Category: pyridine-derivatives

Related Products of 628691-93-0 ,Some common heterocyclic compound, 628691-93-0, molecular formula is C6H3ClFNO2, 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.

3.72. Compound 73: (lR,2R)-N-(6-((2-Cyano-5-ethyl-3-fluoropyridin-4-yl)(methyl)amino)-l-methyl- lH-imidazo[4,5-c]pyridin-4-yl)-2-fluorocyclopropanecarboxamide 3.72.1. Step i: Carbamic acid, N-(2-chloro-3-fluoro-4-pyridinyl)-l,l-dimethylethyl ester To a mixture of 2-chloro-3-fluoronicotinic acid (3.55 g, 20.2 mmol, 1.0 eq), TEA (8.4 mL, 60.6 mmol, 3.0 eq) in a mixture of dry toluene (40 mL) and dry T^uOH (40 mL) under nitrogen, is added diphenylphosphoryl azide (DPPA) (6.51 mL, 30.1 mmol, 1.5 eq). The reaction is heated to 110C for 2 h. The reaction is diluted with water and the compound is extracted with DCM. The organic layer is dried over Na2S04, filtered and removed the solvent under vacuum. The residue is purified by silica chromatography (ethyl acetate/DCM, from 0-20% in 15CV) to give the desired product as transparent oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,628691-93-0, its application will become more common.

Reference:
Patent; GALAPAGOS NV; MENET, Christel, Jeanne, Marie; MAMMOLITI, Oscar; QUINTON, Evelyne; JOANNESSE, Caroline, Martine, Andree-Marie; DE BLIECK, Ann; BLANC, Javier; (263 pag.)WO2017/12647; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 109306-86-7, 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. 109306-86-7, name is 2-(2-Bromophenyl)pyridine, molecular formula is C11H8BrN, 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.

General procedure: 2-(2-bromophenyl)pyridine (312 muL, 1.83 mmol) was added to [IrCl(cyclooctene)2]2 (1) (400 mg, 0.446 mmol), in 10 mL of 2-ethoxyethanol. The mixture was stirred overnight at reflux (135 C.) leading a yellow suspension, which was dried under vacuum and the residue treated with 3*5 mL of diethylether to afford 581 mg of an insoluble yellow powder. HR-MS (MALDI-TOF; DMSO): m/z calcd. for [C22H14Br2IrN2] 658.9, found: 658.4. Calcd. for [C22H15BrIrN2]: 579.0, found: 579.1. Calcd. for [C22H16IrN2]. Acetylacetone (67.4 muL, 0.666 mmol) and KOH (44.0 mg, 0.666 mmol) in 2 mL of methanol was added to the yellow powder (439.5 mg, 0.317 mmol) in 15 mL of THF. The mixture was stirred at 60 C., for 90 min, in a closed system. Then, the solvent was removed under vacuum and the residue was treated with 15 mL of CH2Cl2. The resulting suspension was filtered over Celite to afford a yellow solution, which was concentrated almost to dryness under vacuum. The addition of 5 mL pentane led to a yellow solid, which was washed with 2*4 mL pentane and dried under vacuum. The solid (a mixture of compounds 5, 6, and 7) was purified by silica column chromatography using toluene-pentane-ethyl acetate (1-3-1) as eluents. Yield: 180.6 mg (42%). The desired tris-heteroleptic compound 6 is obtained with 82% selectivity. Anal. Calcd for C27H22BrIrN2O2: C, 47.79; H, 3.27; N, 4.13. Found: C, 47.78; H, 3.66; N, 4.16. Suzuki-Miyaura cross-coupling reactions were performed in toluene, at 90 C. Under these conditions, the treatment of a mixture of compounds 5, 6, and 7 with 4.0 mol of RB(OH)2 and 4.0 mol of K3PO4, in the presence of Pd(PPh3)4 (10 mol %), for 24 hr quantitatively gives the corresponding tris-heteroleptic complexes Ir(acac) {kappa2-C,N-[C6RH3-py]}{kappa2-C,N-[C6H4-py]} (R=Me (8), Ph (9)), which were isolated after column chromatography as pure yellow solids in about 75% yield (about 60% with regard to the starting dimer (1) which a person of skill would not expect, particularly for a one-pot procedure. Compounds (8) and (9) were characterized by X-ray diffraction analysis. FIG. 5 shows the geometry around the iridium is octahedral with the pyridyl groups situated mutually trans. In the perpendicular plane, the metalated carbon atoms of the phenyl groups lie trans to the acac-oxygen atoms.

According to the analysis of related databases, 109306-86-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Universal Display Corporation; Tsai, Jui-Yi; Boudreault, Pierre-Luc T.; Mora, Erik; (175 pag.)US2020/111976; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 105252-99-1, Adding some certain compound to certain chemical reactions, such as: 105252-99-1, name is 4-Amino-6-fluoropyridin-2(1H)-one,molecular formula is C5H5FN2O, 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 105252-99-1.

Step a: A suspension of 4-ammno-6-fluoropyridin-2(1H)-one (570 mg, 4.45 mmol), K2C03 (922 mg, 6.67 mmol), and Mel (278 jiL, 4.45 mmol) in EtOH (15 mL) was stirred for 15 h at 70 C. After cooling to RT, the reaction mixture was filtered and rinsed with EtOH. The filtrate was suspended in water (40 mL) and extracted with EtOAc (2 x 40 mL) and trifluoroethanol (10% in DCM, 8 x 40 mL). The combined organic extracts were dried over Mg504, filtered, and the volatiles were removed under reduced pressure. The residue was purified by silica chromatography (0 to 10% gradient of MeOH/DCM) to give 4-amino-6-fluoro- 1-methylpyridin-2(1H)-one (356 mg, 2.51 mmol) as a white solid. MS m/z 142.8 (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. 105252-99-1, 4-Amino-6-fluoropyridin-2(1H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; CHEN, Zhuoliang; FORTANET, Jorge Farcia; LAMARCHE, Matthew J.; SENDZIK, Martin; TAMEZ, JR., Victoriano; YU, Bing; (237 pag.)WO2016/203405; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113293-70-2, 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 113293-70-2 as follows.

NaH (613 mg, 15.4 mmol) was added portion wise to stirred anhydrous DMSO (10 mL). The mixture was heated to 80C until evolution of gas ceased and then cooled to 0C. A solution of (carbethoxymethyl)- triphenylphosphonium bromide (3.29 g, 7.74 mmol) in DMSO (5 mL) was then added and the mixture stirred at r.t for 30 min. The mixture was cooled to 0C and a solution of 2,6-dichloroisonicotinaldehyde (1 .35 g, 7.74 mmol) in DMSO (5 mL) was added and the mixture was stirred at r.t for 1 h. The mixture was then poured into aqueous 1 M HCI and extracted into DCM (3 x 50 mL). The organics were combined and washed with H2O (3 x 100 mL) and brine (2 x 100 mL), separated, dried (MgSO ) and concentrated. Purification by flash silica column chromatography (gradient elution /’-hex to 20% EtOAc in /-hex) gave the title compound as a yellow solid (1 .25 g, 66%). LCMS (ES+) 247 (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,113293-70-2, its application will become more common.

Reference:
Patent; CHDI FOUNDATION, INC.; LUCKHURST, Christopher A.; HAUGHAN, Alan F.; BRECCIA, Perla; STOTT, Andrew J.; BURLI, Roland W.; HUGHES, Samantha J.; MUNOZ-SANJUAN, Ignacio; DOMINGUEZ, Celia; MANGETTE, John E.; WO2012/103008; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 887707-23-5 ,Some common heterocyclic compound, 887707-23-5, molecular formula is C6H3F3INO, 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 B. 2-chloro-5-iodo-3-(trifluoromethyl)Dyridine A suspension of 5-iodo-3-(trifluoromethyl)pyridin-2-ol (3.0 g, 10.4 mmol) in POCI3 (8 mL) was heated at 100 C overnight. After cooling down to room temperature, the mixture was poured into ice (50 g). The resulting aqueous layer was neutralized by Na2C03 and extracted with ethyl acetate (70 mL x 2). The extracts were combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using petroleum ether:EtOAc (100: 1-4: 1) as eluting solvents to afford 2- chloro-5-iodo-3-(trifluoromethyl)pyridine as a white solid (2.0 g, 63%). 1H NMR (500 MHz, CDCls) delta (ppm) 8.78 (d, J = 2.0 Hz, 1H), 8.28 (d, J = 2.0 Hz, 1H).

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. 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BEAUFOUR IPSEN TIANJIN PHARMACEUTICAL CO., LTD; AUVIN, Serge; LANCO, Christophe; CHAO, Qi; GU, Kaichun; WO2015/100613; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 53636-70-7, 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 53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

In a 100 ml round-bottomed flask 6-methyl-2,3-pyridinedicarboxylic acid (10 g, 55.2 mmol) and acetic anhydride (26 ml, 276 mmol) were added and heated at 100 C under nitrogen for 5 hours. After this time the volatiles were removed under vacuum to give the title compound D34 (8.2 g) as a slightly brown solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.41 (d, 1 H), 7.82 (d, 1 H), 2.73 (s, 3 H).

According to the analysis of related databases, 53636-70-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; DI FABIO, Romano; WO2012/89606; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1221171-70-5, 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. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, 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 2-chloro-6-(trifluoromethoxy)pyridine (5.0 g, 25.3 mmol, 1.0 equiv) in MeOH (120 mL) was added Pd(dppf)Cl2 (930 mg, 1.27 mmol, 0.05 equiv). The mixture was stirred at l00C under hydrogen atmosphere (50 Psi) for 48 hours. The reaction mixture was cooled to 20C and concentrated in vacuo. The residue was purified by silica gel chromatography (PE/EA = 10/1) to afford the title compound methyl 6- (trifluoromethoxy)picolinate as yellow oil (3.85 g, 68% yield). LC-MS: m/z 222.0 (M+H) +

According to the analysis of related databases, 1221171-70-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ANNAPURNA BIO, INC.; TANG, Haifeng; HANSON, Michael; BOYCE, Sarah; NIE, Zhe; (461 pag.)WO2020/73011; (2020); 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. 17117-13-4, name is 2-Bromo-4-ethoxypyridine, molecular formula is C7H8BrNO, 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. Application In Synthesis of 2-Bromo-4-ethoxypyridine

7.05.01. 2-(3, 5-Bis-(4-fluoro-phenyl)-(l, 2, 4) triazol-l-yl)-l-(4-(4-ethoxy-pyridin-2-yl)- piperazin- 1 -yl)-ethanone 17 mg BINAP and 24 mg tris-(dibenzylidenacetone)palladium(0) were added to 255 mg casiumcarbonate, 65 mg 2-brom-4-ethoxy-pyridine and 100 mg 2-(3, 5-Bis-(4-fluoro-phenyl)-(l, 2, 4) triazol-l-yl)-l-piperazin-l-yl-ethanone in 10 mL toluole under nitrogen atmosphere. The reaction was refluxed for 4 days. The mixture was filtered and the filtrate was evaporated. The residue was purified by HPLC. Rt: 1.22 min (method B), (M+H)+: 505

With the rapid development of chemical substances, we look forward to future research findings about 17117-13-4.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WO2013/107761; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1186608-73-0, 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-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, 1186608-73-0, blongs to pyridine-derivatives compound. name: 3-Methyl-1H-pyrazolo[3,4-b]pyridin-5-amine

3-Methyl-lH-pyrazolo[3,4-b]pyridin-5-amine (0.100 g, 0.675 mmol, Example4, Step B), 2,6-difluoro-3-(3-fluoropropylsulfonamido)benzoic acid (0.211 g, 0.709 mmol), EDCI (0.136 g, 0.709 mmol) and HOBt (0.091 g, 0.675 mmol) were dissolved in DMF (1.9 mL) and stirred at room temperature for 16 hours. The reaction mixture was purified by reverse phase HPLC to give 2,6-difluoro-3 -(3 -fluoropropylsulfonamido)-N-(3 -methyl- IH- pyrazolo[3,4-b]pyridin-5-yl)benzamide (0.085 g, 29%) as a solid. 1H NMR (400 MHz, d6- DMSO) delta 13.22 (s, IH), 11.05 (s, IH), 9.93 (br s, IH), 8.60-8.59 (m, IH), 8.55-8.54 (m, IH), 7.59-7.53 (m, IH), 7.30-7.25 (m, IH), 4.62 (t, IH), 4.50 (t, IH), 3.26-3.23 (m, 2H), 2.20-2.07 (m, 2H); m/z (ES-MS) 428.1 (100.0%) [M+l].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1186608-73-0, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; AHRENDT, Kateri A.; BUCKMELTER, Alexandre J.; DE MEESE, Jason; GRINA, Jonas; HANSEN, Joshua D.; LAIRD, Ellen R.; LUNGHOFER, Paul; MORENO, David; NEWHOUSE, Brad; REN, Li; SEO, Jeongbeob; TIAN, Hongqi; WENGLOWSKY, Steven Mark; FENG, Bainian; GUNZNER, Janet; MALESKY, Kim; MATHIEU, Simon; RUDOLPH, Joachim; WEN, Zhaoyang; YOUNG, Wendy B.; WO2009/111279; (2009); 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 98197-88-7, name is 2-(Hydroxymethyl)-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To cooled solution of oxalyl chloride (0.533 g, 4.18 mmol) in DCM (2mL) at -78 C. under nitrogen was added dimethyl sulfoxide (0.593 mL, 8.37 mmol) dropwise. After 30 minutes (4-nitro-pyridin-2-yl)-methanol (17)(0.129, 0.837 mmol) in DCM (2 mL) was added dropwise maintaining temperature at -78 C. After 2 hours the mixture was warmed to -55 C. Triethylamine (1.74 mL, 12.55 mmol) was then added and the mixture allowed to warm to room temperature over 2 hours. Brine (10 mL) was then added and the mixture extracted with DCM (4*10 mL). The combined organics were then dried over MgSO4 and concentrated in vacuo to an oil. The material was used directly without need for purification assuming quantitative conversion.

With the rapid development of chemical substances, we look forward to future research findings about 98197-88-7.

Reference:
Patent; KuDOS Pharmaceuticals Limited; US2007/93489; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem