Day: March 23, 2022

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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Example 71N-((ls,4s)-4-(2-(4′-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)biphenyl-3-yloxy)-5- fluoronicotinamido)cyclohexyl)pyrazolo [ 1 ,5-a] pyridine-2-carboxamide HATU (0.069 g, 0.18 mmol) was added in one portion to N-((ls,4s)-4-aminocyclohexyl)-2- (4′-(((3 S ,5R)-3 ,5 -dimethylpiperazin- 1 -yl)methyl)biphenyl-3 -yloxy)-5 -fluoronicotinamide (0.08 g, 0.15 mmol), pyrazolo[l,5-a]pyridine-2-carboxylic acid (0.024 g, 0.15 mmol) and DIPEA (0.079 niL, 0.45 mmol) in acetonitrile (1 mL) at 250C under nitrogen. The resulting solution was stirred at 25 0C for 10 min. The reaction mixture was concentrated and diluted with EtOAc, and washed sequentially with saturated NaHCO3, saturated brine and water. The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by preparative HPLC on a Waters X-Bridge column using a 95- 5% gradient of aqueous 0.1% TFA in acetonitrile as eluent. The fractions containing the desired compound were evaporated to dryness to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, DMSO) delta 8.61 (d, J= 11.5 Hz, IH), 8.35 (d, J= 6.9 Hz, IH), 8.26 (d, J= 2.8 Hz, IH), 8.07 (dd, J= 3.1, 7.3 Hz, IH), 7.78 – 7.65 (m, 4H), 7.53 – 7.50 (m, 3H), 7.36 (d, J= 7.7 Hz, 2H), 7.30 (t, J= 7.7 Hz, IH), 7.23 – 7.21 (m, IH), 7.02 (t, J= 6.9 Hz, IH), 6.98 (s, IH), 3.38 – 3.28 (m, 2H), 3.10 – 3.04 (m, 2H), 2.56 – 2.44 (m, 4H), 2.23 – 2.14 (m, 2H), 1.84 1.67 (m, 9H), 1.17 (d, J= 10.4 Hz, 6H).MS: [M+H]+=676.3 (calc=676.3411) (MultiMode+)

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, 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/144494; (2009); 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. 65515-39-1, name is 2-Methoxy-4,6-dimethylnicotinonitrile, the common compound, a new synthetic route is introduced below. COA of Formula: C9H10N2O

The 2-methoxy-4,6-dimethylnicotinic acid required as first starting material is obtained as follows: 97 g (0.6 mole) of 2-methoxy-4,6-dimethylnicotinonitrile and 230 g of solid potassium hydroxide are dissolved in 1000 ml of ethanol and 120 ml of water and the solution is refluxed under nitrogen for 82 hours. The mixture is cooled, the precipitated substance collected by filtration, and the bulk of the ethanol is distilled off from the filtrate in vacuo. The residue is dissolved in 500 ml of water and extracted with methylene chloride. The alkaline aqueous phase is adjusted to pH 3.3 with concentrated hydrochloric acid and the precipitated crude product is collected by filtration. Recrystallisation of this crude product from ethanol yields pure 2-methoxy-4,6-dimethylnicotinic acid (m.p. 210-215 C).

The synthetic route of 65515-39-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4089960; (1978); A;,
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. 103058-87-3, name is 5-Bromo-2-methoxynicotinaldehyde, the common compound, a new synthetic route is introduced below. Recommanded Product: 103058-87-3

a) 5-Bromo-2-methoxv-3- (4-methoxv-but-1 (E, Z)-envl)-pvridine; 2. 45 ml of a 1M solution of sodium-bis(trimethylsilyl) amide in tetrahydrofuran are added. to a suspension of 2. 4 mmol (3-methoxy-propyl)-triphenyl-phosphonium bromide [111088-69-8] in 8 mi tetrahydrofuran unter an argon atmosphere at 0C. The reaction mixture is stirred for 30 minutes at 0C and then 1. 6 mmol 5-bromo-2-methoxy-pyridine-3-carbaldehyde [103058-87- 3] are added. The reaction mixture is warmed to room temperature and then diluted with tert- butyl methyl ether. The solution is washed with saturated aqueous sodium hydrogencarbonate solution. The organic layer is dried over sodium sulphate, filtered and concentrated. The title compound is obtained from the residue by means of flash chromatography (SiO2 60F) and identified based on its Rf value

The synthetic route of 103058-87-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SPEEDEL EXPERIMENTA AG; WO2005/90304; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 865156-59-8, 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. 865156-59-8, name is 4-Bromo-6-methylpyridin-2-ol, molecular formula is C6H6BrNO, 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.

Diisopropyl diazocarboxylate (323 mg, 1.60 mmol) was added to a solution of 4- bromo-6-methylpyridin-2-ol (200 mg, 1.06 mmol), methanol (54 ^L, 1.3 mmol) and triphenylphosphine (419 mg, 1.60 mmol) in THF (4.6 mL). The reaction mixture was stirred at r.t. for 18 h. Ethyl acetate was added and the mixture was washed with 1N NaOH (3x). The organic layer was dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by flash chromatography on silica gel using a solution of ethyl acetate in hexanes (5 to 10%) to give the title compound (65 mg, 0.32 mmol, 30%).

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 865156-59-8, 4-Bromo-6-methylpyridin-2-ol.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89402-42-6, 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 89402-42-6, name is 2,3-Difluoro-5-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1 Preparation of alpha-anti-methoxyimino-N-methyl-2-(3-fluoro-5-trifluoromethyl-2-pyridyloxy)methylphenyl-acetamide (No. I-1) A suspension of 1.4 g of sodium hydride in 15 ml of dimethylformamide (DMF) was mixed with a solution of 11.1 g of (E) -2-[2-(hydroxymethyl) phenyl]-2-methoxyimino-N-methylacetamide in 120 ml of DMF. The reaction mixture was exposed to ultrasound for about 10 min and subsequently stirred at about 20 to 25 C. for 1 h. A solution of 9.2 g of 2,3-difluoro-5-trifluoromethyl-pyridine in 85 ml of DMF was added dropwise and the mixture was stirred at 22 to 25 C. for about 24 h. The reaction mixture was taken up in 1 l of dilute sodium chloride solution and extracted with methyl tert-butyl ether (MtBE). The combined organic phases were washed with water and dried. The solvent was distilled off under reduced pressure and the residue was subjected to silica gel chromatography (cyclohexane/MtBE=2:1), affording 6.9 g of the title compound as a pale powder of mp. 112-116 C. IR (cm-1): 3380, 1659, 1623, 1498, 1453, 1336, 1272, 1151, 1131, 1040.

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 89402-42-6, 2,3-Difluoro-5-(trifluoromethyl)pyridine.

Reference:
Patent; BASF Aktiengesellschaft; US6372766; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 89364-04-5, 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 89364-04-5 as follows.

2.02 g (10.0 mmol) of 3-bromo-4-nitropyridine,2.20 g (11.0 mmol) of 4-bromophenylboronic acid,0.46 g (0.4 mmol) of tetraphenylphenylphosphine palladium,1.33 g (25 mmol) of Na2CO3 was dissolved in 60 mL of dioxane and 10 mL of water,110 reflux 12h, cooling,Poured into 80mL water,After extraction with 100 mL of ethyl acetate three times,Dried over anhydrous magnesium sulfate.The solvent was removed in vacuo,The solid was subjected to column chromatography,To give 2.1 g of product as a yellow solid (yield: 75%)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89364-04-5, its application will become more common.

Reference:
Patent; Zhejiang University; He, Qinggang; Ren, Rong; Zhang, Kai; Zhang, Hong; Tian, Mei; (9 pag.)CN106588915; (2017); A;,
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. 17117-17-8, name is 3-Bromo-5-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-Bromo-5-ethoxypyridine

Under a nitrogen atmosphere, a mixture of 5-ethoxy-3-bromopyridine (1.20 g, 5.94 mmol), N-methyl-N-(tert-butoxycarbonyl)-4-penten-2-amine (1.18 g, 5.94 mmol), palladium(II) acetate (13.5 mg, 0.06 mmol), tri-o-tolylphosphine (73.1 mg, 0.24 mmol), triethylamine (1.5 mL, 10.8 mmol), and anhydrous acetonitrile (3 mL) was stirred and heated under reflux at 80-85 C. for 28 h. The resulting mixture, containing beige solids, was cooled to ambient temperature, diluted with water (20 mL), and extracted with CHCl3 (3*20 mL). The combined light-yellow CHCl3 extracts were dried (Na2SO4), filtered, concentrated by rotary evaporation, and vacuum dried producing a yellow oil (1.69 g). The crude product was purified by column chromatography on silica gel (100 g), eluding with ethyl acetate-hexane (1:1, v/v). Selected fractions containing the product (Rf 0.20) were combined, concentrated by rotary evaporation, and the residue was vacuum dried to give 0.67 g (35.2%) of a light-yellow oil. (4E)-N-Methyl-5-(5-ethoxy-3-pyridyl)-4-penten-2-amine

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, 17117-17-8, 3-Bromo-5-ethoxypyridine.

Reference:
Patent; Targacept, Inc.; US6979695; (2005); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 52311-50-9, 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 52311-50-9, name is 2-Chloro-4-ethoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

6.01.22.02 1 – 4-ethoxy-pyridin-2-yl)-piperazine hydrochloride 860 mg piperazine was added to 350 mg 2-chloro-4-ethoxy-pyridine in 3.5 mL n-butanol. The reaction was stirred 1.5 days at 115C. The reaction was filtered and the filtrate was washed with water and evaporated. IN HCl was added to the residue and the precpipate was filtered to give 238 mg of the desired product. Rt: 0.3 min (method B), (M+H)+: 208

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 52311-50-9, 2-Chloro-4-ethoxypyridine.

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

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. 41668-13-7, name is 5-Bromo-6-hydroxynicotinic acid, molecular formula is C6H4BrNO3, 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 5-Bromo-6-hydroxynicotinic acid

[0543] A solution of Example 117a (1 g, 4.58 mmol) and K2C03 (1.56 g, 13.76 mmol) in 10 mL of DMF, and was added Mel (0.7 mL, 11.46 mmol), the reaction was stirred at rt for 2.5 h. LCMS (BD01075-068) showed SM consumed, the mixture was poured into 30 mL water and stirred for 10 min. The mixture was extracted with EA (10 mL * 3). The combined organic phase was dried over MgS04, filtrated and the filtrate was concentrated under reduced pressure to get desired product (0.82 g, yield 73%) as yellow solid. LCMS [M+l] + = 246.0

With the rapid development of chemical substances, we look forward to future research findings about 41668-13-7.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; (227 pag.)WO2018/151830; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 132521-70-1 , The common heterocyclic compound, 132521-70-1, name is 6-(4-Methylpiperazin-1-yl)nicotinic acid, molecular formula is C11H15N3O2, 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 6-(4-methylpiperazin- 1 -yl)nicotinicacid (150 mg, crude), tert-butyl 3-aminobiphenyl-4-ylcar-bamate (173 mg, 0.6 mmol) and EDCI (260 mg, 1.35 mmol)in pyridine (10 mE) was stirred at room temperature for overnight. The mixture was poured into water (20 mE), filtered to afford desired compound (300 mg, 89%) as a yellow solid.

The synthetic route of 132521-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Regenacy Pharmaceuticals, LLC; van Duzer, John H.; Mazitschek, Ralph; (123 pag.)US2018/141923; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem