Tag: M.W:200-300

Reference of 524955-09-7, 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 524955-09-7, name is 3-Chloro-4-(pyridin-2-ylmethoxy)aniline. This compound has unique chemical properties. The synthetic route is as follows.

Compound 40 (0.66 g, 2.56 mmol), 26 (0.6 g, 2.56 mmol) and pyridine hydrochloride (0.3 g, 2.56 mmol) were added to DME (15 mL) and the solution was heated to reflux for 5 h. The reaction mixture was diluted with water (100 mL) and the resulting solid was filtered, washed with water and dried to give 4-((3-chloro-4-(pyridin-2-ylmethoxy)phenyl)amino)-5-(4-nitrophenyl)nicotinonitrile 43a (0.88 g, 75%) as a faint-yellow solid. MS-ESI (m/z): 458.4(M+H), 480.3(M+Na); 1H NMR (DMSO-d6, delta): 5.19(d, 2H), 6.99-7.08(m, 2H), 7.18(s, 1H), 7.37(m, 1H), 7.47(d, 1H), 7.67(d, 2H), 7.85(t, 1H), 8.21(d, 2H), 8.34(s, 1H), 8.57(d, 1H), 8.66(s, 1H), 8.72(s, 1H).

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 524955-09-7, 3-Chloro-4-(pyridin-2-ylmethoxy)aniline.

Reference:
Article; Mao, Yongjun; Zhu, Wenxiu; Kong, Xiaoguang; Wang, Zhen; Xie, Hua; Ding, Jian; Terrett, Nicholas Kenneth; Shen, Jingkang; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 3090 – 3104;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1214336-90-9, 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 1214336-90-9 as follows.

2- Bromo-3-nitro-5-trifluoromethyl-pyridine (10.00 g, 36.87 mmol) was dissolved in toluene (250 ml) with stirring to give a pale yellow solution. Tetrabutylammonium bromide (11.90 g, 36.9 mmol) was added followed by copper(l) cyanide (9.92 g, 1 1 1 mmol) and the mixture was heated at reflux for 9 hrs. After cooling to RT, the reaction mixture was partitioned between water (750 ml) and EtOAc (750ml). The organic fractions were combined, washed with water (2 x 250 ml) and brine (100 ml), dried (MgS04) and concentrated in vacuo to afford the title product. H-NMR: [400MHz, DMSO-d6] ? 9.55 (1 H, m, ArH), 9.24 (1 H, m, ArH)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1214336-90-9, its application will become more common.

Reference:
Patent; NOVARTIS AG; BALA, Kamlesh, Jagdis; BUTLER, Rebecca; COLLINGWOOD, Stephen, Paul; HALL, Edward, Charles; EDWARDS, Lee; LEGRAND, Darren, Mark; SPIEGEL, Katrin; WO2013/38386; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1214334-70-9, 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. 1214334-70-9, name is 5-Bromo-6-methoxypicolinic acid. A new synthetic method of this compound is introduced below.

Step 3. Synthesis of ethyl 5-bromo-6-methoxypyridine-2-carboxylate (C16). para-Toluenesulfonic acid hydrate (roughly 0.3 g) was added to a solution of 5- bromo-6-methoxypyridine-2-carboxylic acid (C15) (12.2 g, 52.6 mmol) in ethanol (300 mL). The reaction mixture was heated at reflux for 48 hours, then concentrated in vacuo to provide the title product. Yield: 13.5 g, 51 .9 mmol, 99%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1214334-70-9, 5-Bromo-6-methoxypicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O’DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani; WO2011/48525; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.136888-26-1, name is 5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, molecular formula is C7H4Cl2N2O, molecular weight is 203.0255, as common compound, the synthetic route is as follows.Safety of 5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one

EXAMPLE 51 5,6-Dichloro-3-(2-furoyl)-4-azaoxindole-1-N-t-butyl carboxamide 5,6-Dichloro-3-(2-furoyl)-4-azaoxindole was first prepared according to the procedure of Example 1B, using 5,6-dichloro-4-azaoxindole (763 mg, 3.76 mmol), sodium (0.43 g, 18.8 mmol), ethyl-2-furoate (1.05 g, 7.5 mmol) and ethanol (25 mL). Yield: 0.98 g (88%). The title compound was prepared from 5,6-dichloro-3-(2-furoyl)-4-azaoxindole according to the procedure of Example 1C, using 5,6-dichloro-3-(2-furoyl)-4-azaoxindole (721 mg, 2.43 mmol), triethylamine (1.8 mL, 15.4 mmol), t-butyl isocyanate (1.4 mL, 12.3 mmol) and DMSO (20 mL). The reaction time was 22 hours. The crude product was triturated with methanol and recrystallized from hexane. Yield: 218 mg (23%). Analysis calc’d for C17 H15 Cl2 N3 O4: C 51.53, H 3.82, N 10.60. Found: C 51.70, H 3.81, N 10.57. M.p. 205-206 C. 1 H NMR (DMSO-d6) delta9.37 (br s, 1H), 8.32 (s, 1H), 7.91 (s, 1H), 7.85 (d, J=3.7 Hz, 1H), 6.69 (d, J=3.7 Hz, 1H), 1.38 (s, 9H). IR (KBr disc) 1730, 1620, 1605, 1590, 1555, 1535 cm-1. MS m/e (relative percent) 397(0.5), 395(2), 298(21), 296(33), 230(62), 228(100), 95(40).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,136888-26-1, 5,6-Dichloro-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US5811432; (1998); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-68-9, 3-Chloro-5-(trifluoromethyl)picolinic 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, HPLC of Formula: C7H3ClF3NO2, blongs to pyridine-derivatives compound. HPLC of Formula: C7H3ClF3NO2

3-Chloro-5-(trifluoromethyl)picolinic acid (72.3 mg, 320 mupiiotaomicron) was suspended in dichloromethane (5 mL), the suspension was cooled to 0-5C (ice bath) and oxalyl chloride (56.9 mg, 39.3 mu, 448 muiotaetaomicron) as well as dimethylformamide (0.308 M in toluene, 51.9 mu, 16 muiotaetaomicron) were added. The mixture was stirred for 2 h at room temperature. Then, it was concentrated in vacuo (40C, 5 mbar) and dried azeotropically by two cycles of addition of toluene (3 mL) followed by concentration in vacuo to afford 3-chloro-5-(trifluoromethyl)picolinoyl chloride as yellow oil (78 mg, quant.). After that, tert-butyl ((3aS,4R,8R)-4-(5-amino-2-fluorophenyl)-4,7,7- trimethyl-8-oxido-3,3a,4,7-tetrahydro-2H-isothiazolo[l,5-a] [l,4]thiazin-6-yl)carbamate (Int- 16ABp, 80 mg, 188 muiotaetaomicron) was dissolved in dichloromethane (5 mL), the solution cooled to 10C and N,N-diisopropylethylamine (36.5 mg, 49.4 mu, 283 muiotaetaomicron) was added, followed by a solution of 3-chloro-5-(trifluoromethyl)picolinoyl chloride (vide supra, 62 mg, 256 muiotaetaomicron) in dichloro- methane (4 mL). The reaction mixture was stirred for 15 min at 10C. Then, methanol (2 mL) was added, the mixture was stirred for 5 min at room temperature and concentrated in vacuo. The crude was purified by column chromatography (silica gel, 12 g, eluting with ethyl acetate / n-heptane, gradient 25:75 to 100:0) to yield, after drying in vacuo (40C, 5 mbar), the title compound as an off-white solid (100 mg, 84% yield). HPLC (method LCMS_fglm) tR = 1.35 min. MS (ES+) m/z 632.5 [M+H] .

The synthetic route of 80194-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BARTELS, Bjoern; DOLENTE, Cosimo; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; VIFIAN, Walter; WOLTERING, Thomas; (89 pag.)WO2017/25491; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 24016-03-3, 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 24016-03-3, name is 2-Amino-3-benzyloxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 1A Ethyl 8-(benzyloxy)-2-methylimidazo[1,2-a]pyridine-3-carboxylate 25 g (124.8 mmol) of 2-amino-3-benzyloxypyridine were dissolved in 781 ml of ethanol, 102.7 g (624.2 mmol) of ethyl 2-chloroacetoacetate and two tablespoons of 4 A molecular sieve were added, and the reaction mixture was then heated at reflux (bath temperature 100 C.) for 2 days. The mixture was concentrated, and excess ethyl 2-chloroacetoacetate was removed on a rotary evaporator with dry ice cooling. The residue was purified by silica gel chromatography (mobile phase cyclohexane:ethyl acetate gradient 9:1, 4:1). This gave 20.81 g of the target compound (54% of theory, purity 99%). LC-MS (Method 2): Rt=1.12 min MS (ESpos): m/z=311 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta=1.35 (t, 3H), 2.59 (s, 3H), 4.34 (q, 2H), 5.32 (s, 2H), 7.01-7.09 (m, 2H), 7.33-7.48 (m, 3H), 7.52 (d, 2H), 8.81-8.86 (m, 1H).

According to the analysis of related databases, 24016-03-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; VAKALOPOULOS, Alexandros; HARTUNG, Ingo; FOLLMANN, Markus; JAUTELAT, Rolf; STRAUB, Alexander; HAssFELD, Jorma; LINDNER, Niels; SCHNEIDER, Dirk; WUNDER, Frank; STASCH, Johannes-Peter; REDLICH, Gorden; LI, Volkhart Min-Jian; BECKER-PELSTER, Eva Maria; KNORR, Andreas; US2014/128386; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 884494-49-9, 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. 884494-49-9, name is 2-Chloro-5-fluoro-4-iodopyridine. A new synthetic method of this compound is introduced below.

To a suspension of 2-chloro-5-fluoro-4-iodopyridine (3.18 g), 2-(4-fluoro-3-nitrophenyl)-4,4,5,5- tetramethyl-l,3,2-dioxaborolane (3.00 g) and [l, -bis(diphenylphosphino)ferrocene]dichlorpalladium(II) (complex with dichloromethane, 917 mg) in 1 ,2-dimethoxyethane (29 mL) at room temperature was added aqueous potassium carbonate solution (2M, 17 mL) and the mixture was stirred at 90 C for 3 h. The mixture was allowed to cool to room temperature, diluted with water and subsequently extracted with ethyl acetate. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried and concentrated. The crude product was purified by flash column chromatography (silica gel, hexanes/ethyl acetate) to yield the title compound (2.70 g). LC-MS (method a): Rt = 1.21 min; MS (ESIpos): m/z = 271 [M+H]+ NMR (400 MHz, DMSO-i/6, 295 K) delta/ppm = 7.76 – 7.84 (m, 1H), 7.92 – 7.97 (m, 1H), 8.12 – 8.20 (m, 1H), 8.47 – 8.54 (m, 1H), 8.59 – 8.64 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-49-9, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LUeCKING, Ulrich; HOG, Daniel; CHRIST, Clara; SACK, Ulrike; SIEGEL, Franziska; LIENAU, Philip; WERBECK, Nicolas; (170 pag.)WO2018/177889; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211580-54-9 ,Some common heterocyclic compound, 1211580-54-9, molecular formula is C6H4BrF2N, 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 mixture of 4-bromo-2-(difluoromethyl)pyridine (compound I-3a, 416 mg, 2.0 mmol) and diphenylmethanimine (725 mg, 4.0 mmol) in toluene (15 mL) were added Pd2(dba)3 (92 mg, 0.1 mmol), i-BuXPhos (85 mg, 0.2 mmol) and NaOi-Bu (577 mg, 6 mmol). The reaction mixture was heated at 100 C for 2 hours. The reaction mixture was cooled down, diluted with EtOAc (30 mL), and washed with water. The organic layer was separated and concentrated to give crude compound I-3b (617 mg). MS obsd. (ESI+) [(M+H)+]: 309. Compound I-3b (617 mg, 2 mmol) was dissolved in THF (10 mL) and hydrochloride acid (2 mL, 12 M). The resulting mixture was stirred at room temperature for 2 hours, and then concentrated. The residue was dissolved in DCM (5 mL), followed by addition of DIPEA (1 mL, 5.8 mmol) and phenyl carbonochloridate (251 mu, 2.0 mmol) at 0 C. The resulting mixture was stirred at room temperature for 2 hours, and then poured into water (20 mL), and extracted with EtOAc (20 mL) twice. The organic layers were combined and concentrated, and the residue was purified by column chromatography (eluting with 0 ~20 EtOAc in petroleum ether) to afford intermediate 1-3 (264 mg) as a white solid. MS obsd. (ESI+) [(M+H)+]: 265

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211580-54-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; LIN, Xianfeng; SHEN, Hong; HU, Taishan; ZHANG, Zhisen; (96 pag.)WO2018/11163; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175205-81-9, Adding some certain compound to certain chemical reactions, such as: 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine,molecular formula is C6H3BrF3N, 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 175205-81-9.

General procedure: Aryl or heteroaryl bromide (4 mmol) was charged in oven dried Radley’s synthesis tube that was equipped with a stir bar under a stream of nitrogen. Anhydrous diethyl ether was added and the reaction mixture was cooled to -78 ¡ãC. n-BuLi (1.6 M in hexanes, 2.5 mL, 4.00 mmol) was added dropwise and the reaction mixture was stirred at -78 ¡ãC for 10 min. A solution of aryl or heteroaryl nitrile in THF (4 mmol) was added dropwise and the reaction mixture was stirred at -78 ¡ãC for 2 h. TMSCl (0.550 mL, 4.00 mmol) was added to the reaction mixture at -78 ¡ãC and the reaction mixture was allowed to warm up to 0 ¡ãC. The reaction mixture was cooled to -78 ¡ãC, benzylmagnesium chloride in either THF or ether (2 mmol) or benzyl zinc(II) bromide in ether (2 mmol), was added dropwise, stirred at -78 ¡ãC for 2 h, and then stirred at rt for 12 h. The reaction mixture was worked up and purified as in general procedure 1.

According to the analysis of related databases, 175205-81-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kamau, Muthoni G.; Harikrishnan, Lalgudi S.; Finlay, Heather J.; Qiao, Jennifer X.; Jiang, Ji; Poss, Michael A.; Salvati, Mark E.; Wexler, Ruth R.; Lawrence, R. Michael; Tetrahedron; vol. 68; 12; (2012); p. 2696 – 2703;,
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. 1000340-35-1, name is 4-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde, molecular formula is C8H5BrN2O, 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. SDS of cas: 1000340-35-1

Sodium borohydride (0.098 g, 0.0026 mole) was added in portions to a stirred suspension of 4-bromo-lH-pyrrolo [2, 3-b] pyridine-3-carboxaldehyde (0.4 g, 0.0017 mol) in methanol (15 inL) to obtain a clear solution. After completion of reaction, the reaction mixture was concentrated to obtain a residual mass that was diluted with water (25 mL) and extracted with ethyl acetate (25 mL x 3). The organic extracts were combined, dried over anhydrous Na2SC>4 and concentrated under vacuum to obtain the title compound. Yield: 0.35 g; – NMR (DMSO- , 400 MHz) delta ppm: 4.76 – 4.77 (d, J = 4.82 Hz, 2H), 4.86 -(bs, 1H), 7.28 – 7.29 (d, J = 5.04 Hz, 1H), 7.46 – 7.48 (d, J = 8 Hz, 1H), 8.02 – 8.03 (d, J = 5 Hz, 1H), 11.82 (s, 1H); Mass (m/z): 227.0 (M+H)+.

With the rapid development of chemical substances, we look forward to future research findings about 1000340-35-1.

Reference:
Patent; SUVEN LIFE SCIENCES LIMITED; NIROGI, Ramakrishna; SHINDE, Anil Karbhari; MOHAMMED, Abdul Rasheed; BADANGE, Rajesh Kumar; JAYARAJAN, Pradeep; BHYRAPUNENI, Gopinadh; JASTI, Venkateswarlu; (172 pag.)WO2018/42362; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem