Tag: M.W:200-300

Related Products of 849020-87-7 ,Some common heterocyclic compound, 849020-87-7, molecular formula is C7H4F3NO3, 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.

Diethyl chlorophosphate (0.186 ml, 1.285 mmol) was added to a stirring solution of 6-hydroxy-4-(trifluoromethyl)nicotinic acid (0.266 g, 1.285 mmol) in pyridine (3 ml) at room temperature. After stirring for lh the solution of activated acid was added to a stirring solution of 4-(3,4-dimethylpiperazin-1-yl)-6-fluoro-3′- (mo holinomethyl)-[l, -biphenyl]-3-amine (0.128 g, 0.321 mmol) also in pyridine (3 ml) at room temperature. The reaction was heated to 75 C overnight. LCMS indicated the presence of the desired product along with the excess nicotinic acid. The reaction was concentrated onto celite and purified by RP flash on the Biotage [5-95% MeCN/water] to afford 135 mg of crude product that was not of sufficient purity by NMR and LCMS. The mixture was loaded onto celite and purified by silica gel chromatography [1-25% MeOH/DCM + 1% NH40H] to afford the title compound (106 mg, 53.4 % yield) as a colorless solid after lyophilization. 11H NMR (500 MHz, DMSO-d6) delta 9.52 (s, 1H), 7.94 (s, 1H), 7.75 (d, J=8.44 Hz, 1H), 7.29-7.47 (m, 4H), 7.06 (d, J=12.47 Hz, 1H), 6.81 (s, 1H), 3.58 (t, J=4.40 Hz, 4H), 3.53 (s, 2H), 2.99- 3.09 (m, 2H), 2.80-2.87 (m, 1H), 2.74-2.80 (m, 1H), 2.32-2.46 (m, 6H), 2.23-2.27 (m, 1H), 0.99 (d, J=6.24 Hz, 3H); LCMS [M+H]+ 574 g/mol.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,849020-87-7, its application will become more common.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 70201-42-2, name is 3,5-Dibromoisonicotinaldehyde, the common compound, a new synthetic route is introduced below. Quality Control of 3,5-Dibromoisonicotinaldehyde

To a solution of N-benzyloxycarbonyl-a-phosphono-glycine trimethyl ester (29.7 g, 89.7 mmol) in anhydrous DCM (500 mL) was added diazabicycloundec-7-ene (0.1 M solution in DCM, 14.6 mL, 97.9 mmol) dropwise. The reaction mixture was stirred for about 20 minutes at room temperature then a solution of 3,5-dibromo-pyridine-4-carbaldehyde (21.5 g, 81.6 mmol) in DCM (300 mL) was added dropwise and the resulting reaction mixture was stirred at room temperature for about 2 hours. The solvent was removed in vacuo and the resulting semi-solid taken up in EtOAc (500 mL) and washed with IN aqueous HCl (3 x 150 mL). The organic phase was separated, dried over sodium sulfate, and the solvent removed in vacuo. The resulting semi-solid was triturated using a 2:1 mixture of heptane-ethyl ether to provide 2-benzyloxycarbonyla»zirzo-3-(3,5-dibromo-pyridirz-4-yl)-acrylic acid methyl ester as an off-white powder (32.4 g, 69.1 mmol) ; ¹H NMR (d6-DMSO, 400 MHz): 8 9.44 (1H, bs), 8.72 (2H, s), 7.30-7.41 (5H, m), 6.59 (lH, s), 5.05 (2H, s), and 3.74 (3H, s) ; RP-HPLC (Table 1, Method n) Rt 4.18 min (major isomer); 111/Z: (M + H)(at) 471.

The synthetic route of 70201-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; WO2005/110410; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 127561-18-6, name is 1-(6-(Trifluoromethyl)pyridin-2-yl)piperazine, the common compound, a new synthetic route is introduced below. Quality Control of 1-(6-(Trifluoromethyl)pyridin-2-yl)piperazine

A solution of 4-fluorophenyl /V-5-[(zPatent; CENTAURUS THERAPEUTICS; ROMERO, Donna, L.; BLITZER, Jeremy; (242 pag.)WO2019/140188; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 17282-40-5, Adding some certain compound to certain chemical reactions, such as: 17282-40-5, name is 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide,molecular formula is C9H12BrNO2, 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 17282-40-5.

General procedure: Mixture of ethyl acetoacetate(1, 211 mg, 0.153 mmol), hydrazine (2, 81 mg, 0.153), 7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde (4a, 406 mg,0.153 mmol), 1-(2-ethoxy-2-oxoethyl)pyridinium ylide (4, 272mg, 0.153 mmol), 0.1 equivalents of trimethylamine (16 mg,0.015 mmol) in15 mL EtOH were refluxed in a pre-heated oilbath (80 C) under the blanket of nitrogen for 30 min till the completion of reaction (TLC, 20 % dicholromethane in hexanes; Rf = 0.3). The reaction mixture was diluted with dichloromethane (10 mL) and the organic solution was washed with water (20 mL) and brine (20 mL) and dried over anhydrousNa2SO4. Column chromatographic purification on silica gelwith increasing amount of dichlormethane in hexanes provided 8a as a free flowing solid in about 88 % yield. Analytical samples were obtained through from the recrystallization in EtOH.

According to the analysis of related databases, 17282-40-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tangeti, Venkata Swamy; Vasundhara; Satyanarayana; Pavan Kumar, Kaja Srinivas; Asian Journal of Chemistry; vol. 29; 7; (2017); p. 1525 – 1532;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1263280-06-3, 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-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, Recommanded Product: 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

To a stirred solution of compound I (0.050 g, 0.207 mmol ) in propionitrile (4 ml) and DMF (1 ml) were added compound B( 0.047 g,0.207 mmol ),Pd(OAc)2( 0.004 g,0.0207 mmol ), P(o-tol)3 (0.011 g, 0.04 mmol )and DIPEA (0.053g, 0.4mm01 ) .The total reaction mass was purged with argon and heated at reflux temperature for 16 h. Reaction mass cooled to room temperature and concentrated under vacuum. Crude reaction mass was purified by column chromatography by eluting with 60% ethyl acetate in pet ether to afford the desired compound VT-02-00066 (0.017g). ? NMR (400 MHz, CDC13) 8.5 (s,lH ), 8.28(s,lH ), 7.6-7.63(d, J=1.2 Hz ,1H ),7.6(s,lH), 7.5(d, J= 8.0 Hz ,1H ) , 7.42 (d, J= 8.0Hz ,1H), 7.3 (m,2H), 6.85 (d, J= 2.0Hz ,1H ), 3.2 (d, J= 4.4Hz ,3H ), 1.44 (s,6H). MS(ESI): m/z 392(M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1263280-06-3, 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; VITAS PHARMA RESEARCH PRIVATE LIMITED; RANGARAJAN, Radha; KUMAR, Rajinder; PRABHAKAR, B V; CHANDRASEKHAR, P; MALLIKARJUNA, P; BANERJEE, Ankita; WO2013/42035; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1083181-26-3, 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.1083181-26-3, name is 3-Iodo-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5IN2, molecular weight is 244.03, as common compound, the synthetic route is as follows.

To a mixture of 3-iodo-1H-pyrrolo[3,2-b]pyridine (Intermediate 1), (350 mg) and potassium carbonate (791 mg) in DMF (8 mL) stirred at 0 C. under nitrogen was added 2-(4-(bromomethyl)-3-fluorophenyl)-6-methylpyridine hydrobromide (Intermediate 65), (620 mg). The reaction mixture was allowed to warm to rt and was stirred overnight. Water (50 mL) was added to the reaction mixture and the reaction mixture was extracted with EtOAc (100 mL). The organic phase was washed with brine (75 mL), dried (Na2SO4), filtered and evaporated under vacuum. The crude product was purified by column chromatography (silica) eluting with 28:72 EtOAc:hexanes to afford the title compound (580 mg) which was taken on as such. LCMS: m/z 444.11 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 1083181-26-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Payne, Andrew; Castro Pineiro, Jose Luis; Birch, Louise Michelle; Khan, Afzal; Braunton, Alan James; Kitulagoda, James Edward; Soejima, Motohiro; US2015/94328; (2015); 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. 100866-13-5, name is 2-(Pyridin-4-yl)-1-(p-tolyl)ethanone, molecular formula is C14H13NO, 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. COA of Formula: C14H13NO

General procedure: To the intermediate ketone product (10 mmol) dissolved in MeOH (1 M) was addedhydroxylamine hydrochloride (1.04 g, 15 mmol, 1.5 equiv.) and NaOMe (0.81 g, 15 mmol,1.5 equiv.). This suspension is stirred at room temperature for 8 h until complete conversionof the substrate into the desired oxime is achieved (monitored by tlc and/or 1H-NMR).Aqueous extraction (3 × DCM/water) followed by drying the combined organic layers oversodium sulfate, filtration and evaporation to yield the oxime products as solids or oils thatsolidify upon storage.

With the rapid development of chemical substances, we look forward to future research findings about 100866-13-5.

Reference:
Article; Baumann, Marcus; Baxendale, Ian R.; Synlett; vol. 27; 1; (2016); p. 159 – 163;,
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. 126717-59-7, name is 3-Bromo-6-methoxy-2-picoline. A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrNO

The compound 3-bromo-6-methoxy-2-methylpyridine (15 g, 0.076 mol), N-bromosuccinimide (40 g, 0.22 mol),Tetrahydrofuran (100 mL), acetic acid (7.5 mL),Azobisisobutyronitrile (0.45 g, 2.7 mmol) was added to a 500 ml single-mouth flask equipped with a reflux apparatus, and the reaction system was heated to reflux for 12 hours.Cool to room temperature and add ethyl acetate (150 mL).Adjust the pH to about 8 with a saturated aqueous solution of sodium bicarbonate (40 mL).The organic phase was washed with saturated brine (30 mL) and dried over anhydrous sodium sulfate.Dry to give a clear oily mixture of compound 3-bromo-2-(dibromomethyl)-6-methoxypyridine and 3-bromo-2-(bromomethyl)-6-methoxypyridine (26 g ),Used directly in the next step.3-Bromo-2-(dibromomethyl)-6-methoxypyridine in sequence at room temperaturea mixture with 3-bromo-2-(bromomethyl)-6-methoxypyridine (26 g),Anhydrous tetrahydrofuran (100 mL), N,N-diisopropylethylamine(25.8 mL, 0.19 moL), added to a 500 ml three-neck bottle,Nitrogen protection, cooling to 0 C, diethyl phosphite(18.6 mL, 0.14 mol) was added dropwise to the reaction system.After completion, the reaction solution was stirred at normal temperature for 12 hours.Ethyl acetate (200 mL) was added to the reaction system.Wash twice with saturated brine (20 mL) and dry over anhydrous sodium sulfate.Spin dry, pass through the column (petroleum ether (v) / ethyl acetate (v) = 50:1)3-bromo-2-(bromomethyl)-6-methoxypyridine (15.5 g, two-step yield: 77%)Transparent oil.

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, 126717-59-7, 3-Bromo-6-methoxy-2-picoline.

Reference:
Patent; Wanbangde Pharmaceutical Group Co., Ltd.; Zhang Kai; (10 pag.)CN104151240; (2017); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 189005-44-5, 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, 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, Recommanded Product: 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid, blongs to pyridine-derivatives compound. Recommanded Product: 6-Methyl-2-(4-methylphenyl)imidazol[1,2-a]pyridine-3-acetic acid

To a suspension of 28 g (0.10 mole) of [6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetic acid and 200 ml of methanol 6.9 ml (12.8 g, 0.13 mole) of concentrated sulfuric acid are added dropwise. The reaction mixture is heated to boiling for 3 hours, whereupon it is cooled first to room temperature and then to 5-10C under external cooling and stirred at this temperature for an hour. The precipitated crystalline product (the sulfuric acid salt of the title compound) is filtered, washed with methanol and dried. The product thus obtained is suspended in 500 ml of water and the pH is adjusted to 8 by adding a 10 % sodium carbonate solution under intensive stirring. The precipitated product is filtered, washed twice with 70 ml of water each. Thus 27.4 g of methyl-[6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine-3-yl]-acetate are obtained in the form of white crystals. Yield 93.3 %, mp.: 133 -136C. IR (KBr) 2950, 1729, 1538, 1503, 1437, 1408, 1391, 1332, 1308, 1273, 1229, 1177, 1133, 1042, 994, 890, 823, 787, 753, 737, 706, 587, 553, 514, 417. 1H-NMR (CDCl3):delta, ppm 7.84 (1H, s, H-5); 7.69 (2H, d, J 8.0 Hz, H-2′,6′); 7.56 (1 H, d, J 9.2 Hz, H-8); 7.28 (2H, d, J 8.0 Hz, H-3′,5′); 7.06 (1H, dd, J 1.5 and 9.2 Hz, H-7); 4.02 (2H, s, CH2); 3.76 (3H, s, CH3); 2.40 (3H, s, CH3-4′); 2.35 (3H, s, CH3-6). 13C-NMR (CDCl3): delta, ppm 169.9 (C=O); 144.3 (C-8a); 143.9 (C-2); 137.5 (C-4′); 131.2 (C-1′); 129.2 (C-3′,5′); 128.2 (C-2′,6′); 127.5(C-7); 122.0 (C-5); 121.1 (C-6); 116.7 (C-8); 112.1 (C-3); 52.4 (COOCH 3); 30.5 (CH2); 21.2 (CH3-4′); 18.3 (CH3-6).

The synthetic route of 189005-44-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EGIS GYOGYSZERGYAR RT.; EP1259509; (2005); B1;,
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. 1052714-46-1, name is 6-Bromo-5-fluoropicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 6-Bromo-5-fluoropicolinic acid

Synthesis of methyl 6-bromo-5-fluoropicolinate To a solution of 6-bromo-5-fluoropicolinic acid (1.0 equiv.) in methanol (0.2 M) was added H2SO4 (4.2 equiv.) and the reaction was stirred at room temperature for two hours. Upon completion of the reaction as monitored by LC/MS, the reaction was diluted with ethyl acetate and quenched slowly with saturated aqueous NaHCO3. The reaction was poured into a separatory funnel and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate, filtered, and concentrated in vacuo to provide methyl 6-bromo-5-fluoropicolinate as a white solid (>99%). LC/MS=233.9/235.9 (M+H), Rt=0.69 min.

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, 1052714-46-1, 6-Bromo-5-fluoropicolinic acid.

Reference:
Patent; BURGER, Matthew T.; HAN, Wooseok; LAN, Jiong; NISHIGUCHI, Gisele; US2010/56576; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem