Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde, 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, Computed Properties of C6H3ClFNO, blongs to pyridine-derivatives compound. Computed Properties of C6H3ClFNO

To a suspension of methyltriphenylphosphonium bromide (0.68 g, 1.92 mmol) in anhydrous THF (20 ml), n-BuLi (1.06 ml of a 1.6 M solution in Cy, 1.69 mmol) was added under nitrogen at -78 C. The cold bath was then removed and the reaction was allowed to reach room temperature and stirred for 1 h. To the resulting suspension at 0 C., a solution of 2-chloro-5-fluoro-3-pyridinecarbaldehyde (0.18 g, 1.13 mmol) dissolved in THF (10 ml) was slowly added. Stirring was maintained at room temperature for 4 h. The reaction was quenched with water (8 ml), the two phases were separated and the aqueous layer back-extracted with DCM. The organic phase was dried (Na2SO4) and the solvent was removed under reduced pressure. Purification by flash chromatography on silica gel (Cy/EtOAc 95/5) gave the title compound D41 (0.05 g, 0.27 mmol, 24% yield).UPLC: rt=0.70 min, peaks observed: 158 (M+1, 100%) and 160 (M+1, 33%). C7H5ClFN requires 157. 1H NMR (400 MHz, CDCl3) delta (ppm): 8.20 (d, 1H), 7.62 (dd, 1H), 7.01 (ddd, 1H), 5.83 (d, 1H), 5.59 (d, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,851484-95-2, 2-Chloro-5-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ALVARO, GIUSEPPE; AMANTINI, DAVID; BELVEDERE, SANDRO; US2009/22670; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 86604-78-6, Adding some certain compound to certain chemical reactions, such as: 86604-78-6, name is 3,5-Dimethyl-4-methoxy-2-pyridinemethanol,molecular formula is C9H13NO2, 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 86604-78-6.

Example 21: Synthesis of 1- [4- (2, 3-dihydrobenzofuran-7-yl) -2-hydroxy-4-methyl-2- TRIFLUOROMETHYLPENTYL]-2-HYDROXYMETHYL-3, 5-DIMETHYL-LH-PYRIDIN-4-ONE A mixture of (4-methoxy-3, 5-DIMETHYLPYRIDIN-2-YL) methanol (1.0 g) and anhydrous lithium chloride (0.76 mg) in dimethylformamide (10 mL) was heated at reflux for 43 hours. Sodium hydroxide solution (10% w/v, 30 ML) was then added and the resulting solution was extracted twice with diethyl ether. The aqueous phase was neutralized with 1N HC1 (21 mL) and the volatiles were removed in vacuo. The resulting solid was purified by column chromatography with silica gel (eluted with 10% methanol-methylene chloride). Product-rich fractions were combined, concentrated IN VACUO, and triturated with chloroform-acetonitrile (4: 1) to afford the product, 2-hydroxymethyl-3,5-dimethylpyridin-4-ol, as a white solid (0.78 g). To a suspension OF 7- [1, 1-DIMETHYL-2- (2-TRIFLUOROMETHYLOXIRANYL) ETHYL]-2, 3-dihydrobenzofuran (30.0 mg) and 2-hydroxymethyl-3, 5-dimethylpyridin-4-ol (32.2 mg) in anhydrous ethanol (0.25 mL) was added sodium ethoxide (21 wt. % solution in ethanol, 39.0 PL). After heating at 85C for 18 hours, the reaction mixture was diluted with ethyl acetate, dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was purified by column chromatography with silica gel (eluted with 4% to 7% methanol-methylene chloride) to give the title compound as a white solid (10.4 mg), m. p. 160C-162C.

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. 86604-78-6, 3,5-Dimethyl-4-methoxy-2-pyridinemethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2004/63163; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 18699-87-1 ,Some common heterocyclic compound, 18699-87-1, molecular formula is C6H6N2O2, 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.

Preparation 2. l-allyl-2,3-dimemyl-lNo.-pyrrolo[2,3-c]pyridin-7-carbaldehyde; Step 1: 2-formyl-3-nitropyridine; A solution of 2-methyl-3-nitropyridine (10.16 g, 72.46 mmol) prepared in Step 1 ofPreparation 1 and selenium dioxide (8.84 g, 79.71 mmol) in 1,4-dioxane (80 ml) wasrefluxed for 2 days. The reaction mixture was cooled to room temperature and thenfiltered. The filtrate was concentrated under reduced pressure. The resulting residuewas purified with silica gel column chromatography (ethyl acetate/n-hexane=l/2, v/v)to give 12.8 g of the titled compound as red oil.lH-NMR(400MHz, CDCy 5 10.27(s, 1H), 9.00(d, 1H), 8.28(t, 1H), 7.76(d, 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. 18699-87-1, 2-Methyl-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; YUHAN CORPORATION; JANG, Sun-Young; WO2006/25717; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 129432-25-3, 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 129432-25-3, name is 2,6-Dichloro-4-methylpyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows.

a 5-Bromo-2-chloro-N-(2,6-dichloro-4-methyl-3-pyridinyl)-3-pyridinecarboxamide 3-Amino-2,6-dichloro-4-methylpyridine (0.51 g, 2.85 mmol) was dissolved in toluene (35 mL) and pyridine (0.27 mL, 3.28 mmol) was added. 5-Bromo-2-chloro-3-pyridinecarbonyl chloride (0.80 g, 3.14 mmol) was then added dropwise over 30 min. The resulting mixture was stirred at room temperature for 1 h, diluted with water and extracted with toluene (2*). The combined organic extracts were dried (MgSO4), filtered and concentrated under reduced pressure. The resulting thick oil was triturated with CH2Cl2, and the white solid collected via suction filtration to give the title compound (0.41 g, 36% yield).

According to the analysis of related databases, 129432-25-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Simoneau, Bruno; US2002/28807; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 582303-10-4, 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.582303-10-4, name is (2,6-Dimethylpyridin-3-yl)methanol, molecular formula is C8H11NO, molecular weight is 137.179, as common compound, the synthetic route is as follows.

The solution of compound (2,6-dimethylpyridin-3-yl)methanol (0.76 g, 5.6 mmol) in SOCh (5 mL)5 was stirred at room temperature for 1 hour and then concentrated to give the crude product 3 which wasused for next step directly without further purification. LCMS (ESI) m/z = 156.1 (M+Ht.

The chemical industry reduces the impact on the environment during synthesis 582303-10-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; MCCOMAS, Casey C.; REGER, Thomas S.; QI, Changhe; WO2014/139150; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 503000-87-1, 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. 503000-87-1, name is 2-Chloro-6-methoxynicotinic acid, molecular formula is C7H6ClNO3, 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.

Into a 50-mL round-bottom flask was placed 2-chloro-6-methoxypyridine-3-carboxylic acid (900 mg, 4.80 mmol), dichloromethane (10 mL), Nu,Nu-dimethylformamide (~15 muL) and thionyl chloride (2 mL, 24.0 mmol). The resulting solution was stirred for 2.5 hr at 40 C in an oil bath. The resulting mixture was concentrated under vacuum. This was followed by the addition of methanol (10 mL) dropwise with stirring at 0 C. The resulting solution was stirred for 1 hr at room temperature and the resulting mixture was concentrated under vacuum. The residue was purified on a silica gel column with ethyl acetate/petroleum ether (1/19). This resulted in 720 mg (74%) of methyl 2-chloro-6-methoxypyridine-3-carboxylate as a colorless oil.

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 503000-87-1, 2-Chloro-6-methoxynicotinic acid.

Reference:
Patent; INCEPTION 1, INC.; JACINTHO, Jason, Duarte; CLARK, Ryan, Christopher; SHENG, Tao; OBALLA, Renata, Marcella; STOCK, Nicholas, Simon; ROPPE, Jeffrey, Roger; (161 pag.)WO2017/192304; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 129768-95-2, (4-Methylpyridin-2-yl)methanamine, 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, HPLC of Formula: C7H10N2, blongs to pyridine-derivatives compound. HPLC of Formula: C7H10N2

4-methyl-2-(pyrrolidin-2-one-1-yl)methyl pyridine g 3.66 (0.03 moles) of 4-methyl-2-aminomethyl pyridine were dissolved in 60 ml of dry CHCl3, ml 16.8 of triethylamine were added and the resulting solution was cooled at -20 C. g 4 (0.036 moles) of 4-chlorobutyrroylchloride were then dropped in, on stirring and cooling, at such a rate to keep the temperature at -20 C. The reaction was completed by stirring at room temperature for 2 hours, TLC CHCl3 /MeOH/NH3; 94.5/5/0.5. The reaction mixture was poured in 40 ml of 20% Na2 CO3; the organic layer was separated and the aqueous layer was extracted twice with CH2 Cl2. The collected organic phases were dried on Na2 SO4, filtered and evaporated i.v. The crude oil obtained was dissolved in 300 ml THF dry and under nitrogen atmosphere, at 0 C., g 1.3 of NaH 80% and ml 1 of HMPT were added.

The synthetic route of 129768-95-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. L. Zambeletti SpA; US5089507; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 114780-06-2, 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. 114780-06-2, name is 4-Chloro-N,N-dimethylpicolinamide, molecular formula is C8H9ClN2O, 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.

Step 2.Synthesis of 4-(4-Amino-3-nitro-phenoxy)-pyridine-2-carboxylic acid dimethylamide: A mixture containing 4-amino-3-nitrophenol (1 eq) and potassium bis(trimethylsilyl)amide (2 eq) was stirred in dimethylformamide for 2 hours at room temperature.To this mixture was added 4-Chloro-pyridine-2-carboxylic acid dimethylamide (1 eq) and potassium carbonate (1.2 eq) and then it was stirred at 90 C. for 3 days.The reaction mixture was then concentrated before partitioning between ethyl acetate and water.The organic layer was separated, washed with brine, dried, filtered and concentrated in vacuum to give brown solid.Purification by flash chromatography with ethyl acetate and hexane (1:1) gave the desired product as a yellow syrup. HPLC, 1.69 min; MS: MH+=303.1.

According to the analysis of related databases, 114780-06-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amiri, Payman; Fantl, Wendy; Levine, Barry Haskell; Poon, Daniel J.; Ramurthy, Savithri; Renhowe, Paul A.; Subramanian, Sharadha; Sung, Leonard; US2004/122237; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10273-89-9, 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 10273-89-9, name is 2-(o-tolyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Unless otherwise stated, in an Argon filled glove-box a crimp-cap microwave vial equipped with a magnetic stirring bar was charged with the appropriate cyclometalated Ru(ll)-catalyst (like Ru1-Ru46, from 3 mol % to 10 mol %), KOAc (5.9 mg, 0.06 mmol, 30 mol %), K2CO3 (2.0 – 4.0 equiv.), the appropriate DG-containing arene (like N1-N12, 0.20 mmol, 1.0 equiv.), the appropriate (hetero)aryl (pseudo)halide (like X1-X42, 0.2 mmol, 1.0 equiv) and /V-methyl-2- pyrrolidone (NMP) (200 pL, 1 M). The vial was capped and stirred at 35 C for 24 hours. Upon completion, the crude mixture was loaded on a silica gel column and purified by flash chromatography

According to the analysis of related databases, 10273-89-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE UNIVERSITY OF MANCHESTER; LARROSA, Igor; SIMONETTI, Marco; CANNAS, Diego Maria; (94 pag.)WO2019/215426; (2019); A1;,
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. 5006-66-6, name is 6-Oxo-1,6-dihydropyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Formula: C6H5NO3

To a stirred solution of 6-hydroxynicotinic acid (10 g, 72 mmol) in absolute ethanol (500 mL) was added sulfuric acid (4 mL) at room temperature. The mixture was heated to reflux for 48 h. After cooling down to room temperature, water (50 mL) was added and the reaction mixture was neutralised to pH= 6-7 by portionwise addition of sodiumhydrogen carbonate (caution: gas evolution). The mixture was evaporated under reduced pressure (most of ethanol was removed), and the residue was extracted with ethyl acetate (3 × 50 mL). The combined organic extracts were washed with brine, dried over Na2SO4 and evaporated under reduced pressure leading to the pure ethyl 6-hydroxynicotinate[30] (10 g, 86percent). 1H NMR (400 MHz, CDCl3): delta 13.07 (s,1H), 8.14 (s, 1H), 7.94 (d, 1H, J = 9.9 Hz), 6.51 (d, 1H, J = 9.4 Hz),4.25 (q, 2H, J =7.1 Hz), 1.29 ppm.To a stirred solution of lithium aluminium hydride (1.4 g, 37 mmol,1.2 equiv.) in anhydrous THF (20 mL) at room temperature was added dropwise over 1 h a solution of ethyl 6-hydroxynicotinate (5.1 g,31 mmol) in anhydrous THF (150 mL) at the same temperature. The mixture was stirred at room temperature for 2 h and then heated toreflux for 30 min. The reaction mixture was cooled down to 0 °C andquenched with ethyl acetate (12 mL) and water (6 mL). The solventswere removed and the residue was taken up in refluxing ethanol(200 mL). The solution was filtered through Celite® and ethanol was evaporated under reduced pressure. The crude material was purified bycolumn chromatography on silica gel with ethyl acetate/methanol(75:25) as eluent to afford the pure title compound 12 (2.3 g, 60percent).

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, 5006-66-6, 6-Oxo-1,6-dihydropyridine-3-carboxylic acid.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem