Day: December 14, 2020

13534-99-1, Adding a certain compound to certain chemical reactions, such as: 13534-99-1, 2-Amino-3-bromopyridine, 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, 13534-99-1, blongs to pyridine-derivatives compound.

Example 28: 8,9-Dimethoxy-5H-benzo[cU1 ,81naphthyridin-6-one (28); 2-Amino-3-bromopyridine (500 mg, 2.89 mmol), 4,5-dimethoxy-2- methoxycarbonylphenylboronic acid (1.04 g, 4.33 mmol), palladium(ll) acetate (30 mg, 0.12 mmol), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (90 mg, 0.23 mmol), and potassium carbonate (1.2 g, 8.67 mmol) were dissolved in dioxane / H2O (1 1 ml_, 10 / 1 , v / v), and stirred overnight at 100 0C. The reaction mixture was concentrated, suspended in EtOAc / H2O, and filtered. The precipitate was washed with EtOAc / H2O, and dried under vacuum to provide 27 (600 mg, 81 % yield) as a white solid. LC-MS (M+H = 257, obsd. = 257). 1H NMR (400 MHz, d6- DMSO) : delta 8.83 (dd, 1 H), 8.42 (dd, 1 H), 7.92 (s, 1 H), 7.71 (s, 1 H), 7.29 (m, 1 H), 4.04 (s, 3H), 3.91 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13534-99-1, its application will become more common.

Reference:
Patent; MERCK SERONO S.A.; WO2009/108670; (2009); A1;,
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

586-95-8, 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. 586-95-8, name is 4-Pyridinemethanol, molecular formula is C6H7NO, 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.

General procedure: Catalyst 2b (1 mol%, 0.01 mmol), benzylalcohol (1.1 mmol), acetophenone (1.0 mmol), Cesiumcarbonate (1.0 mmol), and tert-amyl alcohol (2 mL) was added toa Schlenk tube under N2 atmosphere. The mixture was heated under 120oC for 24 h and then cooled to room temperature. Theresulting solution was directly purified by columnchromatography with petroleum ether/ethyl acetate (10:1) as eluent to give 1,3-diphenylpropan-1-one (5a) as awhite solid.

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. 586-95-8, 4-Pyridinemethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wang, Dawei; Zhao, Keyan; Ma, Piming; Xu, Chongying; Ding, Yuqiang; Tetrahedron Letters; vol. 55; 52; (2014); p. 7233 – 7235;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18368-63-3, 2-Chloro-6-methylpyridine, 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, 18368-63-3, blongs to pyridine-derivatives compound. 18368-63-3

General procedure: A heating reaction vessel was charged with the prescribed amount of catalyst, naphthylpyrimidine (0.5 mmol), aryl chloride (0.6 mmol), K2CO3 (1.5 mmol), KO2CR (0.1 mmol), PAr3 (0.1 mmol) and water (3 mL) under nitrogen. The vessel was sealed and heated at 120 C (oil bath temperature) for 24 h. The resulting mixture was cooled to room temperature, and the aqueous layer was extracted with ethyl acetate, then the combined organic layers were washed with water, dried over MgSO4, filtered, and the solvent was removed on a rotary evaporator. The resulting residue was purified by flash chromatography to give the corresponding products 1-34.

With the rapid development of chemical substances, we look forward to future research findings about 18368-63-3.

Reference:
Article; Li, Hong-Mei; Tu, Tian-Yong; Han, Xin; Wang, Zhi-Qiang; Fu, Wei-Jun; Hao, Xin-Qi; Song, Mao-Ping; Xu, Chen; Synlett; vol. 29; 13; (2018); p. 1729 – 1734;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

109-04-6, 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. 109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, 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 37A 3,4,5,6-Tetrahydro-2H-(1,2′)bipyridinyl-4-ylamine Pd2(dba)3 (0.040 g, 0.044 mmol), XANTHPOS (0.070 g, 0.122 mmol), dioxane (5 mL), and Cs2CO3 (1.10 g, 3.15 mmol) were added into a dry Schlenk flask which was purged with nitrogen several times at room temperature. Then piperidin-4-yl-carbamic acid tert-butyl ester (0.50 g, 2.34 mmol) was added followed by 2-bromopyridine (0.452 g, 0.285 mmol) and additional nitrogen purges. The reaction mixture was heated at 100 C. for 48 hours. The reaction was then cooled to room temperature, taken up in ethyl acetate (20 mL), washed with brine (2*), water (2*), dried over MgSO4, and concentrated under reduced pressure. The residue was purified by flash chromatography with 5% to 35% ethyl acetate in hexane. MS (CI) m/z 278 (M+1)+; 1H NMR (300 MHz, methanol-d4) delta ppm 8.03 (d, 1H), 7.57 (t, 1H), 6.86 (d, 1H), 6.65 (t, 1H), 4.84 (m, 1H), 4.16 (m, 2H), 3.58 (m, 1H), 3.04-2.95 (m, 2H), 1.92 (m, 2H), 1.52-1.47 (m, 2H), 1.44 (s, 9H).

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. 109-04-6, 2-Bromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2004/259843; (2004); A1;; ; Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2005/215784; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The common heterocyclic compound, 7379-35-3, name is 4-Chloropyridine hydrochloride, molecular formula is C5H5Cl2N, 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. 7379-35-3

Prepare a solution of 12.4 kg (110.7 mol) potassium tert-butoxide in 23.6 kg NMP, stir the suspension at 20 C until a clear solution is obtained (Solution A). Prepare a second solution of 5.84 kg (27.7 mol, assay 82.6 percent) N-propyl-1H-indol-1 amine and 4.36 kg (29.1 mol) 4-chloropyridine hydrochloride in 15 kg NMP (Solution B). Add solution A to solution B while maintaining the temperature at 20 C. Stir for lh and check for completion of reaction. The reaction mixture is quenched in 135 kg water. Adjust pH value of the solution to about 2 with HC1 (30 percent) and extract with 20 kg n-heptane twice. Discard organic layer. Adjust pH value of the aqueous layer tol2 with NaOH (33 percent) and extract with 16 kg n-butylacetate twice. Discard aqueous layer. Wash organic layer with 23 kg of water. Add 10.8 kg methanolic HC1 (29.9 mol, assay 10.1percent) to the organic layer at 20 C. After crystallization cool the mixture to 5 C, filter the product and wash with n- butylacetate. Dry under vacuum at 80 C in a tray dryer. This will result in 5.8 kg indol-1-yl-propyl-pyridin-4-yl-amine hydrochloride (yield 73percent) as a white to beige solid. 1H-NMR (400 MHz, DMSO-d6, TMS) [5, ppm]: 0.94 (t, 3H, CH3), 1.62 (m, 2H, CH2), 4.05 (dm, 2H, CH2), 6.74 (d, 1H, arom. ), 7.19 (m, 1H, arom. ), 7.28 (m, 1H, arom. ), 7.30 (d, 1H, arom. ), 5.8-7. 6 (s v br, 2H, arom. ), 7.63 (d, 1H, arom. ), 7.70 (d, 1H, arom. ), 8.43 (d br, 2H, arom. ), 15. 2 (s br, 1H, NH+). MS (ES+): 252 [M++H, free base]

The synthetic route of 7379-35-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AVENTIS PHARMACEUTICALS INC.; WO2005/35496; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

626-64-2, 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. 626-64-2, name is Pyridin-4-ol, molecular formula is C5H5NO, 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.

4-Hydroxypyridine (15 g, 157.7 mmol) was suspended in mineral oil (220 mL) under argon atmosphere, sodium amide (24.6 g, 630.8 mmol, 4 eq) was added and stirred over night at room temperature. The homogeneous suspension was heated within 25 min to 70 C for 15 min. At 65 C ammonia was released. The temperature was raised stepwise within 30 min to 140C, whereupon the orange color of the suspension changed to brown. Within 20 min the mixture was heated to 190 C, and hydrogen was released at 130 C. The color change to dark brown and a foam was formed. The mixture was heated within 25 min to 220 C, the reaction was controlled by TLC(MeOH/AcOH 1:0.1). After 2 h at 220 C the hydrogen release stopped, and the reaction was cooled to room temperature. The suspension was filtered, washed with petroleum ether (4x 100 mL)and Et2O (2x 100 mL). The brown solid was transferred to an Erlenmeyer flask, the salt was quenched carefully with water (50 mL), activated charcoal was added, stirred for 30 min and filtrated over Celite. Nitric acid 65 % was added until a pH of one was reached and a brown precipitate was formed. Then thesolid was filtrated, washed with ice water (50 mL), acetone/Et2O (1:1; 3x 50 mL) and Et2O (2x 50 mL). Thesolid was dried under vacuum affording 22.9 g (77 %) of 8 as brown solid. 1H NMR (DMSO-d6) delta: 11.33 (s,2H), 6.85 (s, 4H, NH2), 5.38 (s, 2H, Py). 13C{1H} NMR (DMSO-d6) delta: 170.3 (Py), 152.8 (Py), 82.9 (Py).

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. 626-64-2, Pyridin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mastalir, Matthias; Pittenauer, Ernst; Allmaier, Guenter; Kirchner, Karl; Tetrahedron Letters; vol. 57; 3; (2016); p. 333 – 336;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

55758-02-6, Adding a certain compound to certain chemical reactions, such as: 55758-02-6, 3-Bromopicolinonitrile, 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, 55758-02-6, blongs to pyridine-derivatives compound.

Step C 2-Cyano-3-(ethylthio)pyridine To a stirred suspension of sodium ethanethiolate (600 mg, 5.75 mmol) in dry THF (25 mL) was added 3-bromo-2-cyanopyridine (700 mg, 3.83 mmol). The reaction mixture was heated to reflux under N2 for 3 h. The solvent was removed in vacuo and the resulting residue was taken Lip in CH2Cl2 (35 mL). The solution was filtered to remove precipitated sodium bromide and the filtrate was concentrated at reduced pressure to afford the title compound as a yellow oil: 1H NMR (CDCl3, 300 MHz): delta8.49 (dd, J=3.3, 1.2 Hz, 1H), 7.76 (d, J=1.2 Hz, 1H), 7.45-7.41 (m, 1H), 3.06 (q, J=7.2 Hz, 2H), 1.40-1.32 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55758-02-6, its application will become more common.

Reference:
Patent; Merck & Co., Inc.; US6387911; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

74115-13-2 , The common heterocyclic compound, 74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, 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.

To a solution of 5-bromopyridin-3-ol (L) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90C for 1 h and then cooled to 25 C. The (bromomethyl)benzene (LIV) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25C overnight. The reaction was worked-up using a saturated sodium bicarbonate and EtOAc extraction. The product was purified by ISCO column (40-100% EtOAc- hexanes). The 3-(benzyloxy)-5-bromopyridine (LV) (105 mg, 0.398 mmol, 39.8 % yield) was obtained as yellow oil. ESIMS found for Ci2Hi0BrNO mlz 266.1 (M+H).

The synthetic route of 74115-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24003; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. 6419-36-9

5.159 N-[2-(2,6-DIOXO-PIPERIDIN-3-YL)-1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOL-4-YLMETHYL]-2-PYRIDINYL-3-YL-ACETAMIDE To a stirred suspension of 4-aminomethyl-2-(2,6-dioxo-piperidin-3-yl)-isoindole-1,3-dione hydrochloride (0.7 g, 2.2 mmol) in acetonitrile (60 mL), was added 1,8-diazabicyclo[5,4,0]undec-7-ene (0.8 g, 5.4 mmol). After stirring for 10 minutes, 1-hydroxybenzotriazole (0.4 g, 2.6 mmol) and 3-pyridylacetic acid hydrochloride (0.4 g, 2.4 mmol) were added, followed by 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.6 g, 3.2 mmol). The mixture was stirred at room temperature overnight then was concentrated in vacuo. The residue was dissolved in CH2Cl2 (80 mL) and washed with water (3¡Á40 mL) and brine (40 mL), and dried over MgSO4. Solvent was removed in vacuo, and residue was purified by ISCO silica gel flash chromatography (Eluent: CH3OH:CH2Cl2 3:97) to afford N-[2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylmethyl]-2-pyridinyl-3-yl-acetamide (0.5 g, 57%) as a white solid: mp 292-294 C.; HPLC: Waters Symmetry C-18, 3.9¡Á150 mm, 5 micro, 1 mL/min, 240 nm, 40/60 (CH3CN/H2O): tR=0.87 min. (97%); 1H NMR (DMSO-d6) delta 2.04-2.07 (m, 1H), 2.52-2.63 (m, 2H), 2.84-2.96 (m, 1H), 3.59 (s, 2H), 4.74 (d, J=5.8 Hz, 2H), 5.12-5.18 (dd, J=5.2 and 12.7 Hz, 1H), 7.32-7.36 (m, 1H), 7.65-7.71 (m, 2H), 7.80-7.84 (m, 2H), 8.43-8.49 (m, 2H), 8.75 (t, J=5.8 Hz, 1H), 11.14 (s, 1H); 13C NMR (DMSO-d6) delta 21.95, 30.90, 37.89, 39.03, 48.83, 121.93, 123.33, 127.15, 131.52, 131.79, 133.26, 134.70, 136.64, 138.97, 147.65, 150.01, 166.89, 167.41, 169.78, 170.03, 172.73; Anal. Calcd. for C21H18N4O5: C, 62.07; H, 4.46; N, 13.79. Found: C, 61.73; H, 4.46; N, 13.55.

Statistics shows that 6419-36-9 is playing an increasingly important role. we look forward to future research findings about 2-(Pyridin-3-yl)acetic acid hydrochloride.

Reference:
Patent; Muller, George W.; Chen, Roger Shen-Chu; Man, Hon-Wah; Ruchelman, Alexander L.; US2007/49618; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem