Tag: M.W:200-300

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. 873107-98-3, name is 5-Iodo-2-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Iodo-2-(trifluoromethyl)pyridine

In a microwave vial, 3-ethylsulfanyl-2-(1 H-1 ,2,4-triazol-3-yl)-5-(trifluoromethyl)pyridine (274 mg, 1 .0 mmol) and 5-iodo-2-(trifluoromethyl)pyridine (409 mg, 1 .50 mmol) were dissolved in dry DMF (3 ml) and potassium carbonate (276 mg, 2.00 mmol) was added. The vial was closed and the mixture was heated in the microwave at 140C for 6 h. The reaction mixture was partitioned between EtOAc and brine/water (1/1 ). After washing and separation, the organic layer was washed with water/brine (1/1 ), dried over sodium sulfate and concentrated. The crude product was purified over silica by flash column chromatography (5 to 75% gradient of EtOAc in heptane). The fractions containing product were combined and concentrated. The crude product was again purified over silica by flash column chromatography (0 to 2.5% gradient of MeOH in CH2CI2) to afford the compound P1 .1 (221 mg) as a solid, mp 174.5-175.5C. LCMS (method 2): 420 (M+H)+, retention time 3.85 min. H-NMR (CDCI3, ppm) 1 .45 (3H), 3.07 (2H), 7.91 (1 H), 7.93 (1 H), 8.38 (1 H), 8.79 (1 H), 8.87 (1 H), 9.26 (1 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, 873107-98-3, 5-Iodo-2-(trifluoromethyl)pyridine.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; TITULAER, Ruud; EMERY, Daniel; EDMUNDS, Andrew; STOLLER, Andre; JUNG, Pierre Joseph Marcel; JEANGUENAT, Andre; BUCHHOLZ, Anke; (82 pag.)WO2016/12395; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1134327-98-2, 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. 1134327-98-2, name is Ethyl 7-bromoimidazo[1,2-a]pyridine-3-carboxylate. A new synthetic method of this compound is introduced below.

Ethyl 7-hromoimidazo[i,2-ajpvridine-3-carhoxylate (0.100g. 0372 mmoi),aHyipaliadium chloride dimer (2.0 mg, 5.6 imo1), ROCKPHOS (5.2 mg, 0011 mmoi)and cesium carbonate (0.182 g, 0.557 mmol) were placed in a pressure vial. The reaction mixture was degassed (3x vacuumi?Ar), then toluene (2 rnL) was added, followed by the addition of 2-(pyrrolidin-i-yi)ethanol (0064 g, 0.56 mmol), The reaction mixture was degassed again, and stirred at 120 C for 5 Ii The reaction was cooled to rLTo thereaction was added water (1 mL) and LiOl-{ (50 mg). The reaction was heated at 6() Covernight. The solvents were removed. The crude product was purified by preparativeHPLC to afford Intermediate 34 (55 mg, 54 % yield), as a white solid. MS (ESI) in/z:276.0 (M±H). ?H NMR (400MHz. DMSO-d6) d 9.17 (d, J7.5 Hz, 1H), 7.33 (d, J2.4Hz, IH), 7.07 (d, J::::i.8 Hz, IFI), 7.02 (dd, J7.6, 2.5 Hz, IFI), 4.54-4.36 (m, 21-1), 3.86-2.93 (in, 6H), 2.06 (d, J:::90 Hz, 2H), 1.95 – 1.75 (iii. 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1134327-98-2, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (2017); A1;,
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. 69045-84-7, name is 2,3-Dichloro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H2Cl2F3N

General procedure: To a stirred solution of 4a (74.5 g, 410 mmol) in DMF (450 mL) was added NaH (60% dispersion in oil, 19.7 g, 491 mmol) at 0 C and the mixture was stirred at the temperature for 30 min. Then 2,3-dichloro-5-(trifluoromethyl)pyridine (60.0 mL, 433 mmol) was added to the mixture, which was allowed to warm to room temperature, and stirred at room temperature for 1 h and at 50 C for 1 h. The reaction was quenched with sat. NH4Cl on ice-bath and extracted with EtOAc and the combined organic layer was washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residual solid was purified by silica gel chromatography (hexane-EtOAc, 9:1 to 2:1) to give a pale-yellow solid, which was recrystallized from EtOAc/hexane to give 5a (79.0 g, 53%) as white crystals.

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, 69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)pyridine.

Reference:
Article; Rikimaru, Kentaro; Wakabayashi, Takeshi; Abe, Hidenori; Tawaraishi, Taisuke; Imoto, Hiroshi; Yonemori, Jinichi; Hirose, Hideki; Murase, Katsuhito; Matsuo, Takanori; Matsumoto, Mitsuharu; Nomura, Chisako; Tsuge, Hiroko; Arimura, Naoto; Kawakami, Kazutoshi; Sakamoto, Junichi; Funami, Miyuki; Mol, Clifford D.; Snell, Gyorgy P.; Bragstad, Kenneth A.; Sang, Bi-Ching; Dougan, Douglas R.; Tanaka, Toshimasa; Katayama, Nozomi; Horiguchi, Yoshiaki; Momose, Yu; Bioorganic and Medicinal Chemistry; vol. 20; 10; (2012); p. 3332 – 3358;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 775288-71-6 ,Some common heterocyclic compound, 775288-71-6, molecular formula is C9H12N4O2, 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 mixture of 54 (305 mg , 0.96 mmol), 69 (200 mg, 0.96 mmol) and benzotriazole-l -yl- oxy-tris-(dimethylamino)- phosphonium hexafluorophosphate reagent (637 mg, 1.44 mmol) in anhydrous DMSO (10 mL) was added DIPEA (0.67 mL, 3.84 mmol). The reaction mixture was stirred at room temperature for 12 h. The progress of the reaction mass was monitored by LCMS. The reaction mixture diluted with water (100 rriL) and the resulting mixture was extracted with ethyl acetate (2 x 100 mL). The organic layer was washed with brine (100ml), dried (Na2S04), filtered, and evaporated under vacuum. The crude product was purified by column chromatography to give 40 mg of the desired product. LC-MS: m/z calcd for C23H21N7O5S, 507.52, found: 508.0 (M+H)+. *H NMR (500 MHz, DMSO-d6): deltaEta 3.55 (2H, s, NCH2CH2N), 3.7 (2H, s, NCH2CH2N), 3.75 (2H, s, NCH2CH2N), 3.8 (5H, s, NCH2CH2N & ArOCH3), 6.74 (1H, s, SCHCH), 6.98 (2H, d, J = 10 Hz, ArCH), 7.4 (2H, d, J = 10 Hz, ArCH), 7.5 (1H, d, J = 10 Hz, ArCH), 7.56 (2H, s, NH2), 8.18 (1H, d, J = 10 Hz, ArCH) and 8.26 (1H, d, J = 5 Hz, ArCH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,775288-71-6, its application will become more common.

Reference:
Patent; GE HEALTHCARE LIMITED; MEDI-PHYSICS, INC.; JONES, Clare; GLASER, Matthias Eberhard; WYNN, Duncan; NAIRNE, James; MOKKAPATI, Umamaheshwar P.; NEWINGTON, Ian, Martin; RANGASWAMY, Chitralekha; JOSE, Jinto; JOHANSSON, Saga; WO2013/90497; (2013); 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. 59782-87-5, name is 6-Chloro-5-iodonicotinic acid, molecular formula is C6H3ClINO2, 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. category: pyridine-derivatives

DMF (1.927 mL, 24.89 mmol) and SOCl2 (18.17 mL, 249 mmol) were added to a suspension of 6-chloro-5-iodo-3-pyridinecarboxylic acid (24 g, 83 mmol) in toluene (165 mL)and the RM was stirred at 80C for 1 h. The solvent was evaporated off under reduced pressure and the residue was dissolved in THF (165 mL). DIPEA (29.0 mL, 166 mmol) was added and the mixture was cooled down to -15C, treated dropwise with a solution of 4- (trifluoromethoxy)aniline (15.43 g, 87 mmol) in THF (165 mL) and was stirred at RT for 1 h. The solvent was off under reduced pressure and the residue was dissolved in TBME (500 mL), washed with IN HCl, a sat. aq. solution of NaHC03 and brine, dried over Na2S04 and the solvent was evaporated off under reduced pressure and the product was recrystallized from EtOAc / n- heptane to afford the title compound as a white solid. UPLC-MS (Condition 2) tR = 1.23 min, m/z = 440.8 [M-H]

With the rapid development of chemical substances, we look forward to future research findings about 59782-87-5.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; GROTZFELD, Robert Martin; JONES, Darryl Brynley; MANLEY, Paul; MARZINZIK, Andreas; MOUSSAOUI, Saliha; PELLE, Xavier Francois Andre; SALEM, Bahaa; SCHOEPFER, Joseph; WO2013/171641; (2013); A1;,
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.153034-86-7, name is 2-Chloro-4-iodopyridine, molecular formula is C5H3ClIN, molecular weight is 239.44, as common compound, the synthetic route is as follows.Application In Synthesis of 2-Chloro-4-iodopyridine

Method 2: Sonogashira route B Step 1 : 2-Chloro-4-phenylethvnyl-pyridine To the degassed mixture of triethylamine (375ml_) and acetonitrile (125ml_) was added 2-Chloro 4-iodopyridine (75g, 0.313mol), bis(triphenylphosphine) palladium(ll)chloride (4.4g, 2mol%) and copper iodide (0.6g, 1 mol%) sequentially. The mixture was stirred at room temperature for 3h. Phenylacetylene dissolved in acetonitrile(250 ml_) was then added dropwise to reaction mixture and it was stirred for 1 hr at room temperature. Reaction was monitored by TLC. Acetonitrile and triethylamine was removed under vacuo, and the residue was purified by column chromatography using silica with mixture of ethyl acetate and hexane solvent system to yield product (59g, 88%).1 H NMR (CDCIa): delta 8.36( d, J = 5.2 Hz, 1 H), 7.53-7.55 (m, 2H), 7.43( s, 1 H), 7.39- 7.42(m, 3H), 7.29(dd, J = 5.4 Hz, 1.2 Hz, 2H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; CEDERBAUM, Fredrik; UMARYE, Jayant; DUMEUNIER, Raphael; SONAWANE, Ravindra; WO2012/84678; (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. 873107-98-3, name is 5-Iodo-2-(trifluoromethyl)pyridine, molecular formula is C6H3F3IN, 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 5-Iodo-2-(trifluoromethyl)pyridine

Step 2: ethyl 2,2-difluoro-2-(6-(trifluoromethyl)pyridin-3-yl)acetate [0252] To a solution of 5-iodo-2-(trifluoromethyl)pyridine (14.5 g, 53.2 mmol) and ethyl 2- bromo-2,2-difluoroacetate (10.8 g, 53.2 mmol) in DMF (250mL) was added Cu powder (6.76g, 106.4mmol). The mixture was heated to 80C for 20 hours. After 20 hours, the reaction mixture was poured into a solution of dibasic potassium hydrogen phosphate, trihydrate (121 g, 532 mmol) in water (1500 mL) with vigorous stirring. The suspension was filtered and the solid was rinsed with ether. The filtrate was added to brine and extracted with ether (2x). The combined organics were washed with brine, dried over sodium sulfate, filtered, and concentrated. The concentrate was purified by column chromatography over silica gel (hexane/EtOAc=50: l) to afford the title compound as a colorless liquid (8.96g, 63%). MS (ESI) calcd for CioH8F5N02: 269.2; found: 270.3 [M+H]. 1H NMR (400 MHz, CDCls) delta 8.98 (s, 1H), 8.14 (d, J= 8.2 Hz, 1H), 7.81 (d, J= 8.2 Hz, 1H), 4.35 (q, J = 7.1 Hz, 2H), 1.34 (t, J = 7.1 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 873107-98-3.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (119 pag.)WO2015/187845; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 105752-11-2, 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. 105752-11-2, name is 3-Amino-4-iodopyridine. A new synthetic method of this compound is introduced below.

A dry, 50 mL, one neck round bottom flask was charged with freshly sublimed 3-amino-4-iodopyridine (1.17 g, 5.32 mmol, Alfa Aesar), A-Phos (565 mg, 0.80 mmol), and a stirbar in a glove box. The flask was sealed with a septa, and moved to a standard fume hood. The septa was pierced with an Ar inlet, and the solids were treated with a 0.61 M THF solution of (3,5- dimethylisoxazol-4-yl)zinc(II) iodide (3.83 g, 13.29 mmol), The reaction was stirred at RT for 48 h. The reaction was carefully poured onto an aqueous 0.54 M EDTA, pH adjusted to 7.6 with LiOH (29.5 ml, 15.95 mmol, MP Biomedicals) solution. The transfer was quantitated with dry THF (3 x 20 mL). The mixture was stirred for 1 h, and the bulk of organic solvent was removed using a rotary evaporator. The aqueous mixture was extracted with 1% l,l,l,3,3,3-hexafluoro-2-propanol in CHCI3 (4 x 60 mL) and each extract was sequentially passed through an unbuffered Varian Chem Elut (CEIOIO). The total elution volume was concentrated in vacuo. The residue was transferred to a 100 mL round bottom flask, and treated with SiliaMetS TAAcOH (0.49 mmol/g loading, 10.85 g, 5.32 mmol, Silicycle). The flask was then charged with dry THF (40 mL), and a stirbar. The flask was fitted with a reflux condenser/ Ar inlet and heated at 70 C for 1 h. The solution was cooled over a 30 minute period, and the solvent was removed in vacuo. The powder was further dried at reduced pressure overnight (final pressure = 0.10 mm Hg). The silica was loaded onto a silica gel column and the crude material was purified by silica gel chromatography (10% EtOH in DCE). The crude material was treated wtih acetone (5 mL), and stirred in an ice-water bath. The slurry was N2-pressure filtered through a glass frit (10 mL Bohdan) fitted with a 0.22 muiotaeta PTFE, 25 mm syringe filter unit (Millipore, SLFG025NK). The solids were washed with cold acetone (3 x 2 mL) and discarded. The solvent was removed under reduced pressure, and the oily residue was dried at RT and 0.1 mm Hg vacuum for 2 h to afford 4-(3,5-dimethylisoxazol-4- yl)pyridin-3-amine (1.15 g, 6.08 mmol, 114 % yield). MS (ESI, pos. ion) m/z: 190.1 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,105752-11-2, 3-Amino-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; AMGEN INC.; D’AMICO, Derin C.; HERBERICH, Bradley J.; JACKSON, Claire L.M.; PETTUS, Liping H.; TASKER, Andrew; WANG, Hui-Ling; WU, Bin; WURZ, Ryan; WO2012/148775; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 582325-22-2, 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. 582325-22-2, name is 6-(3-Fluorophenyl)nicotinic acid, molecular formula is C12H8FNO2, 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.

Example 261A (4-{[6-Fluorophenyl)-pyridine-3-carbonyl]amino}cyclohexyl)acetic acid methyl ester 6-(3-Fluorophenyl)nicotinic acid (Preparation 1 , 154mg, 0.71 mmol), 1-hydroxybenzotriazole (1 18mg, 0.771 mmol), EDC (148mg, 0.77mmol) and DIEA (0.68mL, 4.14mmol) were added to a solution of (4-aminocyclohexyl)acetic acid methyl ester hydrochloride (166mg, 0.592mmol) in DCM (3 ml) and the mixture was stirred at room temperature for 18 hours. The reaction mixture was partitioned between brine (10 ml.) and DCM 1 (OmL) and the organic phase was separated, washed with brine (5×10 ml_), dried over MgSO4 and concentrated in vacuo. The crude product was washed with acetonitrile and filtered to give 218mg of title compound as a white powder.LRMS: m/z (ES+) [M+1] 371.1H NMR(400MHz, CDCI3): delta ppm 1.18(m, 2H), 1.30(m, 2H),1/71 (m, 1 H), 1.85(m, 2H), 2.15(m, 2H), 2.25(d, 2H), 3.68(s, 3H), 3.96(m, 1 H), 5.98(d, 1 H), 7.15(m, 1 H), 7.44(m, 1 H), 7.78(m, 3H), 8.16(m, 1 H), 9.00(m, 1 H).

According to the analysis of related databases, 582325-22-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2009/153720; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55876-84-1, 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. 55876-84-1, name is Methyl 5-(bromomethyl)picolinate. A new synthetic method of this compound is introduced below.

Example 15. Synthesis of 1-546-1. Into a 50-mL round-bottom flask, was placed methyl 5-(bromomethyl)picolinate (500 mg, 2.17 mmol, 1.00 equiv), 3-bromo-5-fluorophenol (440 mg, 2.30 mmol, 1.06 equiv), CH3CN (6 mL), and potassium carbonate (900 mg, 6.52 mmol, 3.00 equiv). The resulting solution was stirred for 60 min at 85°C. The mixture was concentrated under vacuum and the residue was diluted with 20 mL of H20. The resulting solution was extracted with 3×20 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate. The solids were filtered out. The resulting mixture was concentrated under vacuum. This resulted in 0.62 g (77percent) of methyl 5-((3-bromo-5- fluorophenoxy)methyl)picolinate as a yellow solid.LC-MS: ( +

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55876-84-1, its application will become more common.

Reference:
Patent; MERIAL LIMITED; MENG, Charles, Q.; MURRAY, Clare, Louise; BLUHN-CHERTUDI, Itta; SOUKRI, Mustapha; WO2013/3505; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem