Day: March 16, 2022

Related Products of 13958-93-5, 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.13958-93-5, name is 3,5-Dichloroisonicotinic acid, molecular formula is C6H3Cl2NO2, molecular weight is 192, as common compound, the synthetic route is as follows.

Preparation of (3,5-dichloro-pyridin-4-yl)-(3-hydroxymethyl-piperidin-1-yl)-methanone: To a suspension of 3,5-dichloroisonicotinic acid (250 mg, 1.30 mmol) in CH2Cl2 (6.5 mL) was added DMF (cat.) and oxalyl chloride (0.45 mL, 5.2 mmol), and the mixture was stirred at room temperature for 2 h then concentrated in vacuo. To the residue was added THF (2 mL), Et3N (0.27 mL, 1.9 mmol), and a solution of 3-piperidinemethanol (150 mg, 1.30 mmol) in THF (4.5 mL), and the mixture was stirred at room temperature for 21 h. The mixture was diluted with CH2Cl2 (50 mL) and brine (30 mL) and the phases were separated. The organic layer was washed with brine (2*50 mL) and saturated NaHCO3 (2*50 mL). The organic layer was dried (MgSO4), filtered, concentrated, and dried in vacuo to afford a crude oil. Purification of the crude material by column chromatography on silica gel (100:5:1 CH2Cl2/MeOH/NH4OH) gave a yellow oil (mixture of isomers) (147 mg, 39%). 1H NMR (CDCl3) delta 1.28-1.96 (m, 4H), 2.89-3.26 (m, 3H), 3.35-3.45 (m, 1H), 3.50-3.72 (m, 2H), 4.29-4.56 (m, 1H), 8.54 (m, 2H).

Statistics shows that 13958-93-5 is playing an increasingly important role. we look forward to future research findings about 3,5-Dichloroisonicotinic acid.

Reference:
Patent; Bridger, Gary; Kaller, Al; Harwig, Curtis; Skerlj, Renato; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher D.; Di Fluri, Maria R.; US2004/19058; (2004); 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. 80862-08-4, name is 6-Methoxy-1H-pyrrolo[3,2-c]pyridine, molecular formula is C8H8N2O, 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. Safety of 6-Methoxy-1H-pyrrolo[3,2-c]pyridine

Allylpalladium(ll) chloride dimer (558 mg, 1.52 mmol) and triphenylphosphine (1.75 g, 6.68 mmol) were dissolved in dry DMF (210 ml) and stirred at room temperature for 30 min. Carbonic acid cyclohex-2-enyl ester methyl ester (9.47 g, 60.74 mmol) was added and the mixture stirred for additional 30 min. 6-Methoxy-1 H-pyrrolo[3,2- c]pyridine (4.5 g, 30.37 mmol) and cesium carbonate (19.79 g, 60.74 mmol) were added, and the reaction mixture was stirred at room temperature for 16 h. Then the mixture was partitioned between water and EA, the aqueous phase extracted with EA and the combined organic phases dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (EA/HEP) to give 5.6 g of the title compound. LC/MS (method LC4): m/z = 229

With the rapid development of chemical substances, we look forward to future research findings about 80862-08-4.

Reference:
Patent; SANOFI-AVENTIS; WO2009/95162; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884494-35-3, 2-Chloro-5-fluoropyridin-3-ol, 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, Safety of 2-Chloro-5-fluoropyridin-3-ol, blongs to pyridine-derivatives compound. Safety of 2-Chloro-5-fluoropyridin-3-ol

Example 319Synthesis of (1R,2S)-2-{{[(2,4-dimethylpyrimidin-5-yl)oxy]methyl}}-N-(5-fluoro-3-hydroxypyridin-2-yl)-2-(3-fluorophenyl)cyclopropanecarboxamide (319)(1) 2-chloro-5-fluoro-3-(methoxymethoxy)pyridine (319-1)A DMF (10 ml) solution of 2-chloro-5-fluoro-3-hydroxypyridine (500 mg) was cooled to 0 C. Sodium hydroxide (60% oil dispersion: 149 mg) was added to the reaction solution, and the obtained mixture was stirred at 0 C. for 15 minutes. Chloromethyl methyl ether (293 ul) was added to the reaction solution at the same temperature as described above, and the obtained mixture was heated to room temperature and stirred for 1 hour. Diethyl ether and water were added to the reaction solution, and the organic layer was successively washed with water and a saturated sodium chloride aqueous solution. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=19:1 to 7:3), so as to obtain the title compound (598 mg).1H-NMR (400 MHz, CDCl3) delta (ppm): 3.52 (s, 3H), 5.28 (s, 2H), 7.32 (dd, J=9.2, 2.8 Hz, 1H), 7.95 (dd, J=2.8, 0.8 Hz, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-35-3, 2-Chloro-5-fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2012/95031; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89415-54-3, 5-Bromo-N2-methylpyridine-2,3-diamine, 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, Quality Control of 5-Bromo-N2-methylpyridine-2,3-diamine, blongs to pyridine-derivatives compound. Quality Control of 5-Bromo-N2-methylpyridine-2,3-diamine

A solution of 5-bromo-N*2*-methyl-pyridine-2,3-diamine (Stage 67,1.4, 2 09 g 10 34 mrnol) and dichloromethylene-dimethyliminium chloride (Aldrich, Buchs, Switzerland 5 04 g, 31 0 mmol) in NMP (60 ml) was stirred for 17 h at rt The reaction mixture was quenched with saturated aqueous NaHCO3 and EtOAc The aqueous layer was extracted with EtOAc and the combined organic layers washed with saturated aqueous NaHCO3 and with brine, then dned over Na2SO4, filtered and evaporated The crude product was dry loaded on silica gel and pu?fied by MPLC (DCM/MeOH 0% ? 5%) to give the title compound as a red solid (HPLC t« 2 13 mm (Method A). M+H – 255, 257 MS-ES)

The synthetic route of 89415-54-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; FURET, Pascal; KALTHOFF, Frank Stephan; MAH, Robert; RAGOT, Christian; STAUFFER, Frederic; WO2010/139731; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1256810-26-0, 6-Bromo-3-methoxypicolinic 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, Safety of 6-Bromo-3-methoxypicolinic acid, blongs to pyridine-derivatives compound. Safety of 6-Bromo-3-methoxypicolinic acid

To a solution of (IS, 2S)- 1 -A?-(6-fluoro- 1 ,3-benzothiazol -2-yl)cyclopentane- 1 ,2-di amine hydrochloride (Intermediate 1; 343 mg, 1.19 mmol) in dry DCM (4 ml) and THF (2 ml) was added 6-bromo-3-methoxypyridine-2-carboxylic acid (CAS number 1256810-26-0; (0506) 349 mg, 1.50 mmol), HATU (680 mg, 1 .79 mmol) and tri ethyl amine (498 mu, 3.58 mmol) The reaction mixture was stirred at room temperature for 72 hours then partitioned between DCM and a saturated solution of sodium bicarbonate. The organics were filtered through a hydrophobic frit and concentrated in vacuo. The caide material was purified by column chromatography (silica, 0 – 100 % ethyl acetate / petrol then 0 – 30 % methanol / ethyl acetate) and then further purified by column chromatography (silica, 0 – 100 % ethyl acetate / petrol then 0 – 30 % methanol / ethyl acetate) to afford the title compound. (0507) 1H NMR (DMSO-t) delta ppm 1.50-1.72 (m, 2 H), 1.69-1.78 (m, 2 H), 2,05-2, 18 (m, 2 H), 3.72 (s, 3 H), 4.14-4.25 (m, 2 H), 6.99-7.08 (m, 1 H), 7.29-7.34 (m, 1 H), 7.50-7.69 (m, 3 H), 8, 13-8,21 (m, 1 H), 8,54-8,62 (m, 1 H) (0508) MS ES+: 466 / 468

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1256810-26-0, 6-Bromo-3-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; TAKEDA CAMBRIDGE LIMITED; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FIELDHOUSE, Charlotte; GLEN, Angela; FUJIMOTO, Tatsuhiko; ROBINSON, John Stephen; WO2015/124934; (2015); 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.57883-25-7, name is 3-Bromo-2-ethoxypyridine, molecular formula is C7H8BrNO, molecular weight is 202.05, as common compound, the synthetic route is as follows.name: 3-Bromo-2-ethoxypyridine

To a solution of 3-bromo-2-ethoxy-pyridine (350 mg, 1.7 mmol) in NMP (2 mL) was added Zn(CN)2 (244 mg, 2.1 mmol) and Pd(dppf)Cl2 (127 mg, 0.17 mmol). The mixture was degassed with lh and heated at 140C under microwave irradiation for 1 hour. The mixture was cooled to room temperature and filtered through celite. The filtered cake was washed with ethyl acetate (30 mL). The filtrate was washed with water (20 mL c 2) and brine (20 mL), dried over Na2S04, filtered and concentrated. The residue was purified by flash chromatography on silica gel (0%~20% ethyl acetate in petroleum ether) to give 2-ethoxynicotinonitrile.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,57883-25-7, 3-Bromo-2-ethoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; JUHL, Karsten; MARIGO, Mauro; VITAL, Paulo, Jorge, Vieira; JESSING, Mikkel; LANGGARD, Morten; RASMUSSEN, Lars, Kyhn; CLEMENTSON, Carl, Martin, Sebastian; (275 pag.)WO2019/115566; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 89364-04-5, 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.89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.9935, as common compound, the synthetic route is as follows.

Add 200 mL of dioxane to a 500 mL single-necked flask equipped with magnetic stirring at room temperature.Intermediate M99.1g (43.86 mmol, 1 eq),3-bromo-4-nitropyridine 13.2 g (65·81 mmol, 1.5 eq),Potassium carbonate aqueous solution (carbonPotassium acid 18.19g,131.61 mmol, 3 eq,Water 65.8mL, 2M),Tetrakistriphenylphosphine palladium 1 · 52g (1 · 32mmol, 0 · 03eq),Turn on the agitation,Replace the nitrogen 3 times,Warm up to 100C,Reaction overnightThe reaction solution was cooled to room temperature.Extracted with ethyl acetate,Take the upper layer,The reaction solution was sprinkled,Column chromatography separation (eluent: PE: DCM = 2:1),Get a crude product,Boiled with n-hexane,Obtained 16g of a yellow solid.The yield is 58.35%

Statistics shows that 89364-04-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-4-nitropyridine.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Gao Wenzheng; Du Qian; Ren Xueyan; (33 pag.)CN110294760; (2019); A;,
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. 1254473-66-9, name is 1-(3,5-Dichloropyridin-4-yl)ethanol, molecular formula is C7H7Cl2NO, 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

S)- 1 -(3,5-Dichloropyridin-4-yl)ethanol Separate the mixture of stereoisomers obtained in the above reaction on a CHIRALPAK AD-H column eluting with 90% heptanes/ 10% ethanol. Peak 2 is the desired enantiomer. To establish the absolute configuration dissolve a sample of the product in CDCI3 (final concentration 100 mg/mL). Obtain the vibrational circular dichroism (VCD) and infra red (IR) spectra with a resolution of 4 cm- 1 using a ChiralIR FT VCD spectrometer (BioTools Inc ) with an IR cell equipped with BaF2 windows and a path length of 100 mm. Collect the VCD and IR for 6 hours with 150 muL of the sample. Present the data without smoothing or further data processing. Obtain vibrational frequencies and absorption and VCD intensities by optimizing the lowest energy conformer by Gaussian at the B3PW91/6-3 IG** level on a Linux cluster, and simulate the corresponding spectra using a Lorentzian bandwidth of 6 cm- 1 vibrational circular dichroism. The above analysis shows the product to be the S- isomer. Yield: 84.37 g (27%). MS (ES) m/z 192 [MH-I]+.

With the rapid development of chemical substances, we look forward to future research findings about 1254473-66-9.

Reference:
Patent; ELI LILLY AND COMPANY; CHEN, Daohong; LI, Hong-Yu; ZHAO, Genshi; WO2010/129509; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 131747-55-2, 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.131747-55-2, name is 2-Fluoro-3-(hydroxymethyl)pyridine, molecular formula is C6H6FNO, molecular weight is 127.12, as common compound, the synthetic route is as follows.

The crude (2-fluoropyridin-3-yl)methanol was dissolved in dichloromethane (30 mL) at 00C under nitrogen. Phosphorus tribromide (4.2 mL, 42 mmol) was added dropwise. The resulting mixture was stirred at room temperature overnight. The reaction was quenched by addition of 10% NaHCO3 solution (5 mL). After 10 minutes, Na2SO4 (30 g) was added. The solvent was filtered and evaporated to provide 3-(bromomethyl)-2-fluoropyridine, which was used without further purification.

Statistics shows that 131747-55-2 is playing an increasingly important role. we look forward to future research findings about 2-Fluoro-3-(hydroxymethyl)pyridine.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-77-2, 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. 128071-77-2, name is 4-Bromo-2-fluoronicotinaldehyde. A new synthetic method of this compound is introduced below.

A mixture of 4-bromo-2-fluoropyridine-3-carbaldehyde (101 mg, 0.5 mmol), 4-(tributylstannyl)-1-(triphenylmethyl)-1H-imidazole (Intermediate A, 450 mg, 0.75 mmol) and PdAMPHOS (35 mg, 0.05 mmol) in acetonitrile (3 mL) was stirred at 100 C. for 5 h under N2 atmosphere. Then the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate (50 mL*2). The organic phases were combined, washed with brine, and dried over Na2SO4. The solvent was removed under reduced pressure and the residue was purified by flash chromatography eluting with ethyl acetate in hexane (10% to 30% gradient) to yield 2-fluoro-4-[1-(triphenylmethyl)-1H-imidazol-4-yl]pyridine-3-carbaldehyde (70 mg, 33%) as light yellow oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-77-2, 4-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Merck Patent GmbH; SHERER, Brian A.; (167 pag.)US2016/75711; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem