodium chloride solution, dried over anhydrous sodium sulfate, and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified by thin-layer chromatography with elution system A to obtain the title compound N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-5-ethyl-6-(ethyl(tetrahydro-2 H-pyran-4-yl)amino)-2-(1-isopropylpiperidin-4-yl)benzofuran-4-carboxamide 9 (850 mg, yield 59%) as a white solid. MS m/z (ESI): 577.7 [M+1] 1H NMR (400 MHz, DMSO-d6) delta 11.50(s, 1H), 8.16(t, 1H), 7.38(s, 1H), 6.37(brs, 1H), 5.87(s, 1H), 4.31(d, 2H), 3.82(d, 2H), 3.21(t, 2H), 3.01-3.07(m, 4H), 2.91-2.96 (m, 1H), 2.79-2.81(m, 2H), 2.24(s, 3H), 2.17(brs, 2H), 2.12(s, 3H), 2.02(brs, 2H), 1.63-1.66(brd, 2H), 1.45-1.54(m, 2H), 1.25(brs, 6H), 1.01(t, 3H), 0.81(t, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1173081-96-3, its application will become more common.

Reference:
Patent; Jiangsu Hengrui Medicine Co. Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; LU, Biao; SHEN, Xiaodong; HE, Mingxun; LIU, Dong; ZHANG, Minsheng; (97 pag.)EP3378859; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5969-83-5 ,Some common heterocyclic compound, 5969-83-5, molecular formula is C11H8ClN, 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: 2-Phenylpyridine (77.5 mg, 0.5 mmol, 1 eq), RuCl3 (2.6 mg, 0.0125 mmol, 5 mol%), FeCl3. 6 H2O (108 mg, 0.4 mmol) and [BuEt3N][NTf2] (15) (0.5 mL) were added under an atmosphere of air to a 10 ml round bottom flask. The reaction was stirred for 48 h at 110 C. After completion of the reaction, it was cooled to room temperature and then ethyl acetate (1 mL) and triethylamine (1 mL) were added and the mixture was allowed to stir for 30 min. The purification was performed by flash chromatography (diethyl ether/ n-hexane = 1 : 1) to afford 2 (64 mg, 21 mmol, 83 %).

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. 5969-83-5, 2-(4-Chlorophenyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Muntzeck, Maren; Pippert, Felix; Wilhelm, Rene; Tetrahedron; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 5223-06-3, 2-(5-Ethylpyridin-2-yl)ethanol, 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, Computed Properties of C9H13NO, blongs to pyridine-derivatives compound. Computed Properties of C9H13NO

General procedure: To a solution of A1B1 (1.0mmol) and triphenylphosphine (1.5mmol) in anhydrous tetrahydrofuran (3mL), added C1 or C2 (2.0mmol) and dropwise added diethyl azodicarboxylate (DEAD, 1.5mmol) in anhydrous and anoxybiotic conditions. The reaction mixture was stirred at-2C for 30min, and then stirred at room temperature for 24h. After completion of reaction was monitored through TLC, the reaction mixture was filtered and washed with ether and saturated salt water to get products because there would be a solid precipitate.

The synthetic route of 5223-06-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Fang; Sun, Jun-Rong; Huang, Mei-Yan; Wang, Hui-Ying; Sun, Ping-Hua; Lin, Jing; Chen, Wei-Min; European Journal of Medicinal Chemistry; vol. 72; (2014); p. 35 – 45;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 209328-55-2, 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 209328-55-2, name is 5-Fluoropyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows.

Nitric acid (0.25 mL, 5.0 mmol) was added over 1 min to a solution of 5-fluoropyridin-3-ol (0.25 g, 2.2 mmol) and sulfuric acid (3 mL) at 70 C. After 20 min, a second aliquot (0.25 mL) of nitric acid was added over 1 min. After an additional 40 min, the reaction was cooled to 0 C. Water (25 mL) was added followed by slow addition of 10 N NAOH (13 mL) at 0 C. The solution was neutralized with 1 N HCI and concentrated to give 5-FLUORO-2-NITROPYRIDIN-3-OL. MS (ESI): 158. 8 (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 209328-55-2, 5-Fluoropyridin-3-ol.

Reference:
Patent; MERCK & CO., INC.; WO2005/21529; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1072-97-5, 5-Bromopyridin-2-amine, 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, 1072-97-5, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Example 4 Preparation of compound 8: 1. An ethanol solution of compound 5 (12400 g in 51 L of ethanol) was added to an appropriately sized stainless steel reactor at room temperature under nitrogen atmosphere. 2. Compound 6 (9500 g) was added as a solid in one portion at room temperature. 3. The reaction mixture was heated to reflux (?78C) and stirred for 1-2 days. 4. The reaction was monitored by HPLC. 5. Upon completion, the reaction mixture was allowed to cool to room temperature. 6. NaOH solution (9884 g solid pellets dissolved in 38 L of water) was added as a stream over a 30 min period at an internal temperature below 35 C. 7. The reaction mixture was heated to reflux (?78C) for 3 to 4 hours. 8. The reaction was monitored by HPLC. 9. Upon completion, the reaction mixture was cooled to an appropriate temperature to start solvent removal. 10. All ethanol (approximately 5 volumes of ethanol) was removed under vacuum at 40 to 45 C. 11. The reaction mixture was cooled to room temperature. 12. Water (57 L; 6 vol) was added at room temperature. 13. The aqueous solution was washed with ethyl acetate (2 x 38 L) to remove all organic impurities. 14. The lower aqueous layer was cooled to 0-5 C and acidified with cone. HCl (?15 L) until reaching pH 1-2. 15. The reaction mixture was stirred for 1 to 2 hours at 0 to 5 C. 16. The mixturewas filtered and the cake was washed with water (2 x 38 L) and acetone (2 x 19L) followed by drying for 1-2 hours. 17. The solid collectedwas transferred back into an appropriately sized reactor. 18. Heptane (95 L; 10 vol) was addedto the reactor; the suspension was stirred for 4 to 5 hours at roomtemperature. 19. The solidwas collected by filtration and washed with heptane (2 x 19 L). 20. The solid (15 kg) was suspended in methanol (75 L; 5 vol) at room temperature for 2 hours. 21. The suspension was filtered and the solid collected was washed with methanol (2x 5L). 22. The solid was dried under vacuum at 50C to constant weight to give compound 8 as an off-white to white solid (10169 g, 83.3 % yield; HPLC purity 99.2%;1HNMR (DMSO-d6, 300 MHz) delta 9.4 (s, 1H), 8.3 (s, 1H), 7.85-7.67 (m, 2H)).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1072-97-5, its application will become more common.

Reference:
Patent; IP Gesellschaft fuer Management mbH; Trinius, Frank; EP2792360; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 571189-49-6, Adding some certain compound to certain chemical reactions, such as: 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine,molecular formula is C10H16N4, 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 571189-49-6.

General procedure: Pd2(dba)3 (86.4mg, 0.09mmol) and Xant-phos (109.2mg, 0.19mmol) were added under N2 to a solution of 154 1E (290.0mg, 0.94mmol), INT-7 (228.6mg, 1.04mmol), and 152 potassium phosphate (400.5mg, 1.88mmol) in 111 1,4-dioxane (10mL). Then the mixture was reacted in the microwave at 150C for 1h. The mixture was cooled to RT, filtered, diluted with water (10mL), and extracted with DCM (10mL×3). The combined organic layers were washed with brine (30mL), dried over anhydrous Na2SO4, concentrated under a vacuum, and purified by preparative thin-layer chromatography to obtain 157 compound 1 (140.3mg; yield, 30%) as a yellow solid.

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. 571189-49-6, 5-(4-Methylpiperazin-1-yl)pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yin, Lei; Li, Heng; Liu, Wenjian; Yao, Zhenglin; Cheng, Zhenzhen; Zhang, Huabei; Zou, Hui; European Journal of Medicinal Chemistry; vol. 144; (2018); p. 1 – 28;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.63071-10-3, name is (4-Chloropyridin-2-yl)methanol, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.Computed Properties of C6H6ClNO

Method XXVI(4-chloropyridin-2-yl)methyl methanesulfonateTo a solution of (4-chloropyridin-2-yl)methanol (3 g, 20.90 mmol) in dichloromethane (60 ml) was added triethylamine (2.90 mL, 20.90 mmol) and methanesulfonyl chloride (1.617 mL, 20.90 mmol) at 0 C. The reactionmixture was stirred at 20 C for 30 min. The reaction was quenched with addition of water. The reaction mixture was extracted with dichloromethane and the organic layer dried (magnesiumsulphate) and evaporated.Purification with flash silica chromatography with elution gradient ethylacetate in petroleumeter 20 to 40%. Fractions containing product was evaporated to give the title compound (4.13 g, 89%). m/z (APCI) (M+H)+ 222.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63071-10-3, (4-Chloropyridin-2-yl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; BENGTSSON, Boel, Ase; BLACKABY, Wesley; CUMMING, John; FAULL, Alan, Wellington; LARSSON, Joakim; NASH, Ian, Alun; OLDHAM, Keith; PAPE, Andrew; WO2011/114148; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem