Tag: M.W:200-300

Reference of 849020-87-7, Adding some certain compound to certain chemical reactions, such as: 849020-87-7, name is 6-Hydroxy-4-(trifluoromethyl)nicotinic acid,molecular formula is C7H4F3NO3, 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 849020-87-7.

In a 10 niL microwave vial to a suspension of 6-hydroxy-4-(trifluoromethyl)nicotinic acid (1048 mg, 5.06 mmol) in pyridine, anhydrous (6139 mu, 76 mmol) was added slowly diethyl chlorophosphate (749 mu, 5.19 mmol) at RT in an atmosphere of nitrogen. The reaction mixture was stirred at rt for 2 h. The suspension turned into a solution and then into a suspension again. To this, 5-bromo- 4-fluoro-2-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)aniline (400 mg, 1.265 mmol) was added and the reaction was heated at 70 C for 3 h. After completion, pyridine was removed in vacuo and the residue partitioned between dichloromethane (3 mL) and saturated sodium bicarbonate solution (3 mL). The suspension was stirred for 10 min. The organic layer was separated, and dried over anhydrous Na2SC>4. The solvent was evaporated in vacuo yielding the crude product which was purified by flash column chromatography on silica gel (0-100%, 89% CH2C12, 10% MeOH, 1% NH4Ac/CH2Cl2) to afford the title compound (192 mg, 30%). 11H NMR (500 MHz, MeOD) delta 8.10 (d, J = 7.4 Hz, 1H), 7.92 (s, 1H), 7.09 (d, J = 10.1 Hz, 1H), 6.90 (s, 1H), 3.00 (d, J = 11.0 Hz, 2H), 2.57 (t, J = 11.0 Hz, 2H), 2.54 – 2.49 (m, 2H), 2.35 (s, 3H), 1.14 (d, J= 6.0 Hz, 6H); LCMS [M+l]+ = 505.00.

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. 849020-87-7, 6-Hydroxy-4-(trifluoromethyl)nicotinic acid, other downstream synthetic routes, hurry up and to see.

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

Adding a certain compound to certain chemical reactions, such as: 918145-29-6, 3-Bromo-6-chloro-2,4-dimethylpyridine, 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, 918145-29-6, blongs to pyridine-derivatives compound. Safety of 3-Bromo-6-chloro-2,4-dimethylpyridine

Under N2, to a solution of 3-bromo-2,4-dimethyl-6-chloropyridine (4.40 g, 20.0 mmol) in anhydrous Et2O (80 mL), cooled at -78 0C, was added tert-BvLi (1.7 M in pentane, 14.0 mL, 24.0 mmol) slowly, forming a yellow suspension. After addition the mixture was stirred at that temperature for 15 min, and then anhydrous DMF (4.0 mL) was added. After the mixture was stirred at -78 0C for 30 min, it was brought to room temperature and stirred for another 1/2 h. Aqueous work-up and purification by flash chromatography on silica gel (EtOAc/hexanes, 1:4 in v/v) afforded 6-chloro-2,4-dimethylpyridine-3-carboxaldehyde as a pale yellow solid (2.00 g, 60%). 1H NMR (CDCl3) delta 2.60 (s, 3H), 2.81 (s, 3H), 7.11 (s, IH), 10.57 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,918145-29-6, its application will become more common.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
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. 148639-07-0, name is 2-Chloro-3-fluoro-4-iodopyridine, molecular formula is C5H2ClFIN, 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: 148639-07-0

A mixture of 2-chloro-3-fluoro-4- iodopyridine (4.78 g, 18.6 mmol), 2-chloro-6-nitrobenzamide (3.91 g, 19.5 mmol), ethane- 1,2-diamine (0.2 mL, 2.97 mmol), copper(I) iodide (0.57 g, 2.97 mmol) and K3P04 (7.90 g, 37.2 mmol) in dioxane (80 mL), was degassed with a stream of argon and the reaction mixture was then heated under reflux for 4 hours. After cooling to room temperature, the crude reaction mixture was filtered through Celite washing with dioxane. The filtrate was concentrated to dryness under reduced pressure and the resultant residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate in petroleum ether (40-60 C), to afford the title compound as a pale yellow solid (1.87 g, 31% yield). ¾ NMR (400 MHz, DMSO-i/6): delta 11.42-11.37 (br s, 1H), 8.35-8.24 (m, 3H), 8.08 (dd, J = 1.1, 8.1 Hz, 1H), 7.81 (t, J= 8.2 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 148639-07-0.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 934266-82-7, 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 934266-82-7, name is 5-Bromothiazolo[5,4-b]pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

Step B: 4-acetylbenzoyl chloride (3B, 560 mg, 1.0 equivalent) was dissolved in DMA (0.15 M). Methyl 4-(chlorocarbonyl)benzoate (2.0 equivalent) was then added. The mixture was heated to 50 C. for 12 h, followed by addition of water and extraction with EtOAc twice. The combined organic layers were dried over Na2SO4, filtered and concentrated in vacuo. The crude product was purified by chromatography (SiO2, gradient of 5 to 20% EtOAc/Hex) to give 3C (16%) as a tan solid: 1H NMR (400 MHz, DMSO-d6) delta ppm 2.66 (s, 3 H) 7.73 (d, J=8.59 Hz, 1H) 8.08-8.17 (m, 3H) 8.25 (d, J=8.84 Hz, 2H) 13.36 (br. s., 1H); ESI-MS: m/z 376.0 (M+H)+.

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 934266-82-7, 5-Bromothiazolo[5,4-b]pyridin-2-amine.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/318425; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 98027-80-6, Adding some certain compound to certain chemical reactions, such as: 98027-80-6, name is 4-Bromo-2,6-dichloropyridine,molecular formula is C5H2BrCl2N, 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 98027-80-6.

To a de-gassed mixture of 3-CHLORO-4-FLUOROPHENYLBORONIC acid (77 mg, 0. 44 MMOL)), 4-bromo-2, 6-dichloro-pyridine (Talik and Plazek (1959) ROCZ. CHENT. 33 : 387-92 ; 100 mg, 0. 44 mmol), and 2M Na2CO3 (0. 55 MMOL), in DME (4mL) under nitrogen, add Pd (PPh3) 4 (0. 026 MMOL). Stir the mixture at 80C overnight, concentrate, and extract with EtOAc. Dry over NA2S04, concentrate under vacuum, and purify by preparative TLC (9 : 1 hexanes/EtOAc) to give 2, 3-DICHLORO-4- (3-CHLORO-4-FLUORO-PHENYL)-PYRIDINE.

According to the analysis of related databases, 98027-80-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7648; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 102368-13-8, 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 102368-13-8, name is 1,1′-Thiocarbonylbis(pyridin-2(1H)-one). This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 5-(4-Isothiocyanatophenyl)-10,15,20-tris(4-pyridyl)porphyrin To a stirred solution of 5 (100 mg, 0.158 mmol) in freshly distilled dichloromethane (20 mL) was added 1,1′-thiocarbonyldi-2(1H)-pyridone (320 mg, 1.38 mmol). The reaction was allowed to proceed under argon for 4 hours at room temperature. Excess solvent was evaporated in vacuo to yield a crude purple solid. The solid was dissolved in a minimal amount of chloroform and purified by flash chromatography (silica, eluent: CHCl3MeOH, 49:1). Relevant fractions were combined, dried (Na2SO4) and evaporated in vacuo to yield the above compound as a purple solid (104 mg, 97.5%); Rf=0.57 (silica, CHCl3/MeOH, 49:1); mp>350 C. decomp.; 1H NMR [270 MHz, CDCl3] delta-2.91 (2H, br s, NH), 7.65 (2H, m, J=8 Hz, 5-Ar-3,5-H), 8.15-8.21 (8H, m (overlapping), 10, 15, 20-Py-2,6-H & 5-Ar-2,6-H), 8.67 (8H, br s, beta-H), 9.06 (6H, m, J=5 Hz, 10, 15, 20-Py-3,5-H); 13C NMR [67.5 M, CDCl3]delta 117.4, 117.6, 119.7, 124.7, 129.3, 131.6, 135.4, 136.9, 140.6, 148.4, 149.8; UV-vis (CH2Cl2) lambdamax 417, 514, 548, 587, 643 nm; HRMS (ES) m/z calc’d for C42H26N8S (M+H) 675.2079, found 675.2078.

According to the analysis of related databases, 102368-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Boyle, Ross William; Clarke, Oliver James; Sutton, Jonathan Mark; Greenman, John; US2003/203888; (2003); 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.131803-48-0, name is Methyl 6-(bromomethyl)nicotinate, molecular formula is C8H8BrNO2, molecular weight is 230.06, as common compound, the synthetic route is as follows.category: pyridine-derivatives

NaH (60%, 48.5mg, 1.2lmmol) was added to a solution of (3) (200mg, 1.lSmmol) inDMF (7mL) at 5C under N2(g). The reaction mixture was stirred for 20mm thenmethyl 6-(bromomethyl)pyridine-3-carboxylate (345mg, 1 .Smmol) was added as asolution in DMF (3mL). The stirring was continued at 70C for lh. Reaction cooled toand poured onto water (lOOmL). Brine (25mL) was added and the aqueous wasextracted with EtOAc (2 x lOOmL). Combined organics were dried over Na25O4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography with CH2CI2/EtOAc (1:0-0:1) then EtOAc/MeOH (1:0-4:1) to give (4) (129mg, 35%).1H NMR (500 MHz, Chloroform-d), OH ppm: 9.04-9.13 (m, 1H), 8.70 (5, 2H), 8.19 (5,2H), 8.13 (dd, J=5.6, 2.3 Hz, 3H), 7.32 (d, J=8.2 Hz, 1H), 5.55 (5, 2H), 3.86 (5, 3H). LCMS (ES): Found 322.9 [M+H].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,131803-48-0, Methyl 6-(bromomethyl)nicotinate, and friends who are interested can also refer to it.

Reference:
Patent; KARUS THERAPEUTICS LTD; SHUTTLEWORTH, Stephen Joseph; TOMASSI, Cyrille Davy; CECIL, Alexander Richard Liam; MACCORMICK, Somhairle; NODES, William John; SILVA, Franck Alexandre; WO2014/181137; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 6295-87-0 ,Some common heterocyclic compound, 6295-87-0, molecular formula is C5H7IN2, 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: A clean, washed boiling tube equipped with a magnetic stir bar was charged with 1-aminopyridinium iodide (1a) (0.0665 g, 0.3 mmol),(E)-chalcone (2a) (0.0520 g, 0.25 mmol) and NMP (1 mL). The mixture was stirred for 24 h at r.t. under O2 (balloon). After completion of the reaction, the mixture was poured into hypo solution (10 mL). The mixture was extracted with EtOAc (3 × 10 mL), dried over anhydrous Na2SO4 and the solvent removed under reduced pressure. The residue was purified through column chromatography using silica gel (20%EtOAc/hexane) to afford 3a.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6295-87-0, its application will become more common.

Reference:
Article; Ravi, Chitrakar; Samanta, Supravat; Mohan, Darapaneni Chandra; Reddy, N. Naresh Kumar; Adimurthy, Subbarayappa; Synthesis; vol. 49; 11; (2017); p. 2513 – 2522;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 89167-19-1, 3-Bromo-4-iodopyridine, 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, name: 3-Bromo-4-iodopyridine, blongs to pyridine-derivatives compound. name: 3-Bromo-4-iodopyridine

A mixture of 1-(oxan-2-yl)-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (2.94 g, 10.57 mmol), 3-bromo-4-iodopyridine (2.00 g, 7.05 mmol), potassium carbonate (2.92 g, 21.12 mmol) and Pd(dppf)Cl2.CH2Cl2 (580 mg, 0.710 mmol) in N,N-dimethylformamide (20 mL)/water (4 mL) was heated at 80 C. for 6 h under nitrogen. The resulting solution was extracted with ethyl acetate, and the combined extracts were dried over Na2SO4, filtered, and concentrated under vacuum. Purification by silica gel chromatography (7:3 ethyl acetate/petroleum ether) provided 3-bromo-4-[1-(oxan-2-yl)-1H-pyrazol-4-yl]pyridine (2.75 g) as a yellow oil. LCMS (ESI): [M+H]+=308.2.

The synthetic route of 89167-19-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Daniels, Blake; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Huestis, Malcolm; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Siu, Michael; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Gancia, Emanuela; Jones, Graham; Lainchbury, Michael; Madin, Andrew; Seward, Eileen; Favor, David; Fong, Kin Chiu; Good, Andrew; Hu, Yonghan; Hu, Baihua; Lu, Aijun; US2018/282328; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1186647-69-7, 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A solution of 4-chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine (103) (50 mg, 0.179 mmol) in DMF (1 mL) was cooled to 0 C, NaH (8.6 mg, 1.2 eq, 0.215 mmol) was added slowly and then 2-bromopropane was added dropwise. The solution was stirred overnight at room temperature. The mixture was concentrated in vacuo. The crude product was then purified by column chromatography using a gradient of CH2Cl2 in hexanes to afford 4-chloro-3-iodo-1-isopropyl-1H-pyrazolo[4,3-c]pyridine (301) (30 mg, 53% yield) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1186647-69-7, 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Intellikine, LLC; LIU, Yi; REN, Pingda; LI, Liansheng; CHAN, Katrina; WILSON, Troy, Edward; (58 pag.)EP2252293; (2018); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem