Day: April 8, 2022

Adding a certain compound to certain chemical reactions, such as: 1221171-70-5, 2-Chloro-6-(trifluoromethoxy)pyridine, 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: 1221171-70-5, blongs to pyridine-derivatives compound. SDS of cas: 1221171-70-5

5-amino-2-chloro-6-trifluoromethoxypyridine (39); At 0 0C, diisopropylamine (1.7 g, 2.4 mL, 16.7 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 10.7 mL, 16.7 mmol, 1.1 eq) in THF (25 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxypyridine (2, 3.0 g, 15.2 mmol,1 eq) in THF (7 mL) was added dropwise followed after 2 h by benzenesulfonyl azide(3.3 g, 18.2 mmol, 1.2 eq). The reaction mixture was allowed to reach 25 0C before being treated with a saturated aqueous solution of ammonium chloride (30 mL) and extracted with diethylehter (3 x 20 mL). The combined organic layers were dried over sodium sulfate and evaporated to afford a crude red oil of 5-azido-2-chloro-6- trifluoromethoxy pyridine. It was then dissolved in anhydrous diethylether (100 mL) and added dropwise to a suspension of lithium aluminium hydride (690 mg, 18.2 mmol, 1.2 eq) in diehtylether (100 mL). The reaction mixture was heated under reflux for 5 h before being treated with water (100 mL) and extracted with diethylether (3 * 80 mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was purified by chromatography on silica gel using ethyl acetate/cyclohexane (3:7) as eluent which afforded pure 5-amino-2-chloro-6- trifluoromethoxy pyridine (39, 2.3 g, 10.8 mmol, 71%) as yellow crystals; m.p. 42-45 0C.1H NMR (CDCl3, 300 MHz): delta = 6.98 (d, J = 8.2 Hz, 1 H), 6.95 (d, J = 8.2 Hz, 1 H), 3.83 (bs, 2 H). – 19F NMR (CDCl3, 282 MHz): delta = -56.5 – 13C NMR (CDCl3, 75 MHz): delta = 142.5, 135.3, 131.1, 126.3, 122.7, 120.1 (q, J = 262 Hz). – C6H4ClF3N2O (212): calcd. (%) C 33.90, H 1.90, N 13.18; found C 33.54, H 2.06, N 13.00.

The synthetic route of 1221171-70-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

(6-Chloro-pyridin-3-yl)-acetic acid ethyl ester (30 mg, 0.149 mmol), tetrakis(triphenylphosphine)palladium (0) (16 mg, 0.014 mmol) and potassium phosphate (32 mg, 0.149 mmol) were added to a solution of (E)-1-(4-{1-[3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1-ethyl-propyl}-2-methyl-phenyl)-3-ethyl-1-penten-3-ol (Example 38-(6); 50 mg, 0.099 mmol) in N,N-dimethylformamide (0.5 mL). After replacement with nitrogen, the mixture was stirred with microwave heating at 140C for 10 minutes. Then, ethyl acetate was added to the reaction mixture, which was washed with water and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate = 4:1) to give the target compound as a colorless oil (11.6 mg, 22%). 1H-NMR (chloroform-d): 0.65 (6H, t, J=7.25Hz), 0.93 (6H, t, J=7.25Hz), 1.29 (3H, t, J=7.26Hz), 1.65 (4H, q, J=7.26Hz), 1.99 (6H, s), 2.09 (4H, q, J=7.26Hz), 2.33 (3H, s), 3.67 (2H, s), 4.21 (2H, q, J=7.25Hz), 6.02 (1H, d, J=15.99Hz), 6.75 (1H, d, J=15.82Hz), 6.89 (2H, s), 6.98-7.01 (2H, m), 7.22 (1H, d, J=8.08Hz), 7.31 (1H, d, J=8.90Hz), 7.71 (1H, dd, J=8.08, 2.31Hz), 8.59 (1H, d, J=1.82Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 64951-08-2, 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. 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid, molecular formula is C8H6N2O2, 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 imidazo[l ,2- a]pyridine-2-carboxylic acid (5.89 g, 36.60 mmol) in dichloromethane (350 mL) was added bis(2-oxo-3-oxazolidinyl)phosphinic chloride (BOP-Cl) (9.3 g, 36.6 mmol) and the mixture was stirred at room temperature for 4 hours. Triethylamine (15.0 mL) and 4-(4-(2-(tert-butyl)-6- (trifluoromethyl)pyrimidin-4-yl)piperazin-l-yl)butan-l -amine (13.14 g , 36.6 mmol) were added and the mixture was stirred at room temperature overnight . The reaction mixture was concentrated under reduced pressure and the residue was partitioned between EtOAc and water. The organic layers were dried over anhydrous sodium sulfate, filtered and the filtrate was evaporated under reduced pressure. The residue obtained was purified by column chromatography over silica using EtOAc-MeOH (10: 1) as the eluent to yield 6.0 g (32%) of the desired product. A solution of the free base in ether was treated with 1.0 molar solution of HCl in diethyl ether to obtain the dihydrochloride salt, mp 253-255 C. TLC Rf 0.29 (CHCl3-MeOH, 90: 10); 1H NMR (DMSO-d6) delta 1.31 (s, 9H), 1.62-1.69 (m, 2H), 1.80-1.88 (m, 2H), 2.88-3.19 (broad hump, 1H), 3.10-3.17 (m, 2H), 3.37-3.33 (q, 2H), 3.52-3.60 (m, 4H), 4.32-4.86 (b, 2H), 7.1 1 (s, 1H), 7.13-7.18 (m, 1H), 7.50-7.57 (t, 1H), 7.65 (dd, J = 9.2, 9.0 Hz, 1H), 8.53 (s, 1H), 8.57 (bs, 1H), 8.68 (d, J= 6.9 Hz, 1H), 1 1.0-1 1.8 (b, 1H). ESI MS m/z 504 (MH)+. Anal. (C25H32F3N7O-2HCl-0.25H2O) Calcd: C, 51.68; H, 5.98; N, 16.87.C1, 12.20. Found: C, 51.64; H, 6.00; N, 16.89, CI, 1 1.97

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 64951-08-2, Imidazo[1,2-a]pyridine-2-carboxylic acid.

Reference:
Patent; SOUTHERN RESEARCH INSTITUTE; ANANTHAN, Subramaniam; WO2014/59265; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, 63237-88-7, blongs to pyridine-derivatives compound. Product Details of 63237-88-7

Preparation 98Methyl 6-({Gamma(1 R)-1 -(4-fluorophenyl)propyll(pyrazolori ,5-alpyridin-2- ylcarbonyl)amino}methyl)pyridine-2-carboxylateTo a stirred solution of amine from Preparation 17 (42mg, 0.14mmol) in dichloromethane (1 ml_) was added pyrazolo[1 ,5-a]pyridine-2-carboxylic acid (22.5mg, 0.14mmol) followed by triethylamine (39muIota_, 0.278mmol) and N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (26.6mg, 0.14mmol). The reaction was stirred at room temperature for 40 hrs after this time TLC showed only a small amount of conversion. 0-(Benzotriazol-1-yl)-N,N,N’,N’-tetramethyluronium hexafluorophosphate (52.7mg, 0.14mmol) was added along with triethylamine (39muIota_, 0.278mmol). The reaction mixture was stirred over the weekend. The reaction was then washed with aqueous citric acid, followed by saturated aqueous NaHC03, dried (MgS04) and concentrated in vacuo. The residue was purified by column chromatography (silica, 50% ethyl acetate in pentane as eluent) to give the title compound (10mg, 16%). 1 H NMR (400 MHz, CDCI3): the compound appears to exist as two non-interconverting rotameric forms in CDCI3 in the ratio ca. 2:1. Data for these rotamers are listed separately.Major: delta ppm: 1 .96-2.07 (m, 2H) 3.99 (s, 3H) 4.68 (d, 1 H) 4.92 (d, 2H) 6.07 (t, 1 H) 6.78-6.85 (m, 3H) 6.98 (s, 1 H) 7.12-7.21 (m, 2H) 7.29-7.37 (m, 1 H) 7.40-7.52 (m, 2H) 7.56-7.62 (m, 1 H) 7.86 (d, 1 H) 8.50 (d, 1 H)Minor: delta ppm: 2.08-2.19 (m, 2H) 3.99 (s, 3H) 5.00 (d, 1 H) 5.43 (d, 2H) 6.00 (t, 1 H) 6.71 (t, 1 H) 6.78-6.85 (m, 3H) 7.08 (t, 1 H) 7.29-7.37 (m, 1 H) 7.40-7.52 (m, 2H) 7.56- 7.62 (m, 1 1-1) 7.80 (d, 1 H) 8.16 (d, 1 H).LRMS (ESI) m/z 469 [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,63237-88-7, its application will become more common.

Reference:
Patent; PFIZER LIMITED; GLOSSOP, Paul Alan; PALMER, Michael John; ANDREWS, Mark David; WO2012/120398; (2012); 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. 188425-85-6, name is 2-Chloro-N-(4′-chloro-[1,1′-biphenyl]-2-yl)nicotinamide, molecular formula is C18H12Cl2N2O, 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. name: 2-Chloro-N-(4′-chloro-[1,1′-biphenyl]-2-yl)nicotinamide

For a 1 :1 co-crystal of boscalid and 4-hydroxy benzoic acid, 200,0 mg of boscalid, 80,4 mg of 4-hydroxi benzoic acid and 150 muIota of ethanol was grinded in a ball mill (Retsch Modell MM301 ) for 10 minutesby using 20 Hz. The crystalline product gave the PXRD in Figure 4 (table 6).

With the rapid development of chemical substances, we look forward to future research findings about 188425-85-6.

Reference:
Patent; BASF SE; SAXELL, Heidi, Emilia; ISRAELS, Rafel; SCHAeFER, Ansgar; BRATZ, Matthias; HOeFFKEN, Hans, Wolfgang; BRODE, Ingo; NAUHA, Elisa; NISSINEN, Maija; WO2011/54741; (2011); A2;,
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. 905563-79-3, name is 2-Chloro-4-methoxynicotinaldehyde. A new synthetic method of this compound is introduced below., Quality Control of 2-Chloro-4-methoxynicotinaldehyde

(2) Synthesis of 2-chloro-4-methoxy-3-(2-methoxyvinyl)pyridine Under nitrogen atmosphere, 4.07g of (methoxymethyl) triphenylphosphonium chloride was suspended in 50ml of tetrahydrofuran, 1.37g of potassium tert-butoxide was added in an ice-cooling, which was stirred for 10 minutes. 1.02g of 2-chloro-4-methoxypyridine-3-carbaldehyde was dissolved in 20ml of tetrahydrofuran, which was added to reaction liquid, and was stirred for another 40 minutes. Water and diethyl ether were added to reaction liquid, and the organic layer was separated. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The reaction liquid was concentrated under a reduced pressure after removal of drying agent by filtration. The residue was purified by NH silica gel column chromatography (hexane-ethyl acetate) to give 1.18g of the title compound as a mixture of the geometric isomers.

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, 905563-79-3, 2-Chloro-4-methoxynicotinaldehyde.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1847535; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 685115-77-9, 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 685115-77-9, name is 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1-(3,5-dichloropyridin-4-yl)piperidine-4-carboxamide 23 (100 mg, 0.36 mmol) and hydrogen peroxide. urea complex (72 mg, 0.77 mmol) in CH2Cb (2 ml.) cooled to 0 0C was added trifluoroacetic anhydride (0.10 ml_, 0.73 mmol). After 30 min the solution was warmed to r.t, after a further 16 hours a saturated solution of Na2S2Os (10 ml.) was added. The mixture was extracted with CH2CI2 (2 x 20 ml_), the combined organic extracts were washed with a saturated solution of NaHCOs (20 ml_), brine (20 ml_), dried (MgSO4) and the solvent removed under reduced pressure. The crude product was purified by flash column chromatography on silica gel (CH2CI2/Me0H, 98:2) to furnish the title compound as a white solid (20 mg, 19%), m.p. 130-133 0C; umax (CHCI3)/ cm”1 3026. 2855, 1724, 1452, 1273, 1 107.

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 685115-77-9, 1-(3,5-Dichloropyridin-4-yl)piperidine-4-carboxamide.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; McDONALD, Edward; BLAGG, Julian; PICHOWICZ, Mark; CRUMPLER, Simon Ross; WO2010/41054; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 144584-32-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 144584-32-7 as follows.

Example 31 2-Chloro-3-bromo-4-(cis-4-tert-butylcyclohexylamino)pyridine 2.2 g (10 mmol) of 2,4-dichloro-3-bromopyridine, 1.86 g (12 mmol) of cis-4-tert-butylcyclohexylamine and 0.1 g ammonium chloride are warmed at 120 C. for 8 hours in 10 ml of N-methylpyrrolidone. After cooling, saturated aqueous sodium hydrogencarbonate solution is added and the reaction product extracted with ethyl acetate. Purification is carried out by column chromatography. Yield: 1.28 g (37%); RF: 0.41 (diisopropyl ether); 1 H-NMR (CDCl3) delta 7.92 (d, 1H), 6.38 (d, 1H), 5.27 (d, 1H), 3.74 (m, 1H), 1.0-2.0 (m, 9H), 0.89 (s, 9H) ppm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,144584-32-7, its application will become more common.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US5877322; (1999); A;,
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. 25813-25-6, name is 3,5-Dibromopyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3,5-Dibromopyridin-4-ol

3,5-dibromopyridin-4-ol (239) (1.00 g, 3.95 mmols) was combined with phosphoryl chloride (921.45 mul, 9.89 mmols) in a pressure stable vessel. The vessel was closed and the solution heated to 140 C under stirring for 2.5 h. Afterwards the reation vessel was cooled down to rt and the reaction solution combined with ice cold water (75 mL). The aqueous layer was extracted with EtOAc (5 x 15 mL) and the combined organic layers were dried over anhydrous magnesium sulfate. The product was dried in vacuo. Purification of the crude was performed by silica gel column chromatography (1% EtOAc/n-pentane) to obtain the product (805 mg, 2.97 mmols, 75%) as a white solid. Rf: 0.32 (5% EtOAc/PE). 1H NMR (500 MHz, CDCl3) delta = 8.63 (s, 2H). 13C NMR (126 MHz, CDCl3) delta = 150.97, 144.13, 121.93. GC-MS: tR = 4.59 min; m/z = 268.8, 270.8, 272.8, 274.8 [M ]+. HRMS (ESI): calculated for C5H3N 79Br2 35Cl: m/z = 269.83153 [M+H]+, found: m/z = 269.83155 [M+H]+. calculated for C5H3N 79Br2 37Cl: m/z = 271.82858 [M+H]+, found: m/z = 271.82878 [M+H]+. calculated for C5H3N 79Br 81Br 37Cl: m/z = 273.82653 [M+H]+, found: m/z = 273.82597 [M+H]+. calculated for C5H3N 81Br2 35Cl: m/z = 275.82449 [M+H]+, found: m/z = 275.82316 [M+H]+.

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, 25813-25-6, 3,5-Dibromopyridin-4-ol.

Reference:
Article; Robke, Lucas; Rodrigues, Tiago; Schroeder, Peter; Foley, Daniel J.; Bernardes, Goncalo J.L.; Laraia, Luca; Waldmann, Herbert; Tetrahedron; vol. 74; 35; (2018); p. 4531 – 4537;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 490-11-9, 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. 490-11-9, name is Pyridine-3,4-dicarboxylicacid. A new synthetic method of this compound is introduced below.

Pyridine-3,4-dicarboxylic acid 42.1 (20 g, 121 mmol) was dissolved in methanol (400 ml)then concentrated sulfuric acid (12.9 ml, 242 mmol) was added and the mixture was stirredat reflux for 3 days. The volatiles were removed and the liquid poured carefully into saturatedsodium carbonate. The pH was adjusted to 7 with sodium carbonate then extracted threetimes with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered andevaporated to provide compound 42.2 (15.3 g, 65%) as an oil. 1H NMR (CDCI3, 300 MHz)O 3.95 (5, 6H), 7.50 (d, 1 H), 8.83 (d, 1 H), 9.06 (5, 1H). UPLC (CSH 2-50%) 0.60(196 [M+H]).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,490-11-9, Pyridine-3,4-dicarboxylicacid, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF SHEFFIELD; RICHARDS, Gareth; SKERRY, Timothy, M.; HARRITY, Joseph, P.A.; ZIRIMWABAGABO, Jean-Olivier; TOZER, Matthew, J.; GIBSON, Karl, Richard; PORTER, Roderick, Alan; BLANEY, Paul, Matthew; GLOSSOP, Paul, Alan; (369 pag.)WO2018/211275; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem