Category: 115473-15-9

Synthetic Route of 115473-15-9, 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 115473-15-9 as follows.

A reaction flask equipped with a stirrer, a condenser and a thermometer was charged with Intermediate II-214.9 g,This was dissolved in 40 ml of trichloromethane, 15.0 g of triethylamine was added under stirring,9.5 g of 5,6,7,7a-tetrahydrothieno [3,2-c] pyridin-2 (4H) -one hydrochloride were added portionwise to the reaction system,After completion of the dropwise addition, the reaction was continued at 0 C for 3 hours (the plate showed complete reaction).The reaction solution was washed with 3 x 20 ml of water, the chloroform layer was separated,Dried over anhydrous sodium sulfate, filtered, evaporated to dryness under reduced pressure,To give 12.0 g of a pale yellow solid product (HPLC: 98.9%),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,115473-15-9, its application will become more common.

Reference:
Patent; Tianjin Institute of Pharmaceutical Research; LIU, DENG KE; MU, SHUAI; LIU, YING; NIU, DUAN; TAN, CHU BING; ZHOU, ZHI XING; LIU, CHANG XIAO; (22 pag.)CN103896962; (2016); B;,
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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride

[0091 ] In a four necked round bottomed flask, under nitrogen atmosphere, 1000 ml acetonitrile, 49.5 gm of 5,6,7, 7a-tetrahydro-4H-thieno[3,2-c]pyridin-2-one.HCl, 55 gm of sodium carbonate and 100 gm of Methyl (R)-2- (4-nitrophenylsulfonyloxy)-2(2- chlorophenyl)acetate were added and the mixture was heated to about 50C. After reaction, reaction mass was filtered, filtrate concentrated and concentrated mass was taken in dichloromethane, washed with water and concentrated under reduced pressure. The oily residue was treated with IPA.HC1 solution in isopropanol (IPA) and filtered to obtain the mixture of isomers as hydrochloride salt. To it sodium bicarbonate solution was added till pH turned alkaline. The product was then extracted in dichloromethane (MDC). The MDC layer was washed with water, dried and distilled to obtain the product as an oily residue. [0092] Ratio of (7aS,2’S)/(7aR,2’S)-isomers as per chiral HPLC : 53.62/46.38% : [0093] Example 2. Methyl (7aS,2’S)-2-(2-chlorophenyl)-2-(2,4,5,6,7,7a-hexahydro thieno[3,2-c]-5-pyridin-2-one)acetate [0094] In a four necked round bottomed flask, under nitrogen atmosphere, 150 ml of ethyl acetate-methanol and 70 gm of mixture of isomers (Ratio of (7aS,2’S)/(7aR,2’S)-isomers = 53.62:46.38) was taken and warmed to dissolve, and stirred for 20 hours under room temperature, crystals obtained were filtered and the solid was dried to obtain 52 gm Methyl (S)-2(2-chlorophenyl)-2-(2,4,5,6,7,7a-hexahydrothieno[3,2-c]-5-pyridin-2-one) acetate. Yield = 60%; Ratio of (7aS,2’S)/(7aR,2’S)-isomers as per chiral HPLC : 99.5:0.5. [0095] .H-NMR(DMSO-d6) spectra collected on a BRUKER 400MHz instrument has shown values given in table 2 corresponding to structure of formula II A free base below: [0096] Table 2: No. m- multiplet, s-singlet, d-doublet of doublet. Single crystal analysis data of material conforms to (7aS,2″S)-conl”iguration.

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, 115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride.

Reference:
Patent; IPCA LABORATORIES LIMITED; KUMAR, Ashok; SOUDAGAR, Satish Rajanikant; NELLITHANATH, Thankachen Byju; SAHAL, Gaurav; MATHUR, Arpana Prashant; GAWADE, Sanjay Pandurang; BHADRA, Dinesh Kanji; MOJE, Devki; WO2013/1544; (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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, molecular formula is C7H10ClNOS, 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. Recommanded Product: 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride

Method AIn a 2 ltr 4-necked flask equipped with a thermometer and mechanical stirrer, Tert.- butyldimethylsilylchloride (90 g, 0.60 moles) was added slowly in a mixture of 5,6,7,7a-Tetrahydro-4H-thieno-[3,2-c]- pyridone-2 hydrochloride (100 g, 0.52 moles) and triethyl amine (56 g 0.55 moles) in dichloromethane (300 ml) at 0 +/-5 C under nitrogen atmosphere. Stir the reaction mass for 4 to 6 hrs at 20 +/-5 C. Slowly add 2- Fluoro-a-cyclopropyl carbonylbenzyl bromide (148 g, 0.58 moles) and triethyl amine (101 g, 1.0 moles) and stir the reaction mass for 20 to 24 hrs. Reaction mass quench into water and product extract with dichloromethane. Organic layer wash with 10% sodium chloride solution then water. Organic layer dried over sodium sulafate and recover the solvent under vacuum. Product crystallized in methanol. Filter the product and slurry washed methanol, and Dry the material under vacuum at 40-45 C to obtain 2-(tert-Butyldimethylsilyloxy)-5-(a-cyclopropylcarbonyl-2-fluorobenzyl)-4,5,6,7- tetrahydrothieno[3,2-c]-pyridine (140 g, 99.5%).

With the rapid development of chemical substances, we look forward to future research findings about 115473-15-9.

Reference:
Patent; MAYUKA LABS PVT. LTD.; KRISHNAMURTHY, Chandra, Sekhar, Nakka; SINGH, Jagat; KHAN, Mohd, Yunus; WO2012/1486; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 115473-15-9, 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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. A new synthetic method of this compound is introduced below.

Under nitrogen protection,A solution of 25.7 g (100 mmol) of 1-cyclopropyl-2-bromo-2- (2-fluorophenyl)2-oxo-2,4,5,6,7-7a-tetrahydrothieno [3,2-c] pyridine hydrochloride (28.7 g, 150 mmol)73 g (30 mmol) of cuprous iodide,Xphos 28.6 g (60 mmol), sodium carbonate 42.4 g (400 mmol) in 250 ml reaction flask, in 200 ml of 1,4-dioxane60 C for 3 hours. After the reaction, the mixture was cooled to room temperature, poured into ice water, extracted with methylene chloride, saturated sodium thiosulfateThe organic phase was concentrated and the mixture was recrystallized from dichloromethane and petroleum ether (1: 10) to give 5- (alpha-cyclopropylcarbonyl-2-fluorobenzyl)2-oxo-2,4,5,6,7,7a-tetrahydrothieno [3,2-c] pyridine in a yield of 90.2% and a purity of 99.37%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Qingdao Chenda Biological Science & Technology Co., Ltd.; Chen, Linghao; (8 pag.)CN106117240; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 115473-15-9, 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 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

2. Take the reaction tube, rotor, air head in the oven full drying, dryer cooling.CH3CN (1 mL) was stirred with molecular sieve at room temperature for 10 min under argon.Protected in argonFollowed by the addition of material C:(0.14 mmol, 27.5 mmol), Na2CO3 (0.29 mmol, 31.0 mg)Finally, alpha-cyclopropylcarbonyl-2-fluorobenzyl chloride (0.117 mmol, 25.0 mg, 20 muL) was slowly added and heated at 60 C for 12 h (reflux condenser). The solvent was spin dried and the column was directly chromatographed,The product was obtained as a white solid D (20.2 mg, yield 52%.)

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 115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride.

Reference:
Patent; Lanzhou University; Zhang Fumin; Peng Rui; Tang Shizhong; (9 pag.)CN107056803; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 115473-15-9, 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.115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, molecular formula is C7H10ClNOS, molecular weight is 191.68, as common compound, the synthetic route is as follows.

Example 3 (2S)-Methyl 2-(2-oxo-7,7a-dihydrothieno[3,2-c]pyridin-5(2H,4H,6H)-yl)-2-(2-chlorophenyl)-acetate (IV-1) [Show Image] 58.1 g (0.15 mol) of (R)-methyl 2-(2-chlorophenyl)-2-(4-nitrophenylsulfonyloxy)-acetate (II-1), 32.3 g (0.17 mol) of 5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride (III-1), and 37.8g (0.38 mol) of potassium bicarbonate were added to 500 ml of acetonitrile. The reaction was stirred under a nitrogen atmosphere at room temperature for 26 hrs. The reaction solution was allowed to stand and the insoluble material was filtered off, to obtain a dark red mother liquor. The solvent was evaporated under reduced pressure, and 35.4 g of an oil product was obtained after purification by flash column chromatography (petroleum ether:ethyl acetate = 4:1). Yield 70%. Recrystalization from ethanol afforded 18.1 g of a pure product (IV-1) as a white solid. mp: 146-148C, ee = 97.5%, [alpha]D19 = +114.0 (c 0.5, MeOH); 1H-NMR (300 MHz, CDCl3) delta 1.79-1.93 (m, 1 H), 2.30-2.40 (m, 1 H), 2.56-2.70 (m, 1 H), 3.00-3.27 (m, 2 H), 3.72 (s, 3 H), 3.79-3.93 (m, 1 H), 4.12-4.19 (m, 1 H), 4.89 (d, 1 H, J= 5.6 Hz), 6.00 (d, 1 H, J = 5.2 Hz), 7.26-7.50 (m, 4 H); 13C-NMR (75 MHz, CDCl3) delta 33.9, 34.0, 49.0, 49.7, 51.1, 51.6, 52.2, 52.4, 67.3, 76.6, 77.0, 77.4, 126.6, 126.8, 127.2, 129.8, 130.1, 132.7, 134.8, 167.2, 167.4, 170.8, 198.6; ESI-MS m/z 338.1 [M+H]+; HRMS Calcd for C16H17NO3SCl [M+H]+ m/z 338.0618, found 338.0626.

The chemical industry reduces the impact on the environment during synthesis 115473-15-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Jiangsu Vcare Pharmatech Co., Ltd; EP2532668; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 115473-15-9, 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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, molecular formula is C7H10ClNOS, 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-5: Purification of 5,6,7,7a-tetrahydro-4H-thieno[3,2-c]-pyridin-2-one- hydrochloride A mixture of dichloromethane (425 ml), methanol (75 ml) and 5,6,7,7a-tetrahydro-4H- thieno[3,2-c]-pyridin-2-one-hydrochloride (100 grams) was heated to reflux. The reaction mixture was stirred for 30 minutes and cooled to 25-30C and further stirred for 1 hour. The solid obtained was filtered, washed with dichloromethane and dried to get the title compound.Yield: 88 grams; Assay: 98.5%

According to the analysis of related databases, 115473-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ELEVATHINGAL NICHOLAS, Madhu; RAMA SUBBA REDDY, Karamala; WO2011/92720; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

115473-15-9, 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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Example-22: Preparation of 5-(a-cycIopropylcarbonyl-2-fluorobenzyI)-2-oxo- 2,4,5,6,7,7a-hexahydro thieno[3,2-c] pyridine hydrochloride:A mixture of 5,6,7,7a-tetrahydro-4H-thieno[3,2-c]-pyridin-2-one-hydrochloride (100 grams), potassium carbonate (63.5 grams) and acetonitrile (1000 ml) was stirred for 30 minutes at 25-30C. 2-bromo-l-cyclopropyl-2-(2-fluorophenyl) ethanone (66 grams) in acetonitrile (30 ml) was added to the reaction mixture and stirred for 7 hours at 25-30C. The reaction mixture was filtered and removed the precipitated solid. The filtrate was absorbed with silica gel and passed the material through silica gel bed using, ethyl acetate and cyclohexane in 1 :1 ratio. Distilled the solvent completely under reduced pressure. 650 ml of acetone was added to the obtained compound and cooled the reaction mixture to 25-30C. Ethyl acetate hydrochloride^ 75 ml) was added to the obtained compound and stirred for 1 hour. Filtered the precipitated solid and dried the compound.Yield: 65 gms; MR: 178-183C

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 115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride.

Reference:
Patent; MSN LABORATORIES LIMITED; SATYANARAYANA REDDY, Manne; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; RAMA SUBBA REDDY, Karamala; KONDAL REDDY, Bairy; VENKAT REDDY, Ghojala; WO2011/42918; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

115473-15-9 , The common heterocyclic compound, 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, molecular formula is C7H10ClNOS, 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 5: Methyl(S)-2(2-chlorophenyl)-2-(2,4,5,6,7,7a-hexahydrothieno [3,2-c]-5- pyridin-2-one)acetate[0064] In a dry, 250-ml reaction flask, 5.94 gm (31.1 mmoles) of 5,6,7, 7a-tetrahydro-4H- thieno[3,2-c]pyridin-2-one hydrochloride, 39 ml of dichloromethane and 29.8 g of a 30% aqueous solution of potassium carbonate were mixed. After stirring for 10 minutes, 10 gm of (25.9 mmoles of Methyl (R)-2- (4-nitrophenylsulfonyloxy)-2(2-chlorophenyl)acetate as a solution in 13 ml of dichloromethane was added. The two-phase medium thus obtained was heated under reflux for 6 hrs. Then cooled to about 30C. Filtered the R.M. Filtrate was having two layers. MDC layer was washed with brine solution. Dried over anhydrous sodium sulfate. After concentration Methyl(S)-2(2-chlorophenyl)-2- (2,4,5,6,7,7a-hexhydrothieno[3,2-c]-5-pyridin-2-one)acetate [(S)-thiolactone of Formula II ] was obtained.

According to the analysis of related databases, 115473-15-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IPCA LABORATORIES LIMITED; KUMAR, Ashok; NELLITHANATH, Thankachen, Byju; WO2012/25942; (2012); 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. 115473-15-9, name is 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride. A new synthetic method of this compound is introduced below., 115473-15-9

Into a reaction flask equipped with a stirrer, a condenser, and a thermometer was charged intermediate II-113.16 g,This was dissolved in 15 ml of toluene, and 2.37 g of pyridine was added under stirring.1.91 g of 5,6,7,7a-tetrahydrothieno [3,2-c] pyridin-2 (4H) -one hydrochloride was added portionwise to the reaction system.The reaction was continued at 90 C for 2 h after completion of the dropwise addition.The reaction mixture was washed with 3 x 18 ml of water, the toluene layer was separated, dried over anhydrous sodium sulfate,Filtration and distillation of the toluene under reduced pressure gave 3.8 g of a colorless oily product (HPLC: 98.8%),Rf = 0.53 (single spot, developing solvent; v (petroleum ether): v (ethyl acetate) = 2: 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,115473-15-9, 5,6,7,7a-Tetrahydrothieno[3,2-c]pyridin-2(4H)-one hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Tianjin Institute of Pharmaceutical Research; LIU, DENG KE; MU, SHUAI; LIU, YING; NIU, DUAN; TAN, CHU BING; ZHOU, ZHI XING; LIU, CHANG XIAO; (22 pag.)CN103896962; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem