Tag: M.W:100-200

Related Products of 4548-45-2 , The common heterocyclic compound, 4548-45-2, name is 2-Chloro-5-nitropyridine, molecular formula is C5H3ClN2O2, 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.

N-BOC piperazine (0.5g) and 2-chloro-5-nitropyridine (0.424g) in DMF (16ml) were treated with potassium carbonate (0.744g) and DIPEA (1.41ml). The resulting mixture was heated at 1200C for 4 hours.After cooling to room temperarure, the solvent was removed in vacuo and the residue partitioned between ethyl acetate and water. Organic layer washed again with water then dried over anhydrous magnesium sulphate. After filtration, the solvent evaporated to dryness in vacuo to afford the title compound as a pale brown solid in 95%. LCMS (ES+) 209.05 (MH+-BOC).

The synthetic route of 4548-45-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/94843; (2006); 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. 6188-23-4, name is 6-Bromoimidazo[1,2-a]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 6188-23-4

Step 1: To a solution of 4-(ethoxycarbonyl)-3-fluorophenylboronic acid ( 1.29 g, 6.091 mmol), K3P04 (3.22 g, 15.22 mmol) in 1,4-dioxane (20 mL), and water (3 mL) was added 6- bromoimidazo[l,2-a]pyridine (1 g, 5.07 mmol) and degassed with argon for 30 min. (A- Phos)2PdCl2 (293 mg, 0.25 mmol) was added and again degassed with argon for 30 min and the reaction mixture was heated at 90 C for overnight. The reaction mixture was washed with water. The organic layer was concentrated and the crude product was purified by column chromatography (silica gel, eluent CHCl3/MeOH 96.5: 3.5) to afford 2-fluoro-4- (imidazo[l,2-a]pyridin-6-yl)benzoate (1.16 g, 81%, AUC LC-MS 84%). 1H NMR (300 MHz, DMSO- 6) ppm delta 9.1 (s, 1 H), 7.9 (m, 2 H), 7.6 (m, 5 H), 4.3 (q, J= 6.9 Hz, 2 H), 1.3 (t, J= 6.9 Hz, 3 H); MS (ESI) m/z 285 (M+l).

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, 6188-23-4, 6-Bromoimidazo[1,2-a]pyridine.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; DURAISWAMY, Athisayamani, Jeyaraj; CHENNAMANENI, Lohitha, Rao; WO2013/147711; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6419-36-9 ,Some common heterocyclic compound, 6419-36-9, molecular formula is C7H8ClNO2, 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 l-(2-Phenylethyl)piperazine (2.2 ml, 11.5 mmol) and 3-pyridylacetic acid hydrochloride (2.0 g, 11.5 mmol) in DMF (approximately 15 ml) is added HOBT (1.6 g, 11.5 mmol). The pH of the solution is adjusted to 8 by adding N-methylmorpholine. Coupling reagent EDC (2.3 g, 11.9 mmol) is added. After the reaction mixture is stirred at RT over night, the solvent is evaporated under reduced pressure and the residue is dissolved in EtOAc (20 ml). The organic layer is washed with aqueous saturated NaHCO3 (20 ml) and NaCl (20 ml) solution and dried (Na2SO4). The solvent is evaporated under reduced pressure to give a product which is chromatographed on silica (MeOH/EtOAc, 2:10) to give a brownish solid; yield: 3.56 g, 100 % (98 % pure by area % HPLC analysis); mp 91-93 C; chemical formula: C19H23N3O; molecular weight: 309,41.1H NMR (300 MHz, DMSO-J15) delta 2.37 – 2.43 (4H, m), 2.50 – 2.54 (4H, m), 2.71 – 2.76 (2H, m), 3.40 – 3.54 (2H, m), 3.76 (2H, s), 7.18 – 7.35 (6H, m), 7.61 (IH, td, J= 7.8 Hz, J= 1.7), 8.42 – 8.44 (2H, m); FT-IR (NaCl) 3409, 2776, 1652, 1579, 1424, 1311, 1237, 1134, 1237, 1134, 998, 767, 697 cm”1; EI MS m/z 310 [MH+], FAB MS m/z 310 [MH+]; HRMS m/z calcd for C19H24N3O [MH+] 310.1919, found 310.1928.

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. 6419-36-9, 2-(Pyridin-3-yl)acetic acid hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2007/73935; (2007); 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. 607373-83-1, name is 2-Chloro-4-methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-4-methoxy-5-nitropyridine

A mixture of 2-chloro-4-methoxy-5-nitropyridine (208 mg, 1.10 mmol), ammonium chloride (295 mg, 5.52 mmol) and iron powder (246mg, 4.4immol) in ethanol (5mL) and water (0.5mL) was heated at 80 oC for 18 h. The mixture was cooled and filtered through a Celite cartridge and washed through with methanol. The combined filtrate and washing was evaporated, and the residue partitioned between DCM (10 mL)and water (10 mL), the organic phase was washed further with water (10 mL), and the aqueous washes were combined and extracted with DCM (3 x 5 mL). The organic extracts were combined and filtered through a hydrophobic fit, and the solvent was removed by evaporation to give the product as an off-white solid (155 mg, 89%). ?H NMR (400 MHz, CDC13): oe 7.73 (s, 1H); 6.71 (s, 1H); 3.90 (s, 3 H); 3.71 (s, 2H).

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, 607373-83-1, 2-Chloro-4-methoxy-5-nitropyridine.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BAKER-GLENN, Charles; CHAMBERS, Mark; CHAN, Bryan K.; ESTRADA, Anthony; SWEENEY, Zachary Kevin; WO2013/79495; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6231-18-1 ,Some common heterocyclic compound, 6231-18-1, molecular formula is C7H9NO2, 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.

General procedure: To a stirred cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (1.0 mL, 6.0 mmol) in THF (5 mL) were added BuLi (1.6 M hexanes solution, 6.0 mmol) and, 5 min later, FeBr2 (0.43 g, 2.0 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (2.0 mmol). After 2 h at room temperature, the electrophile (6.0 mmol) was added. The mixture was stirred for 1 h before addition of H2O (10 mL) and extraction with EtOAc (3¡Á20 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure.

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. 6231-18-1, 2,6-Dimethoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Nagaradja, Elisabeth; Chevallier, Floris; Roisnel, Thierry; Jouikov, Viatcheslav; Mongin, Florence; Tetrahedron; vol. 68; 14; (2012); p. 3063 – 3073;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 86649-57-2, 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. 86649-57-2, name is 3-Pyridyloxyacetic acid, molecular formula is C7H7NO3, 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.

Add O-(7-azabenzotriazol- 1 -yl)-N,N,N?,N?-tetramethyluroniumhexafluorophosphate (584.56 mg, 1.81 mmol) and triethylamine (306.11 mg, 421.63 tL, 3.02 mmol) to a solution of 1-cyclopropyl-N-(1,2,3,4-tetrahydroisoquinolin-6-10 yl)methanesulfonamide (322.30 mg, 1.21 mmol) and 2-(3-pyridyloxy)acetic acid (185.30 mg, 1.21 mmol) in dimethylfomamide (6 mL). Stir the mixture at room temperature for 18 hours. Concentrate under reduced pressure. Pre-purify by an ion exchangechromatography, eluting with 10% methanol/dichloromethane followed by 2 N NH3 inmethanol. Concentrate the latter basic fraction and further purify the crude material by HPLC (XTeffa MS C18 21×100 m) eluting with a mobile phase of 20 mM ammonium carbonate at pH 9 in water/ACN (20% to 40% ACN over 8 minutes at 25 mL/minute) to afford the title compound (203 mg, 0.51 mmol). MS (m/z): 402 (M+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 86649-57-2, 3-Pyridyloxyacetic acid.

Reference:
Patent; ELI LILLY AND COMPANY; BURKHOLDER, Timothy Paul; DEL PRADO, Miriam Filadelfa; FERNANDEZ, Maria Carmen; HEINZ II, Lawrence Joseph; PRIETO, Lourdes; ZHAO, Genshi; WO2015/54060; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6320-39-4 , The common heterocyclic compound, 6320-39-4, name is 3-Amino-4-hydroxypyridine, molecular formula is C5H6N2O, 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.

Step 1 4-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a, 10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy) piperidin-3-amine (3R,4aR,6aS,7R,10bR)-7-(2-bromoethyl)-3-cyclopentyl-6a,10b-dimeth yl-8-methylenedecahydro-1H-naphtho[2,1-d][1,3]dioxin (100 mg, 0.24 mmol) was dissolved in 10 mL of N,N-dimethylformamide, followed by the addition of 3-amino-4-hydroxypyridine (32.12 mg, 0.29 mmol) and potassium carbonate (67.19 mg, 0.49 mmol), then stirred at 60 C. overnight. After the reaction was completed, the reaction solution was diluted with water and then extracted with dichloromethane. The resulting organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, concentrated, and separated by a preparative plate (Develop: EtOAc_MeOH=10:1) to give 4-(2-((3R,4aR,6aS,7R,10bR)-3-cyclopentyl-6a,10b-dimethyl-8-dihydromethylene decahydro-1H-naphtho[2,1-d][1,3]dioxin-7-yl)ethoxy) piperidin-3-amine 339 (30 mg, yield: 28.01%). MS m/z (ESI): 441.2 [M+1] 1H NMR (400 MHz, CDCl3) 8.16 (s, 1H), 8.00 (s, 1H), 6.76 (s, 1H), 4.91 (s, 1H), 4.61-4.59 (m, 2H), 4.18 (s, 1H), 4.04-4.01 (m, 2H), 3.55-3.48 (m, 2H), 2.44 (d, J=12.0 Hz, 1H), 2.33-2.23 (m, 1H), 2.08-1.43 (m, 16H), 1.37 (s, 3H), 1.25-1.15 (m, 3H), 0.79 (s, 3H).

The synthetic route of 6320-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Heilongjiang Zhenbaodao Pharmaceutical Co., Ltd.; MEDSHINE DISCOVERY INC.; HE, Haiying; JIANG, Zhigan; XIA, Jianhua; WANG, Jing; HAN, Lixia; LAN, Lihong; ZHOU, Hui; LAI, Kunmin; CHEN, Shuhui; US2018/346438; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 183208-35-7, 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. 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

[0653] To a stirred solution of 5-bromo-1H-pyrrolo [2, 3-bj pyridine (2 g, 10 mmol) in DMSO (20 mL) at room temperature under an argon atmosphere were added potassium hydroxide (852 mg, 15 mmol) and methyl iodide (1.95 mL, 30 mmol). The reaction mixture was warmed to room temperature and stirred for 4 h. After consumption of starting material (by TLC), the reaction mixture was diluted with ice cold water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were dried over sodium sulfate, filteredand concentrated in vacuo to obtain 5-bromo-1-methyl-1H-pyrrolo [2, 3-bj pyridine (2.1 g, crude) as colorless syrup used in the next step without further purification.LCMS: 98.9%; 212.7 (M+3); (column; Ascentis Express C-18 (50 x 3.0 mm, 2.7 jtm); RT 2.49 mm; mobile phase: 0.025% Aq TFA+5% ACN: ACN+5% 0.025% Aq TFA; T/B%:0.01/5, 0.5/5, 3/100, 5/100; flow rate: 1.2 mL/min) (Gradient); TLC: 30% EtOAc/ Hexane (R1: 0.6).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1346575-64-1, 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. 1346575-64-1, name is 3-(Aminomethyl)-6-methyl-4-propylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

c) 6-(2-Dimethylamino-ethoxy)-l-isopropyl-lH-indole-4-carboxylic acid (6-methyl-2-oxo-4- propyl-1 , 2-dihydro-pyridin-3-ylmeth l)-amide To a cooled (0 C) mixture of 6-(2-dimethylamino-ethoxy)-l-isopropyl-lH-indole-4- carboxylic acid (400 mg, 1.37 mmol) in DMF (10 mL) was added EDC.HC1 (310 mg, 1.65 mmol) and HOBt.H20 (250 mg, 1.65 mmol). The reaction was stirred for 15 min, then DIPEA (1.2 mL, 6.89 mmol) and 3-aminomethyl-6-methyl-4-propyl-lH-pyridin-2-one (240 mg, 1.37 mmol) were added. The reaction was allowed to warm to RT and stirred for 16 h, at which time it was diluted with water (20 mL) and extracted with DCM (2×15 mL). The combined DCM layer was dried over Na2S04 and concentrated. The residue was purified by flash column chromatography eluting with 3% MeOH in chloroform and then further purified by preparative HPLC to furnish 6-(2-dimethylamino-ethoxy)-l-isopropyl-lH-indole-4- carboxylic acid (6-methyl-2-oxo-4-propyl-l,2-dihydro-pyridin-3-ylmethyl)-amide (120 mg, 19%) as an off white solid. 1H NMR (400 MHz, DMSO-d6): delta 0.92-0.88 (t, 3H), 1.43-1.41 (d, J = 6.8 Hz, 6H), 1.56 (m, 2H), 2.12 (s, 3H), 2.22 (s, 6H), 2.55-2.53 (m, 2H), 2.06 (m, 2H), 4.11-4.09 (t, 2H), 4.36-4.34 (d, J = 4.8 Hz, 2H), 4.76-4.73 (m, 1H), 5.90 (s, 1H), 6.74-6.73 (d, J = 2.8 Hz, 1H), 7.04 (s, 1H), 7.20 (s, 1H), 7.43-7.42 (d, J=3.2 Hz, 1H), 8.10-8.07 (bs, 1H), 11.55 (bs, 1H). LCMS (ES+): m/z= 453.23[M+H].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1346575-64-1, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; BRACKLEY, James; BURGESS, Joelle, Lorraine; GRANT, Seth; JOHNSON, Neil; KNIGHT, Steven, D.; LaFRANCE, Louis; MILLER, William, H.; NEWLANDER, Kenneth; ROMERIL, Stuart; ROUSE, Meagan, B.; TIAN, Xinrong; VERMA, Sharad, Kumar; WO2011/140324; (2011); 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. 39890-95-4, name is 2-Chloro-6-(trifluoromethyl)pyridine, molecular formula is C6H3ClF3N, 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. Application In Synthesis of 2-Chloro-6-(trifluoromethyl)pyridine

Step 1: Preparation of 6-trifluomethyl-pyridine-2-carboxylic acid methyl ester (2) To a solution of 2-chloro-6-trifluoromethyl-pyridine (2 g, 11.1 mmol, 1.0 eq) in MeOH (20 mL) was add Pd(OAc)2 (124 mg, 0.05 eq) and dppf (600 mg, 0.1 eq) under an atmosphere of nitrogen. Et3N (2.3 mL, 1.5 eq) was then added to the resulting orange solution. The reaction solution was then stirred under an atmosphere of carbon monoxide (40 psi) at 60 C. for 22 hr. Once the reaction completed, the mixture was filtered and the filtrate was concentrated in high vacuum. The residue was purified by column chromatography to afford the desired product. 1HNMR (400 MHz, CDCl3): delta 8.32 (d, J=8 Hz, 1H), 8.06 (t, J=8 Hz, 1H), 8.88 (d, J=8 Hz, 1H), 4.04 (s, 3H). LC-MS: m/z 206 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 39890-95-4.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC; Konteatis, Zenon D.; Popovici-Muller, Janeta; Travins, Jeremy; Zahler, Robert; Cai, Zhenwei; Zhou, Ding; US2015/18328; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem