Day: March 25, 2022

Application of 22282-96-8 , The common heterocyclic compound, 22282-96-8, name is 2-Bromo-6-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, 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 suspension of 6-bromo-2-methyl-3-nitropyridine (XIV) (250 g, 1.15 mol, 1.00 eq) and NH4C1 (300 g, 5.61 mol, 4.88 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 65C. To this mixture was added Fe (130 g, 2.33 mol, 2.02 eq) and HQ (15.3 g, 419 mmol, 0.36 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-2-methylpyridin-3-amine (XV) as brown solid (373 g, 1.99 mol, 86.7% yield) which was used for the next step without any purification. NMR (DMSO- e, 400 MHz) delta ppm 6.01 (dd, J = 2.3, 7.9 Hz, 2H), 7.03 (d, J = 8.2 Hz, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The synthetic route of 22282-96-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24003; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 136888-17-0 ,Some common heterocyclic compound, 136888-17-0, molecular formula is C7H5ClN2O, 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.

C. 5-Chloro-3-(2-thenoyl)-6-azaoxindole Pellets of sodium metal (232 mg, 10 mmol) were added to dry ethanol (10 mL) in a dry round-bottomed flask. When dissolution of the sodium was complete, solid 5-chloro-6-azaoxindole (340 mg, 2.0 mmol) was added followed by ethyl 2-thiophenecarboxylate (0.54 mL, 4.0 mmol). The mixture was heated under nitrogen at reflux overnight during which a precipitate formed. The mixture was cooled, poured into ice/water and acidified to pH 4 with 6N HCl solution. The solid product (475 mg) was collected by filtration, washed with water, and dried in the air. This material was recrystallized from methanol to afford the title compound (190 mg, 34%). 1H NMR (DMSO-d6): delta 10.62 (br s, 1 H), 8.79 (d, J = 3.2 Hz, 1 H), 7.92 (s, 1H), 7.77 (d, J = 5 Hz, 1 H), 7.65 (s, 1 H), 7.17-7.14 (m, 1 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. 136888-17-0, 5-Chloro-1H-pyrrolo[2,3-c]pyridin-2(3H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER INC.; EP436333; (1991); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 934180-48-0, Adding some certain compound to certain chemical reactions, such as: 934180-48-0, name is 4-Chloro-2-methoxy-3-nitropyridine,molecular formula is C6H5ClN2O3, 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 934180-48-0.

Tin(II)chloride dihydrate (12 g, 53.19 mmol) was added to a solution of 4-chloro-2-methoxy-3-nitropyridine (2 g, 10.64 mmol) in ethyl acetate (30 mL) and the resultant suspension heated at 70 C. with stirring for 2 h. The reaction mixture was cooled to ambient temperature, the pH adjusted to pH 9-10 by addition of saturated sodium carbonate (aq.) and extracted with ethyl acetate (3 100 mL). The combined extracts were dried (MgSO4) and concentrated in vacuo to give the crude product. Purification by chromatography on silica gel with EtOAc:heptane (1:9, v/v) as eluent afforded the product as a colourless oil (1.28 g, 76%).Data for 3-amino-4-chloro-2-methoxypyridine: MS (ESI) m/z:159/161 ([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. 934180-48-0, 4-Chloro-2-methoxy-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N.V. Organon; US2007/112019; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6318-51-0, Adding some certain compound to certain chemical reactions, such as: 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone,molecular formula is C12H8ClNO, 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 6318-51-0.

2.0 g (4-chlorophenyl)(2-pyridyl)methanone,Dissolved in 15 mL of hydrogen peroxide (30% aqueous solution in mass concentration)Add 5mL of acetic acid,The reaction was heated to 85C for 12h and TLC detected the progress of the reaction.Until the reaction of the raw material is complete,Add saturated sodium bicarbonate solution,Dichloromethane extraction,Wash, combine the organic phase,Drying over anhydrous sodium sulfate, filtration,Remove the solvent under reduced pressureA white solid of 2.1 g was obtained with a yield of 95%.

According to the analysis of related databases, 6318-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Three Gorges University; Zhou Haifeng; Wang Baigui; Liu Qixing; Jiang Xiaolan; (7 pag.)CN106831549; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 799293-73-5, Adding some certain compound to certain chemical reactions, such as: 799293-73-5, name is 3-Bromofuro[3,2-c]pyridin-4-amine,molecular formula is C7H5BrN2O, 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 799293-73-5.

1, 1-dimet ylet yl 5-(4-aminofuro[3,2-clDyridin-3-yl)-2,3-di vdro-1H-indole-1-carboxylate 3-Bromofuro[3,2-c]pyridin-4-amine (7.23 g, 33.9 mmol), 1 , 1-dimethylethyl 5-(4, 4,5,5- tetramethyl-1 ,3,2-dioxaborolan-2-yl)-2,3-dihydro-1 H-indole-1-carboxylate (12.90 g, 37.4 mmol), PdCI2(dppf)-CH2CI2 adduct (1 .39 g, 1 .702 mmol), 1 ,4-Dioxane (300 mL), and saturated aqueous sodium bicarbonate (100 mL, 100 mmol) were added to a 3-neck, 1 L flask equipped with a reflux condenser and a heating mantle. The flask was evacuated and filled with nitrogen 4 times, and then the mixture was stirred at reflux under Nitrogen for 2 hr. HPLC showed complete conversion, so it was cooled and allowed to stir at room temperature overnight. The crude mixture was then filtered through celite, rinsing with EtOAc (500 mL). The filtrate was washed with half-saturated aqueous NaHC03 (500 mL), and the aqueous phase was back-extracted with ethyl acetate (1 * 500 mL). The combined organic phases was washed with brine (1 * 500 mL), dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by flash chromatography (Analogix, 600 g Si02, 20%-100% EtOAc in hexanes gradient over 60 minutes, then 100% EtOAc for 30 more minutes). The product fractions were combined and concentrated in vacuo to give 1 , 1-dimethylethyl 5-(4-aminofuro[3,2-c]pyridin-3-yl)-2,3-dihydro-1 H-indole-1 – carboxylate (9.23 g, 26.3 mmol, 77 % yield) as an off-white solid. LC/MS (ES) m/z = 352 [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. 799293-73-5, 3-Bromofuro[3,2-c]pyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; GRANT, Seth, Wilson; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul; TANG, Jun; WO2011/119663; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 185017-72-5, 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 185017-72-5, name is 3-Bromo-2-chloro-6-picoline. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-bromo-2-chloro-6-methylpyridine (47.8 mg, 0.231 mmol) and 2- (cyclopentylmethyl) oxazole (35 mg, 0.231 mmol) in DMA (1 mL) was added potassium acetate (45.4 mg, 0.463 mmol) and Pd (PPh3)4(26.7 mg, 0.023 mmol) under N2. The reaction mixture was stirred at 90 overnight. The reaction mixture was cooled to room temperature, filtered and the filtration was concentrated in vacuum, the residue was purified by Prep. TLC (PE: EA 10: 1) to give the title compound. MS: 277.1 (M+1) .1H NMR (CDCl3-d, 400 MHz) : delta 7.95 (d, J 7.8 Hz, 1H) , 7.66 (bs, 1H) , 7.16 (d, J 7.8 Hz, 1H) , 2.82 (d, J 7.0 Hz, 2H) , 2.31-2.39 (m, 1H) , 1.83 (bs, 4H) , 1.65 (bs, 2H) , 1.27 (d, J 5.5 Hz, 2H) .

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 185017-72-5, 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; BAO, Jianming; HENDERSON, Timothy J.; LO, Michael Man-chu; MAZZOLA, JR., Robert D.; RUDD, Michael T.; TELLERS, David M.; TONG, Ling; LI, Chunsing; NA, Meng; (144 pag.)WO2019/238; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 134363-45-4 , The common heterocyclic compound, 134363-45-4, name is 2-(Pyridin-3-yl)benzoic acid, molecular formula is C12H9NO2, 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 3: N-(Benzyloxy)-2-pyridin-3-ylbeiizamide; Ethyl 2-bromobenzoate (380 nag, 1.9 ?rmol), O-hydroxylbenzylamine (280 mg, 2.3 mmol), EDC (440 mg, 2.3 mmol), and HOBT (350 mg, 2.3 mmol) were combined in DMF (2 ml) and stirred over the 2 days at room temperature. The reaction was purified by RP-HPLC (C 18 column; H2CVCH3CN with 0.1% TFA) to afford the title compound. 1H NMR (400 MHz, de-DMSO, ppm): delta 11.6 (s, IH), 8.75 (s, IH), 8.72 (d, J= 4.8 Hz, IH), 8.07 (d, J= 8.0 Hz , IH), 7.73 (t, J= 6.6 Hz, IH), 7.63 (t, J= 7.3 Hz, IH)3 7.57-7.51 (m, 3H), 7.44-7.34 (m, 5H) and 4.76 (s, 2H). ES MS: m/z = 305 (M+l).

The synthetic route of 134363-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2008/10964; (2008); 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. 42521-09-5, name is Methyl 2,6-dichloroisonicotinate. A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 2,6-dichloroisonicotinate

Under inert atmosphere, a mixture of methyl 2,6-dichloropyridine-4-carboxylate (2,00 g), dimethylzinc (2N in toluene, 14.6 ml, 3.0 equiv.) and PdCI2(dppf)2 (400 mg, 0.05 equiv.) in dioxane (50 ml), was heated at 80C for 4Hrs. The reaction mixture was cooled by an ice bath, hydrolysed with water (100 ml) and filtered through a pad of celite. The pad was rinsed with water and EtAOc. The filtrate was extracted with EtOAc (250 ml). The organic layer was washed with brine (1 00 ml), dried over MgSO4 and concentrated. Purification by flash chromatography (MeOH in CH2Cl2, 0 to 2%) afforded compound 99 as an orange oil in 96% yield. 1H-NMR (400 MHz, DMSO): 2.51 (s, 6H, 2CH3); 3.88 (s, 3H, O-CH3); 7.51 (s, 2H, Ar). M/Z(M+H)+ = 166.1.

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, 42521-09-5, Methyl 2,6-dichloroisonicotinate.

Reference:
Patent; DOMAIN THERAPEUTICS; MAYER, Stanislas; SCHANN, Stephan; WO2013/174822; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 3475-21-6, 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 3475-21-6, name is 4-Methyl-2-phenylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-phenyl-4-methylpyridine (6 g, 35.4 mmol) and SeO2 (24 g, 216 mmol) were refluxed in pyridine (100 ml) overnight under argon. The mixture was then filtered through celite while hot. The Celite filter cake was rinsed with pyridine (3×50 ml) and the resulting filtrate evaporated to dryness. The solid thus obtained was triturated in water (200 ml) and filtered off. The resulting brown solid was suspended in a mixture of water (150 ml) and MeOH (200 ml) and made basic by addition of an aqueous NaOH solution. The mixture was then filtered over Celite to removed some insoluble materials. The filtrate was then acidified with concentrated HCl. MeOH was evaporated and the formed precipitate was filtered, washed with water, then small portions Of Et2O (3×20 ml) and finally dried to afford 5.9 g (84%) of the titled compound as a slightly brown solid.

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 3475-21-6, 4-Methyl-2-phenylpyridine.

Reference:
Patent; KONINKLIJKE PHILIPS ELECTRONICS N.V.; WO2007/4113; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 880870-13-3, 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 880870-13-3, name is 5-Bromo-2-chloro-4-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 5-bromo-2-chloro-4-methoxypyridine (5.0 g, 22.48 mmol) in DMF (80 mL) was purged with nitrogen for 15 min. At this point, Zn (CN) 2 (3.96 g, 33.7 mmol) and Pd (Ph3P) 4 (2.60 g, 2.25 mmol) were added, successively. The resulting suspension was stirred at 95 for 12 h under nitrogen atm. The reaction mixture was cooled to ambient temperature, filtered to remove inorganic solid. The solvent (DMF) was evaporated to provide the crude residue as an oil, which was purified on silica gel and eluted with 0-30 ethyl acetate/hexanes to afford the product. 1H NMR (500 MHz, DMSO-d6) , delta 8.69 (s, 1H) , 7.50 (s, 1H) , 4.04 (s, 3H) LC/MS (M+1) + 169.

According to the analysis of related databases, 880870-13-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PASTERNAK, Alexander; DONG, Shuzhi; GU, Xin; JIANG, Jinlong; SHI, Zhi-Cai; WALSH, Shawn P.; WU, Zhicai; YU, Yang; FERGUSON II, Ronald; GUO, Zhiqiang; FRIE, Jessica; SUZUKI, Takao; BLIZZARD, Timothy A.; FU, Qinghong; VANGELDER, Kelsey F.; (118 pag.)WO2016/65582; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem