Category: 55314-16-4

Application of 55314-16-4, 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.55314-16-4, name is 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one, molecular formula is C10H12N2O, molecular weight is 176.2151, as common compound, the synthetic route is as follows.

The starting material was added 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (Compound 4) (1.76 g, 0.01 mol) in a three-neck flask.Guanidine hydrochloride (2.87 g, 0.03 mol)And sodium hydroxide (1.2g, 0.03mol), add 25ml of solvent t-butanol, stir, heated in a constant temperature oil bath to 85 C reflux reaction, 6-8h. After the reaction is completed, the solvent is spin-dried, an appropriate amount of water and ethyl acetate are added, the insoluble solid is filtered, and the filter cake is washed with water and dried to obtain a yellow solid; the filtrate is further subjected to extraction, the organic phase is collected, dried, and the solvent is dried and dried. The solid was subjected to column chromatography to give a pale yellow solid, Compound 5 (1.55 g, yield: 90%).

Statistics shows that 55314-16-4 is playing an increasingly important role. we look forward to future research findings about 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one.

Reference:
Patent; Southeast University; Cai Jin; Ning Yao; Ji Min; Wang Yingying; Huang Mingqi; (20 pag.)CN110078708; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55314-16-4, 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 55314-16-4 as follows.

A mixture of 65 g (0.156 moles) of 4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl-5-(trifluoromethyl)phenyl]-3-guanidino-benzamide from step (c), 30.0 g (0.171 moles) of 3-dimethylamino-1-(3-pyridyl)-2-propen-1-one of the formula (VIII) in 650 ml n-butanol was heated at 110-115 C. for 9 hours. Reaction mass was brought to room temperature and the separated solid (70 g) was filtered off. Wet solid was leached with hot water (700 ml) and hot methanol (700 ml) successively. The wet product was dried at 60-65 C. under vacuum to yield compound of formula (I). Yield: 52.1 g (63%) MR: 235-236 C. Purity: 99.0% (by HPLC)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55314-16-4, its application will become more common.

Reference:
Patent; Natco Pharma Limited; Kompella, Amala; Bhujanga Rao, Adibhatla Kali Satya; Rachakonda, Sreenivas; Gampa, Venugopala Krishna; Nannapaneni, Venkaiah Chowdary; US2013/210847; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 55314-16-4 , The common heterocyclic compound, 55314-16-4, name is 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one, molecular formula is C10H12N2O, 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.

3- [(Aminoiminomethyl)amino] -4-methyl-benzoic acid methylester mononitrate (10 g),3-(Dimethylamino)-1-(pyridine-3-yl)prop-2-en-1-one (7.3 g), sodium hydroxide (1.7 g) was added to 1-butanol (100 mL) in a round bottom flask under nitrogen atmosphere. The reaction mass was heated to reflux temperature and stirred for 12 his. Then the reaction mass was cooled to 25-35C and iN sodium hydroxide solution (1.5 g in 37 mLof DM wter) was added to it over a period of 20 mm. The reaction mass was heated to reflux temperature (120-125C) and then cooled to 25-35C. iN hydrochloric acid. (3.3 mL in 37 mL of DM water) was added to the reaction mass at 25-35C and stirred for an hour. The material formed was filtred, washed with DM water? and then dried under vacuum at 50-55C to provide the title compound (8.7 g).

The synthetic route of 55314-16-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LAURUS LABS PRIVATE LIMITED; CHAVA, Satyanarayana; GORANTLA, Seeta Rama Anjaneyulu; INDUKURI, Venkata Sunil Kumar; MOTURU, Venkata Rama Krishna Murthy; JAMJANAM, Srivardhana Rao; SELA, Venkata Purushottama Siva Prasad; WO2015/87343; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 55314-16-4, 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 55314-16-4 as follows.

Experimental Preparation of intermediates; Synthesis of 6-methyl-Nl-(4-(pyridin-3-yl)pyrimidin-2-yl)benzene-l,3-diamine 5; To 2-amino-4-nitro toluene 1 (0.033 mol) in n-butanol (29 mL) is added nitric acid (2.1 g, 65% in water) followed by cyanamide solution in water (2 mL, 0.047 mmol). The resulting mixture is heated at reflux for 25 h. After cooling to 0 0C, filtration and washing with 1 : 1 = ethanol : diethyl ether (30 mL), 2-methyl-5-nitrophenyl guanidine nitrate 2 is obtained. To 2-methyl-5-nitrophenyl guanidine 2 (0.0074 mol) in isopropanol (15 mL) is added 3 (0.0074 mol) and sodium hydroxide flakes (0.008 mol). The resulting mixture is heated at reflux for 12 h. After cooling to 0 0C, the product is collected by filtration and washed with isopropanol (6 mL) and methanol (3 mL) to afford 4. 1H NMR (400MHz, Cl6-DMSO) delta 9.31 (s, IH), 9.24 (s, IH), 8.78 (m, IH), 8.70 (m, IH), 8.61 (m, IH), 8.47 (m, IH), 7.88 (m, IH), 7.55 (m, 3H), 2.39 (s, 3H). MS (m/z) (M+l)+: 278.2

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55314-16-4, its application will become more common.

Reference:
Patent; IRM LLC; NOVARTIS AG; LI, Xiaolin; LIU, Xiaodong; MOLTENI, Valentina; CHIANELLI, Donatella; LOREN, Jon; NABAKKA, Juliet; WO2008/137794; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 55314-16-4, 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 55314-16-4, name is 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one. This compound has unique chemical properties. The synthetic route is as follows.

The obtained compound 3 followed by 3-(dimethylamino)-1-(pyridin-3-yl) prop-2-en-1-one (0.1 mol), guanidine nitrate(0.1 mol), sodium hydroxide (0.1 mol), and n-butanol (12.5 mL) was irradiated in the microwave synthesizer at 90 C for 20 min. Aftercompletion of the reaction mixture poured into ice-cold water andthe resulting solid was filtered and washed with water. The obtainedsolid of compound 4 (1.18 g) was dried under vacuum.Melting point 190-192 C, ES-MS (M1) found (m/z): 173.1.

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 55314-16-4, 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one.

Reference:
Article; Thirumurugan; Lakshmanan, Sivalingam; Govindaraj, Dharman; Daniel Prabu, D. Sam; Ramalakshmi; Arul Antony; Journal of Molecular Structure; vol. 1171; (2018); p. 541 – 550;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 55314-16-4, Adding some certain compound to certain chemical reactions, such as: 55314-16-4, name is 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one,molecular formula is C10H12N2O, 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 55314-16-4.

Step 3: 2-methyl-5-nitrophenyl-(4-pyridin-3-yl-pyrimidin-2-yl)-amine: To a suspension of 3-dimethylamino-1-pyridin-3-yl-propenone (1.70 g, 9.6 mmol) and N-(2-methyl-5-nitro-phenyl)-guanidinium nitrate (2.47 g, 9.6 mmol) in 2-propanol (20 mL) was added NaOH (430 mg, 10.75 mmol) and the resulting mixture was refluxed for 24 h. The reaction mixture was cooled to 0 C. and the resulting precipitate was filtered. The solid residue was suspended in water and filtered and then washed with 2-propanol and diethyl ether and dried. 0.87 g (2.83 mmol) of 2-methyl-5-nitrophenyl-(4-pyridin-3-yl-pyrimidin-2-yl)-amine was isolated. (Yield: 30%.)

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. 55314-16-4, 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Avila Therapeutics, Inc.; US2008/300268; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 55314-16-4, 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 55314-16-4 as follows.

4.83 g of 3-dimethylamino-1-pyridin-3-yl-prop-2-en-1-one (30.0 mmol, 1.0 equiv), 4.68 g of methyl propionylacetate (36.0 mmol, 1.2 equiv.), 4.62 g of ammonium acetate (60.0 mmol, 0.2 equiv.), 2.25 g of cerium (III) chloride heptahydrate (6.0 mmol, 0.2 equiv.), 900 mg of sodium iodide (6.0 mmol, 0.2 equiv.) and 30 ml of isopropanol were mixed and refluxed overnight under stirring. The reaction solution was cooled and filtered, and the filtrate was concentrated and subjected to column chromatography, eluting with ethyl acetate/petroleum ether (1:50) to obtain 4.5 g of methyl 6-ethyl- [2,3′] bipyridyl-5-carboxylate as a yellow solid, 61.9%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55314-16-4, its application will become more common.

Reference:
Patent; Shenyang Sunshine Pharmaceutical Co., Ltd.; ZHOU, Yunlong; CAI, Suixiong; WANG, Guangfeng; JIAO, Lingling; MIN, Ping; JING, Yu; GUO, Ming; (48 pag.)EP3287456; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55314-16-4 ,Some common heterocyclic compound, 55314-16-4, molecular formula is C10H12N2O, 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.

3-Mercapto-4-methyl-N-(3-(4-methyl-1-1H-imidazole)-5-(trifluoromethyl)phenyl)benzamide was added to the reaction flask.(Intermediate D, 41.6 g, 0.1 mol, 1.0 eq.),3-dimethylamino-1-(3-pyridyl)-2-propen-1-one (starting material SM3, 22.9 g, 0.13 mol, 1.3 eq.),Potassium carbonate (30.4 g, 0.22 mol, 2.2 eq.), N,N-dimethylformamide (320 mL).The reaction temperature is raised to 100 to 110 C for 20 to 30 hours.The reaction was monitored by high performance liquid chromatography, and the temperature was lowered to 0 to 10 C, water (84 g) was added, and the mixture was stirred for 1 to 2 hours.After suction filtration, the obtained solid and water (60 g) were placed in a 100 mL three-neck flask, and kept at 0 to 10 C for 1 to 2 hours.After suction filtration, the obtained solid was washed with water (18 g), and dried under vacuum at 45 to 55 C for 14 to 18 hours to give a crude compound. Add the crude compound E and (450 mL) methanol to a 500 mL reaction flask and heat to 60-65 C.After the solid is dissolved, the temperature is slowly lowered to 0 to 5 C, and the cooling time is controlled for 3 to 4 hours.After that, the mixture was stirred at 0 to 5 C for 3 to 4 hours.Filtration and washing of the solid with ice-methanol (0 – 5 C, 15 g).The solid was collected and dried under reduced pressure at 45 to 55 C for 14 to 18 hours.The target compound nilotinib 46.6 g was obtained as a white solid with a molar yield of 88%.

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. 55314-16-4, 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shanghai Fu Xingxing Tai Pharmaceutical Technology Co., Ltd.; Liu Xuejun; Chen Xiaodong; Hao Lu; Wu Feng; (23 pag.)CN109666023; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55314-16-4 ,Some common heterocyclic compound, 55314-16-4, molecular formula is C10H12N2O, 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.

176 g (1.00 mol) of starting material III and 121.6 g (1.10 mol) of starting material IV hydrochloride salt wherein R is methyl was added to a solution of 44 g (1.1 mol) of sodium hydroxide in 1000 ml of methanol then stirred and dissolved. The reaction was heated at reflux for 8 hours. The reaction temperature was 65C. After completion of the reaction, the mixture was decolorized at 50C under reduced pressure (i.e., the solvent was removed, the same applies hereinafter). 400 ml of dichloromethane and 400 ml of pure water were further added to dissolve and stir and extract the liquid. The organic layer was washed once more with 400 ml of pure water. 50 g of anhydrous sodium sulfate for 1 hour. Filtered. Solvent was removed to obtain 173.7 g of a pale yellow oil 2-methoxy-4-(3-pyridyl)pyrimidine. The molar yield was 92.8%. HPLC purity 98.72%.

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. 55314-16-4, 1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Peking University Founder Group Co., Ltd.; Southwest Synthetic Pharmaceutical Co., Ltd. of PKU International Healthcare Group Co., Ltd.; PKU Care Pharmaceutical R&D Center Co., Ltd.; PKU Healthcare Industry Group; Xu, Hong; Zhang, Zheng; Wang, Wei; (13 pag.)CN104230885; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem