Day: September 15, 2021

Application of 128071-98-7, 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 128071-98-7 as follows.

Intermediate E-XI (4-Bromo-pyridin-2-vD-hvdrazine A flask was charged with a stir bar, 4-bromo-2-fluoro-pyridine (2.00 g), and hydrazine hydrate (5.5 mL). The resulting mixture was vigorously stirred at room temperature overnight. Then, 4 M aqueous NaOH solution (5 mL) and water (10 mL) were added and the mixture was vigorously stirred for another 10 min. The precipitate was separated by filtration, washed with water, and dried at 50 0C. The title compound was isolated as a colorless solid. Yield: 1.57 g (74% of theory).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,128071-98-7, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; HIMMELSBACH, Frank; WO2010/89303; (2010); 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.103999-77-5, name is 2,5-Dichloro-3-fluoropyridine, molecular formula is C5H2Cl2FN, molecular weight is 165.98, as common compound, the synthetic route is as follows.Product Details of 103999-77-5

(c) 5-chloro-2,3-difluoropyridine A suspension of 64.6 g (1.1 mol) of potassium fluoride and 11.25 g (0.075 mol) of cesium-fluoride in 240 ml of sulfolane (1,1-dioxo-tetrahydrothiophene) is heated to 140 C. By reducing the pressure 50 ml of sulfolane are distilled off. To the suspension a solution of 61.4 g (0.37 mol) of 2,5-dichloro-3-fluoropyridine in 20 ml of sulfolane is added. The reaction-mixture is then stirred for 35 hours at a temperature of 140, cooled and poured into ice/water. The organic material is extracted with ether. The ethereal layer is washed with water dried over magnesium sulfate, filtered and evaporated to yield 48.7 g of a colourless oil (88% of the theory) which boils at 65-66 at 133 mbar.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,103999-77-5, 2,5-Dichloro-3-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Ciba Geigy Corporation; US4713109; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 59237-53-5, Adding some certain compound to certain chemical reactions, such as: 59237-53-5, name is Methyl 6-chloro-5-nitronicotinate,molecular formula is C7H5ClN2O4, 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 59237-53-5.

A suspension of methyl beta-chloro-S-nitronicotinate (1 eq), iron powder (5.2 eq), and NH4Cl3 (5.3 eq) in MeOH was heated at 75°C for 2 h. The mixture was passed through a pad of celite while hot and concentrated in vacuo to give methyl 5- amino-6-chloronicotinate (56 percent yield)

According to the analysis of related databases, 59237-53-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; OALMANN, Christopher; DISCH, Jeremy, S.; NG, Pui, Yee; PERNI, Robert, B.; WO2010/71853; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 889939-26-8, name is 4-Bromo-2-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C13H8BrIN2O2S

A sealed tube containing a suspension of 5-(2~iodo-1-(phenylsulfonyl)- 1 H-pyrrolo[2,3-b]pyridn-4-yl)-2-((tetrahydrQ-2H-pyran-4-yl)oxy)benzonitrile (100 mg, 0.171 mmol) and Pd(PPh?)4 (9 mg, 0.008 mmol) in a degassed mixture of dioxane/H20 (1.5mL, 4/1 ), was preheated at 85 C for 5 rnin. Next, K2C03 (59 mg, 0.43 mmol) and 2- (3,6-dhydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (54 mg, 0.257 mmol), were added to the mixture and the reaction was additionally heated at 100 C in the sealed tube for 15 hrs. Afterwards, the crude material was allowed to reach room temperature. It was concentrated to dryness; the residue was triturated with EtOH and filtered through a short pad of Celite, washing the solids with CH2CI2. The filtrate was concentrated to dryness. The residue was purified by flash column chromatography on silica gel to afford 5-(2-(3,6-dihydro-2H-pyran-4-yl)-1- (phenylsulfonyl)-l H-pyrroio [2,3-b]pyridin-4-yl)-2-((tetrahydro-2H-pyran-4- yl)oxy)benzonitrile. LCMS-ESI+ (m/z): [M+H]+ calcd for C30H27N3O5S: 542.2; found: 542.2

The synthetic route of 889939-26-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; DU, Zhimin; GUERRERO, Juan, Arnaldo; KAPLAN, Joshua, Aaron; KNOX, JR., John Edward; NADUTHAMBI, Devan; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William, J.; ZABLOCKI, Jeff; WO2015/187684; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72716-87-1 , The common heterocyclic compound, 72716-87-1, name is 2-Methoxyisonicotinaldehyde, molecular formula is C7H7NO2, 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.

General procedure: A solution of 2,3-diamino-1,4-naphthoquinone (1.0 mmol),appropriate aromatic aldehyde (1.0 mmol) with sodium pyrosulfitein DMF was stirred at 120 C overnight. On completion of the reactionmonitored by TLC, the solvent was evaporated and the residuewas purified by silica gel chromatography by DCM/MeOHsystem to afford the final product. If necessary, the crude productcould be recrystallized in methanol or DMSO to afford pure sample.4.1.5.1. 2-(2-Chlorophenyl)-1H-naphtho[2,3-d]imidazole-4,9-dione(T1). Pale yellow solid; yield 80%;

The synthetic route of 72716-87-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pan, Liangkun; Zheng, Qiang; Chen, Yu; Yang, Rui; Yang, Yanyan; Li, Zhongjun; Meng, Xiangbao; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 423 – 436;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 117890-55-8, 2-Chloro-6,7-dihydro-5H-cyclopenta[b]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, Computed Properties of C8H8ClN, blongs to pyridine-derivatives compound. Computed Properties of C8H8ClN

A solution of m-chloroperbenzoic acid 70% (520.9 mg, 2.113 mmol) in 5 mL of CH2CI2 was added drop wise to a stirring solution of 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridine (295mg, 1.921 mmol) in 3 mL of CH2CI2 and the resulting solution was allowed to stir at room temperature overnight. The reaction mixture was quenched with a saturated aqueous solution of NaHCO3 and the CH2CI2 layer was separated. The aqueous phase was then extracted with CH2CI2 (3X), and the combined organic extracts were washed with brine and then dried over anhydrous Na2SO4. After removing solvent at reduced pressure, the residue was purified by preparative TLC (eluting with 70% EtOAc/Hexane) to afford the title compound (1-1 a).MS calculated = 169.91 , MS+1 observed =170.0

The synthetic route of 117890-55-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2006/103511; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 499-51-4, 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 499-51-4 as follows.

Dimethyl-4-bromo-2,6-pyridinedicarboxylate (Compound 2) A mixture of chelidamic acid monohydrate (8.42 g, 41.87 mmol) and PBr5 (93 g) in a dry Shlenk tube equipped with a reflux condenser was heated under a nitrogen atmosphere to 120 C. A melt formed which was stirred under a nitrogen atmosphere for 3 hours at 100 C. The resultant purple melt was cooled to room temperature and transferred to a round bottom flask equipped with a drying tube by washing with CHCl3 (3×50 mL). The solution was cooled to 0 C. and dry MeOH (150 mL) was slowly added. The resultant brown solution was stirred overnight and then concentrated in vacuo to a slurry. Solid was recrystallised from MeOH (175 mL), filtered, washed with ice cold MeOH (3×50 mL) and sucked dry, giving 2 as white needles (8.29 g, 72%) 1H NMR (299.9 MHz, CDCl3) delta 8.46 (s, 2H, Ar-H), 4.04 (s, 6H, -OCH3) ppm; 13C NMR (125.7 MHz, CDCl3) delta 164.36 (carbonyl), 149.42 (aromatic), 135.37 (aromatic), 131.66 (protonated aromatic), 53.83 (methyl) ppm; Anal. Calcd. for C9H8NO4Br: C: 39.43, H: 2.94, N: 5.11, Found: C: 39.68, H: 2.92, N: 5.09; m.p. 166-167 C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,499-51-4, its application will become more common.

Reference:
Patent; Medical Research Council; University of Otago; US2004/29851; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1227585-65-0, (2-Bromo-5-chloropyridin-3-yl)methanol, 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: C6H5BrClNO, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5BrClNO

To a solution of 52 (5.0 g, 22.5 mmol) in 2-MeTHF (15 mL) was added 3,4-dihydro-2H-pyran (2.7 mL, 29.6 mmol) and concentrated sulfuric acid (125 mg) at room temperature. The solution was stirred for 10 min and was then cooled to -3 C. Isopropylmagnesium chloride lithium chloride solution (1.3 M, 30 ml, 39 mmol) was slowly added at -3 to 3 C. The resulting solution was stirred at -3 C. for 3 h until a HPLC showed the conversion was greater than 97%. DMF (5 ml) was added over 15 min below 5 C. The resulting solution was stirred for another 1 h at this temperature. The reaction mixture was quenched by addition of MTBE (50 mL), 15% aqueous citric acid (25 mL) and water (15 mL). The organic layer was separated and washed with 5% aqueous NaCl (50 mL) twice. The organic solution was concentrated under vacuum at 50 C. to give 53 as an oil (6.2 g, 68 wt %, 16.6 mmol, 74% yield). The crude product was used directly for the next step without further purification. The pure sample was isolated by flash chromatography on silica gel with 5% ethyl acetate in hexane as eluants. 1H NMR (CDCl3, 400 MHz): delta 10.13 (s, 1H), 8.65 (s, 1H), 8.20 (s, 1H), 5.25 (d, J=16.6 Hz, 1H), 5.01 (d, J=16.6 Hz, 1H), 4.80 (m, 1H), 3.88 (m, 1H), 3.58 (m, 1H), 1.7 (m, 6H); 13C NMR (CDCl3, 100 MHz): delta 194.20, 147.06, 146.32, 138.98, 136.41, 134.87, 99.04, 64.42, 62.72, 30.53, 25.30, 19.66.

The synthetic route of 1227585-65-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; Chen, Frank; Molinaro, Carmela; Wuelfing, W. Peter; Yasuda, Nobuyoshi; Yin, Jianguo; Zhong, Yong-Li; Lynch, Joseph; Andreani, Teresa; (67 pag.)US2016/130273; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 137628-17-2 , The common heterocyclic compound, 137628-17-2, name is 2,3-Dibromo-5-chloropyridine, molecular formula is C5H2Br2ClN, 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.

Example 16i 3-Bromo-5-chloropicolinonitrile 2,3-Dibromo-5-chloropyridine (14 g, 51.6 mmol), copper(I) cyanide (5.09 g, 56.79 mmol) and propionitrile (58 mL) were divided into four vials and each vial was heated in a microwave reactor at 150 C. for 2.5 h. The mixtures were pooled, filtered and concentrated. The resulting residue was taken up in DCM (100 mL), a solid was filtered off and the filtrate was concentrated to afford 11.3 g (quantitative yield) of the title compound: MS (CI) m/z 217, 219 [M+H]+.

The synthetic route of 137628-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; US2010/125081; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 23056-36-2, 2-Chloro-4-nitropyridine, 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, Recommanded Product: 2-Chloro-4-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-4-nitropyridine

The mixture of diethyl malonate (80 ml, 0.5 mol) and sodium (2.76 g, 0.12 mol) was heated to 90 C in an oil bath and stirred for 1 h.After heating to 120 C for 45 min, it was cooled to room temperature.2-Chloro-4-nitropyridine (15.6 g, 0.1 mol) in toluene solution was added dropwise, and the reaction mixture was heated to 110 C for 1.5 h, cooled to room temperature and stirred for 15 h.The solvent was evaporated under reduced pressure, and then 6N hydrochloric acid (100 ml) was evaporated.The pH was made alkaline with a saturated sodium carbonate solution, extracted with ethyl acetate, combined with a base phase and dried over anhydrous sodium sulfate.Concentration by suction filtration gave 2-methyl-4-nitropyridine in a molar yield of 95%.

The synthetic route of 23056-36-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Danyang Ning David Fang To Detect Co., Ltd.; Wei Qian; (5 pag.)CN109748854; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem