Category: 69627-02-7

Application of 69627-02-7, 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.69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, molecular weight is 151.19, as common compound, the synthetic route is as follows.

5.00 g of [3,2-b]pyridin-7-ol (33 mmol) and 50 g of phosphorus oxybromide (174 mmol) are put in a flask and heated at 1100C for 3h. The hot reaction mixture is poured into mixture of ice and 5N NaOH and extracted with CHC12, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane :AcOEt=3:l) to give 4.19 g of the title compound . Yield 59%. mass spectrum (m/e):215(M+l); IH-NMR(CDCl3): 8.55(d, IH, J=4.3Hz), 7.86(d, IH, J=5.7Hz), 7.69(d, IH, J=5.7Hz), 7.49(d, IH, J=4.3Hz) ppm.

Statistics shows that 69627-02-7 is playing an increasingly important role. we look forward to future research findings about Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/107784; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69627-02-7, 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 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of thieno[3,2-b]pyridin-7-ol (from Aldrich) (0.54 g, 3.6 mmol) and N-iodosuccinimide (0.88 g, 3.9 mmol) in acetonitrile (10 mL) was heated at reflux overnight. The mixture was concentrated under reduced pressure to give the desired product which was used in the next step without further purification. LCMS calculated for C7H5INOS (M+H)+: m/z=277.9. Found: 277.8.

According to the analysis of related databases, 69627-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Zhu, Wenyu; Mei, Song; Glenn, Joseph; US2014/121198; (2014); A1;,
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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

From thieno[3,2-b]pyridin-7-ol (300 mg, 2.00 mmol) and POBr3 (2.80 g, 10.0 mmol) and the mixture was heated at 65 C for 6 h. After cooling, NaOH (aq) (5 mL), water (5 mL) and chloroform (5 mL) were added. The phases were separated and the aqueous phase was extracted with more chloroform (2 * 5 mL). The organic phase was dried (MgSO4) and filtered. Removal of the solvent gave compound 1as a yellow solid (363 mg, 85%), m.p. 67-68 C. 1H NMR (400 MHz, CDCl3): delta 7.46 (1H, d, J = 5.2 Hz, 6-H), 7.67 (1H, d, J = 5.6 Hz, HetAr-H), 7.83 (1H, d, J = 5.6 Hz, HetAr-H), 8.51 (1H, d, J = 5.2 Hz, 5-H) ppm. 13C NMR (100.6 MHz, CDCl3): delta 121.7 (6-CH), 125.9 (CH), 126.9 (C), 131.4 (CH), 135.7 (C), 147.5 (5-CH), 156.4 (C) ppm. HRMS (EI-TOF): calcd for C7H479BrNS [M]+ 212.9248. Found 212.9248. Calcd for C7H481BrNS [M]+ 214.9227. Found 214.9227.

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, 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Article; Queiroz, Maria-Joao R.P.; Peixoto, Daniela; Calhelha, Ricardo C.; Soares, Pedro; Dos Santos, Tiago; Lima, Raquel T.; Campos, Joana F.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Vasconcelos, M. Helena; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 855 – 862;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 69627-02-7, 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, 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.

To a solution of thieno[3,2-b]pyridin-7-ol (1,2.55g, 16.87 mmol) in acetic acid(50mL) was added bromine(1.7 mL, 32.72 mmol). The mixture was heated at 110C for Ih,cooled and the resultant precipitate was separated by filtration, to afford the title compound270 (4.47g, crude) as a dark brown powder, which was used in next step without furtherpurification. M/S (m/z): 231.9(M+H) (found).

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 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one, 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 C7H5NOS, blongs to pyridine-derivatives compound. Computed Properties of C7H5NOS

To a suspension of 7-[1,1-dimethyl-2-(2-trifluoromethyloxiranyl)ethyl]-5-methanesulfonyl-2,3-dihydrobenzofuran (100 mg) and thieno[3,2-b]pyridin-7-ol (82.9 mg) in 0.75 mL of anhydrous ethanol was added sodium ethoxide (21 wt. % solution in ethanol, 102 muL). After heating at 85 C. for 16 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% methanol-methylene chloride) to give the title compound as a pale yellow solid (108 mg), m.p. 163 C.-165 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; US2005/234091; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one, 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: C7H5NOS, blongs to pyridine-derivatives compound. HPLC of Formula: C7H5NOS

Preparation 125; 2- (thieno [3, 2-b] pyridin-7-yl) acetamide; 7-Bromo-thienoF3, 2-blpyridine; Heat phosphorus oxybromide (145.00 g, 0.50 moles) to 60 C to form a melt. Add thieno [3, 2-b]-7-pyridinol (14.73 g, 97.43 mmol) while stirring and increase heat to 100 C for 2 hours. Pour the reaction contents over ice (1.0 kg). Dilute the slurry with ice and water to about 3 L. Extract the aqueous solution with chloroform (4 X 500 mL). Make the aqueous solution basic (pH 10-11) with 2 N sodium hydroxide and reextract with chloroform (3 X 400 mL). Treat the organic layers with magnesium sulfate, filter and concentrate. Redissolve the crude solid in dichloromethane (100 mL) and load the solution onto silica (300 g). Elute with 2 L of 30% ethyl acetate/dichloromethane. Concentrate the eluent to yield the desired compound as a crystalline solid (18.68 g, 89.5%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one, and friends who are interested can also refer to it.

Reference:
Patent; ELI LILLY AND COMPANY; WO2003/76442; (2003); 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, 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 Thieno[3,2-b]pyridin-7(4H)-one

A stirred suspension of thieno[3,2-b]pyridin-7-ol (1, 5.0 g, 33.1 mmol) in POCls(15 mL) was heated to 105C in an oil bath for 4 hrs. The resultant solution was cooled toroom temperature and the POCls was removed under reduced pressure. The residue wascooled in an ice/water bath and cold water was added. The water was made basic withconcentrated NlrLtOH solution and extracted with EtOAc. The organic extract was driedover anhydrous sodium sulfate and concentrated to produce an oil which was purified bycolumn chromatography (eluent EtOAc-hexane, 1:4) to afford the title compound as abrown solid (4.5 g, 72% yield). .H NMR (400 MHz, CDC13) 8 (ppm): 8.60 (d, J= 4.9 Hz,1H), 7.80 (d, J= 5.5 Hz, 1H), 7.60 (d, J= 5.5 Hz, 1H), 7.30 (d, J= 4.9 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 69627-02-7.

Reference:
Patent; METHYLGENE, INC.; WO2006/10264; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69627-02-7, 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, 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.

5.00 g of [3,2-b]pyridin-7-ol (33 mmol) and 50 g of phosphorus oxybromide (174 mmol) are put in a flask and heated at 1100C for 3h. The hot reaction mixture is poured into mixture of ice and 5N NaOH and extracted with CHC12, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane :AcOEt=3:l) to give 4.19 g of the title compound . Yield 59%. mass spectrum (m/e):215(M+l); IH-NMR(CDCl3): 8.55(d, IH, J=4.3Hz), 7.86(d, IH, J=5.7Hz), 7.69(d, IH, J=5.7Hz), 7.49(d, IH, J=4.3Hz) ppm.

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 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Patent; ELI LILLY AND COMPANY; WO2006/107784; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 69627-02-7, 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one, molecular formula is C7H5NOS, 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.

Example 1; Preparation of N-(3-fluoro-4-(thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)-2-phenylacetamide; Step A: Preparation of 7-chlorothieno[3,2-b]pyridine; To a stirred solution of POCl3 (28.6 mL, 313 mmol) in 1,2-dichloroethane (200 mL) was added commercially available thieno[3,2-b]pyridin-7-ol (94.7 g, 626 mmol) as a powder in one portion. The reaction was stirred for 2 hours at reflux under N2. The mixture was concentrated, using toluene (3×100 mL) to azeotrope. The dark residue was resuspended in CH2Cl2 (1 L), and a saturated aqueous solution of NaHCO3 (500 mL) was carefully added. The mixture was stirred for 30 minutes until bubbling had ceased. The biphase was separated, and the aqueous was re-extracted with CH2Cl2 (500 mL). The combined organic phases were dried (Na2SO4), filtered, and concentrated, to obtain a brown oil, which crystallized upon standing (38.4 g, 71%). 7-Chlorothieno[3,2-b]pyridine has also been prepared using oxalyl chloride (WO 99/24440). 1H NMR (400 MHz, CDCl3) delta 8.61 (d, J=5 Hz, 1H), 7.80 (d, J=6 Hz, 1H), 7.60 (d, J=6 Hz, 1H), 7.29 (d, J=5 Hz, 1H).

According to the analysis of related databases, 69627-02-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Blake, James F.; Boyd, Steven; De Meese, Jason; Gaudino, John J.; Marlow, Allison L.; Seo, Jeongbeob; Thomas, Allen A.; Tian, Hongqi; US2007/197537; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one, 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, 69627-02-7, blongs to pyridine-derivatives compound. Application In Synthesis of Thieno[3,2-b]pyridin-7(4H)-one

[001237] (i) Production of 7-chlorothieno[3,2-b]pyridine[001238] A mixture of thieno[3,2-b]pyridin-7-ol (3.8 g, 25 mmol) and phosphorus oxychloride (18 g,120 mmol) was stirred at 1050C for 2 hr. The reaction mixture was added to ice water, and basified with8N aqueous sodium hydroxide solution. Ethyl acetate was added, the insoluble material was filtered off, and the filtrate was extracted with ethyl acetate. The collected organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane= 10/90- ?30/70), and the obtained solution was concentrated under reduced pressure to give the title compound (2.8 g, 66%) as a pale-yellow solid.[001239] 1H-NMR (DMSOd6, 300 MHz) delta 7.59 (IH, d, J = 5.1 Hz), 7.69 (IH, d, J = 5.5 Hz), 8.28(IH, d, J = 5.5 Hz), 8.67 (IH, d, J = 5.1 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69627-02-7, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANNO, Hiroshi; HIROSE, Masaaki; KURASAWA, Osamu; LANGSTON, Steven, P.; MIZUTANI, Hirotake; SHI, Zhan; VISIERS, Irache; VOS, Tricia, J.; VYSKOCIL, Stepan; WO2010/90716; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem