Month: April 2022

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 2897-43-0, name is 2,6-Dichloro-3-nitropyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of intermediate 12 (37.00 g, 177.88 mmol) in HCl (60 mL) and (EtOH/H2O solution (400 mL, 1:1, v/v) was added Iron powder (30.00 g, 537.20 mmol). The reaction mixture was stirred at 100 C for 3 hours. The reaction mixture was concentrated and diluted with water. The suspended solution was basified by aqueous NaHCO3 solution until pH=9. The precipitate was filtered and diluted in a mixture of EtOAc/MeOH (8:1, v/v). The remaining solid was filtered and the filtrate was concentrated under vacuum to afford a first batch of intermediate 13.

With the rapid development of chemical substances, we look forward to future research findings about 2897-43-0.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; PILATTE, Isabelle, Noelle, Constance; QUEROLLE, Olivier, Alexis, Georges; ANGIBAUD, Patrick, Rene; BERTHELOT, Didier, Jean-Claude; COUPA, Sophie; DEMESTRE, Christophe, Gabriel, Marcel; MEERPOEL, Lieven; MERCEY, Guillaume, Jean, Maurice; MEVELLEC, Laurence, Anne; MEYER, Christophe; PASQUIER, Elisabeth, Therese, Jeanne; PONCELET, Virginie, Sophie; (104 pag.)WO2017/216293; (2017); 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. 19346-44-2, name is 2-Fluoro-3-nitro-5-methylpyridine, molecular formula is C6H5FN2O2, 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. Computed Properties of C6H5FN2O2

To a stirred solution of 2-fluoro-5-methyl-3-nitropyridine 4a (3.0 g, 19.22 mmol) in carbon tetrachloride (80 mL) were added azodiisobutyronitrile (316 mg, 1.90 mmol) and N-bromosuccinimide (3.76 g, 21.14 mmol). The reaction mixture was heated at reflux for 48 h under an argon atmosphere and then the contents were cooled to room temperature. The insoluble solid was removed by filtration, the filtrate was diluted with dichloromethane (50 mL) and washed with saturated aqueous sodium bicarbonate (30 mL×4) and brine (20 mL×2), dried over anhydrous magnesiumsulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether/dichloromethane/ ethyl acetate = 15:1:1) to give the title compound 5a (1.8 g, 35.5%). White solid; mp 73-75 C; 1H NMR (400 MHz, CDCl3) delta (ppm): 8.56 (d, J = 8.4 Hz, 1H), 8.50 (s, 1H), 4.52 (s, 2H)

With the rapid development of chemical substances, we look forward to future research findings about 19346-44-2.

Reference:
Article; Zhao, Hailong; Ji, Ming; Cui, Guonan; Zhou, Jie; Lai, Fangfang; Chen, Xiaoguang; Xu, Bailing; Bioorganic and Medicinal Chemistry; vol. 25; 15; (2017); p. 4045 – 4054;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 944317-27-5, name is 6-Bromo-3-chloro-2-methylpyridine, the common compound, a new synthetic route is introduced below. Quality Control of 6-Bromo-3-chloro-2-methylpyridine

: 2-(tributylstannyl)-5,6-dihydro-4H-pyrrolo[1,2-b]pyrazole (2.69 g, 6.78 mmol), 6-bromo-3-chloro-2-methyl-pyridine (700.00 mg, 3.39 mmol), lithium chloride (287.43 mg, 6.78 mmol) and tetrakis(triphenylphosphine)palladium (391.77 mg, 339.00 mumol) were added to dioxane (30 mL). The reaction mixture was charged with nitrogen three times, then heated to 100-110 C and stirred for 12 h. The mixture was quenched by pouring into water (50 mL) and extracted with ethyl acetate (50 mL*3). The combined organic phases were washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatograph (eluent: petroleum ether/ethyl acetate=10/1-5/1) to give 2-(5-chloro-6-methylpyridin-2-yl)-5,6-dihydro-4H-pyrrolo[1,2-b] pyrazole (600.00 mg, yield: 67.19%). 1H NMR (400MHz, CHLOROFORM-d) 7.65(q, J = 8.4 Hz, 2H), 6.59(s, 1H), 4.22(t, J = 7.2 Hz, 2H), 2.95(t, J = 7.3 Hz, 2H), 2.71-2.59(m, 5H).

The synthetic route of 944317-27-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genfleet Therapeutics (Shanghai) Inc.; Medshine Discovery Inc.; SUN, Fei; WU, Lifang; DING, Charles Z.; HU, Guoping; LI, Jian; CHEN, Shuhui; LU, Jianyu; (45 pag.)EP3470409; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1186637-43-3, Adding some certain compound to certain chemical reactions, such as: 1186637-43-3, name is 3-Bromo-6-methoxypicolinonitrile,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 1186637-43-3.

To a solution of 3-bromo-6-methoxypicolinonitrile (1eq) in EtOH was added NaOH (3eq). The reaction was warmed to 100 C for 12 h, and then cooled and acidified with 2M HCl until the pH ~4-5. The reaction was concentrated to remove the EtOH, and then diluted with EtOAc and water. The layers were separated. The organic layer was washed with brine, dried (MgSO4) and concentrated in vacuo to give the title compound which was used without further purification. ESI-MS (m/z): 231.99 [M+1]+.

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. 1186637-43-3, 3-Bromo-6-methoxypicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore, M.; HOLENZ, Joerg; WESOLOWSKI, Steven; HE, Yuanjun; BUeRLI, Roland; (201 pag.)WO2017/139603; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 886365-46-4, 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. 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid, molecular formula is C7H6ClNO2, 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.

Acid 2: 5-Chloro-4,6-dideutero-3-trideuteromethyl-pyridine-2-carboxylic acidA suspension of 500 mg (2.91 mmol) 5-chloro-3-methyl-pyridine-2-carboxylic acid (CAS Nr.: 886365-46-4) in 9 ml of D2O (99,96% D) was treated with 1 ml of a 40% solution of NaOD in D2O. The homogeneous solution was heated in a 100 ml Teflon vessel with a Synthos 3000 Microwave apparatus. The mixture was heated at 160 C. for 5 h and cooled down. 1H-NMR and MS analyses of the product showed that deuteration had progressed to a high degree. Only minor amounts of tetradeutero derivatives were present. The reaction mixture was acidified to pH3 with 2N HCl and extracted with EtOAc. The org. phase was dried with MgSO4.H2O and evaporated to give the title compound as a white solid, pure enough for further transformations.HPLC: RtH1=2.820 min; ESIMS [M+H]+=177 (5D); 1H-NMR (360 MHz, D2O): delta non deuterated impurities.

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 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid.

Reference:
Patent; BADIGER, Sangamesh; CHEBROLU, Murali; HURTH, Konstanze; JACQUIER, Sebastien; LUEOEND, Rainer Martin; MACHAUER, Rainer; RUEEGER, Heinrich; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; US2012/184539; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 1443-42-1, name is (4-Methylpyridin-3-yl)methanamine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of ethyl 8-(benzyloxy)-5-hydroxy-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylate (145 mg) and triethylamine (113 muL) in methylene chloride (5 mL), trifluoromethanesulfonic anhydride (130 muL) was added dropwise under ice cooling, and the mixture was stirred at room temperature for 1 hour. The solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, ((4-methylpyridin-3-yl)methyl)amine (82 mg), triethylamine (170 muL) and dioxane (10 mL) were added, and the mixture was stirred at room temperature for 6 hours. The solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] to obtain a brown oil (174 mg). To the obtained brown oil (174 mg), methanol (10 mL) and a 1 mol/L aqueous sodium hydroxide solution (10 mL) were added, and the mixture was heated with stirring at 60 to 70C for 6 hours and 30 minutes. After cooling of the reaction mixture, the solvent was distilled off under reduced pressure, and chloroform and water were added to the residue. An organic layer was separated, washed with a saturated aqueous solution of sodium chloride and then dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 100-80% chloroform/methanol] and then suspended in a mixed solvent of 2-propanol and diisopropyl ether, and the deposit was collected by filtration to obtain a yellow solid of 8-(benzyloxy)-4-methyl-5-(((4-methylpyridin-3-yl)methyl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one (11 mg). 1H-NMR (CDCl3) delta value: 2.42 (s, 3H), 2.88 (s, 3H), 4.38 (d, J=4.4 Hz, 2H), 5.06-5.14 (m, 1H), 5.26 (s, 2H), 5.79 (s, 1H), 7.21 (d, J=5.1 Hz, 1H), 7.34-7.43 (m, 3H), 7.65-7.72 (m, 2H), 8.52 (d, J=5.1 Hz, 1H), 8.53 (s, 1H), 8.91 (s, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 1443-42-1.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 167837-43-6, Adding some certain compound to certain chemical reactions, such as: 167837-43-6, name is (E)-3-(6-Aminopyridin-3-yl)acrylic acid,molecular formula is C8H8N2O2, 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 167837-43-6.

To a solution of acenaphthen-5-ylmethyl-methylamine (216 mg, l. lmmol), (E)-3- (6-amino-pyridin-3-yl) acrylic acid (164 mg, 1 mmol), HOBt (148 mg, L. lmmol) and diisopropylethylamine (0.8 mL, 4.4 mmol) in DMF (20 mL) was added EDC hydrochloride (210 mg, 1.1 mmol). The mixture was stirred overnight at room temperature. Water (100 mL) was added and the solution stirred for 1 hour. The precipitate was collected by filtration. The yellow solid was preabsorded onto silica gel and purified by column chromatography (95: 5 CH2CIZ/MEOH). THE residue was dissolved into methylene chloride followed by addition of 1M HCL/ETHER. The precipitate was collected by filtration to afford (E)-N-ACENAPHTHEN-5-YLMETHYL-3-(6-AMINO-PYRIDIN-3-YL)-N-METHYL-ACRYLAMIDE hydrochloride (120 mg, 32%) as a white solid and as a mixture of amide ROTOMERS.’H NMR (300 MHz, DMSO-d6) 8 8.44-8. 28 (m, 3H), 7.84-7. 72 (m, 1H), 7.59-7. 12 (m, 6H), 7.07- 6.92 (m, 1H), 5.15-5. 02 (2 x s, 2H), 3.35-3. 15 (bs, 2H), 3.18 (s, 4H), 3.07-2. 90 (2 x s, 3H); ESI MS m/z 344 [C22H21N30 + 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. 167837-43-6, (E)-3-(6-Aminopyridin-3-yl)acrylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55304-83-1, Adding some certain compound to certain chemical reactions, such as: 55304-83-1, name is 2,6-Dibromonicotinaldehyde,molecular formula is C6H3Br2NO, 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 55304-83-1.

Reference Example 15 2,6-Dibromonicotinic acid To a solution of 2,6-dibromo-3-formylpyridine (0.3 g) in tert-butanol (12 mL) – water (1 mL) were added sodium dihydrogen phosphate (0.14 g), 2-methyl-2-butene (0.32 g) and a solution of sodium chlorite (0.36 g) in water (2 mL) successively at room temperature, and the mixture was stirred for 2 hours. The reaction mixture was poured into water. The mixture was acidified by adding 1 mol/L hydrochloric acid, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (0.28 g).

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. 55304-83-1, 2,6-Dibromonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 69422-72-6 ,Some common heterocyclic compound, 69422-72-6, molecular formula is C6H2Cl3NO2, 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 solution of the product of EXAMPLE IOC (6.0 g, 26.5 mmol) in dichloromethane (150 mL) was treated at 0C with 2 drops of Nu,Nu-dimethylformamide. Oxalyl chloride (6.73 g, 53 mmol) was added dropwise over 30 minutes and stirring was continued for 2 hours. The solution was concentrated and dried under vacuum to give the crude acid chloride. A solution of the acid chloride (4.5 g, 18.4 mmol) in 60 mL of dry dichloromethane was added dropwise over 1 hour to a solution of tert-butyl 2-aminoethylcarbamate (5.9 g, 36.8 mmol) and triethylamine (3.7 g, 36.8 mmol) in 40 mL of dry dichloromethane at 0C and stirring was continued for 2 hours. The mixture was concentrated under vacuum and the residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 100/1 dichloromethane/methanol to give the title compound. MS: 390 (M+Na+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69422-72-6, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas, Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97479; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1033203-41-6 ,Some common heterocyclic compound, 1033203-41-6, molecular formula is C5H6BrN3, 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.

[0287] Reference V -bromo-2,3-dichloropyrido[3,4-b]pyrazine [0290] Step 1 : 7-bromopyrido[3,4-b]pyrazine-2,3(lH,4H)-dione hydrochloride [0291] To a solution of 6-bromopyridine-3,4-diamine (467 mg, 2.484 mmol) in HC1 (3726 mu, 14.90 mmol, 4 M aq) was added oxalic acid (257 mg, 2.86 mmol). The mixture was heated at 120 C for 14 h then filtered, washed with cold water and dried under vacuum to yield the title compound as a tan solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1033203-41-6, its application will become more common.

Reference:
Patent; ENVOY THERAPEUTICS, INC.; HITCHCOCK, Stephen; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; KIKUCHI, Shota; MACKLIN, Todd; HOPKINS, Maria; WO2014/28479; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem