Tag: M.W=400-500

Application of 1142363-52-7, 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. 1142363-52-7, name is JNJ-40346527. A new synthetic method of this compound is introduced below.

The salts and solid residues of Compound A were prepared using nine different acidic counter-ions, (wherein the acidic counter-ion is provided by the corresponding acid i.e., sulfuric, phosphoric, methanesulfonic, p-toluenesulfonic, benzenesulfonic, malonic, citric, 1 -malic, and acetic acids), using the following synthetic procedure; Nine samples of Compound A (about 20 mg) prepared as described in Example 1 were added to nine separate 4 mE vials. About 1.1 molar equivalents of the acid (i.e., sulfuric acid, phosphoric acid, methanesulfonic acid, p-toluenesulfonic acid, benzenesulfonic acid, malonic acid, citric acid, 1-malic acid, and acetic acid) solutions (0.1 M in acetone, freshly prepared) was independently added to each vial. The vials were stirred at 500 rpm and heat was applied as necessary. All solutions formed suspensions upon addition of the acid solution to Compound A, with the exception that the acetic acid solution remained a clear mixture. The suspensions were then heated to 40 C. with stirring for about 30 minutes, but no additional clear solutions were observed. Since the solubility of Compound A in acetone is about 130 mg/mE, the formation of a suspension was interpreted as an indication that a salt or other non-free base material (e.g. solvate, co-crystal, etc.) had formed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1142363-52-7, its application will become more common.

Reference:
Patent; Janssen Pharmaceutica NV; FAWZY, Nagy E.; Breslin, David; (52 pag.)US2018/16264; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1151989-04-6, 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 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of compound 8.; A solution of the disulfide 4 (see Senter, P. D.; Pearce, W. E.; Greenfield, R. S. /. Org Chem. 1990, 55, 2975-2978) (7 mg, 28 mumol) in dry dichloromethane (2 mL) was added to a stirred solution of bis(4-nitrophenyl) carbonate (12.8 mg, 42 mumol) and 4-(dimethylamino) pyridine (10.3 mg, 84 mumol) in dry dichloromethane (2 mL). After being stirred at room temperature for 12 h, paclitaxel (47.8 mg, 56 mumol) was added. The reaction mixture was allowed to stir at room temperature for another 12 h (see Fardis, M.; Pyun, H.-J.; Tario, J.; Jin, H.; Kim, C. U.; Ruckman, J.; Lin, Y.; Green, L.; Hicke, B. Bioorg. Med. Chem. 2003, 11, 5051-5058; Liu, C; Schilling, J. K.; Ravindra, R.; Bane, S.; Kingston, D. G. I. Bioorg. Med. Chem. 2004, 12, 6147-6161.) Workup as described above and purification by preparative TLC (30% EtOAc/hexanes) afforded compound 8 (25.3 mg, 80%): 1H NMR (CDCl3). delta 8.48 (IH, d, / = 4.6 Hz), 8.13 (2H, d, J = 8.0 Hz), 7.71 (2H, d, / = 8.3 Hz), 7.25-7.65 (17H, m), 7.13 (IH, br dd, / = 5.1, 3.3 Hz), 6.88 (IH, d, J = 9.2 Hz), 6.29 (2H, br s), 5.97 (IH, br d, / = 9.2 Hz), 5.68 (IH, d, / = 7.0 Hz), 5.42 (IH, br s), 5.13 (IH, d, / = 12.3 Hz), 5.09 (IH, d, / = 12.3 Hz), 4.97 (IH, d, / = 9.4 Hz), 4.43 (IH, dd, J = 10.6, 6.9 Hz), 4.31 (IH, d, / = 8.5 Hz), 4.20 (IH, d, / = 8.5 Hz), 3.80 (IH, d, J = 7.0 Hz), 2.56 (IH, m), 2.44 (3H, s), 2.39 (IH, dd, J = 15.4, 9.4 Hz), 2.23 (3H, s), 2.19 (IH, dd, J = 15.4, 8.7 Hz), 1.91 (3H, s), 1.88 (IH, m), 1.68 (3H, s), 1.25 (3H, s), 1.13 (3H, s); 13C NMR (CDCl3) delta 203.8, 171.3, 169.8, 167.8, 167.1, 167.1, 159.2,154.0, 149.6, 142.6, 137.4, 136.6, 133.6, 133.4, 133.4, 132.8, 132.1, 130.2, 129.1, 129.1,129.1, 128.7, 128.7, 128.5, 127.4, 127.1, 126.5, 121.1, 119.8, 84.4, 81.1, 79.2, 77.2, 76.9, 76.4, 75.6, 75.1, 72.1, 72.1, 70.0, 58.5, 52.7, 45.6, 43.2, 35.6, 35.6, 26.8, 22.7, 22.2, 20.8, 14.8, 9.6; HRFABMS m/z 1129.3433 [M + H+] (calcd for C60H6IN2Oi6S2, 1129.3463).

According to the analysis of related databases, 1151989-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIRGINIA TECH INTELLECTUAL PROPERTIES, INC.; WO2009/62138; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914942-88-4, 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. 914942-88-4, name is tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate, molecular formula is C13H18IN5O2, 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.

A101.3 (107mg, O.thetammol), A1.12 (164mg, 0.41 mmol) bis(triphenylphophine)palladium dichloride and triethylamine were degassed by bubbling nitrogen through the reaction for several minutes and then heated under a nitrogen atmosphere at 90 0C for 30 minutes. The mixture was concentrated under reduced pressure and the product purified by silica gel chromatography (hexane/ethyl acetate) to yield A101.4 (148mg, 80%). LCMS: Ret. Time – 3.53 min, M+it = 454.39.

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 914942-88-4, tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1151989-04-6, 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. 1151989-04-6, name is 4-Nitrophenyl 4-(pyridin-2-yldisulfanyl)benzyl carbonate. A new synthetic method of this compound is introduced below.

Synthesis of Compound 9:Doxorubicin hydrochloride in the dark at room temperature (DOX·HCl, 127 mg, 0.22 mmol, 1 eq)Dissolved into dry dimethylformamide (4 mL),Triethylamine (34 mg, 46 muL, 0.33 mmol, 1.5 eq) was added slowly.The reaction solution was stirred at room temperature for 0.5 hour.Compound 8 (95 mg, 0.23 mmol, 1.05 eq) was added slowly,A solution of traces of 4-dimethylaminopyridine in dimethylformamide (2 mL).The reaction was carried out in the dark at room temperature and poured directly into water. The precipitated solid was filtered, washed with purified water and dried under vacuum.The crude product was further purified by rapid preparative column chromatography (methanol: dichloromethane, 1:50 to 1:10 v/v)Obtained as a dark red solid (61 mg, 34%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1151989-04-6, its application will become more common.

Reference:
Patent; Fudan University; Sun Tao; Jiang Chen; (22 pag.)CN109846824; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1448428-04-3 ,Some common heterocyclic compound, 1448428-04-3, molecular formula is C24H24FN7O, 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.

Compound WXBB-16 (740.00 mg, 1.27 mmol, 1.00 eq) (a purity of 76.2%), benzylamine (420.00 mg, 3.92 mmol, 428.57 muL, 3.09 eq), and potassium carbonate (550.00 mg, 3.98 mmol, 3.13 eq) were dissolved in acetonitrile (20.00 mL). Then the reaction was stirred at 90 C. for 48 hours. The reaction solution was added with water (30 mL), and then extracted with dichloromethane (30 mL*3). The organic phases were combined and dried over anhydrous sodium sulfate (15 g). The anhydrous sodium sulfate was filtered off, and the filtrate was dried on a rotary evaporator. The crude product was separated and purified by Prep-HPLC (column: Xtimate C18 150*25 mm*5 mum; mobile phase: [water (0.225% FA)-ACN]; B %: 25%-50%, 11.5 min) to obtain compound WX011-1. MS m/z: 533.2 [M+H]+.

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. 1448428-04-3, Selonsertib, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJIAN COSUNTER PHARMACEUTICAL CO., LTD.; Wu, Chengde; Yu, Tao; Li, Ning; Chen, Shuhui; US2019/375728; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 914942-88-4, 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 914942-88-4 as follows.

To a mixture of A214.5 (1.00 g, 5.74 mmol), tert~Butyl6-arnino-7-iodo-l- methyl-lH-imidazo[4,5-c]pyridin-4-yl(methyl)carbamate (1.78 g, 4.42 mmol), dichlorobis(triphenyl-phosphine)palladium II (0.186 g, 0.265 mmol), and copper EPO iodide (0.042 g, 0.221 mmol) in anhydrous dimethylformamide (12 mL) degassed well with nitrogen was added diisopropylamine (15 mL, 0.111 mol). The reaction mixture was immersed in an oil bath at 750C and stirred for 45 min. The solvent was removed under reduced pressure, and the residue was purified by flash silica gel chromatography using a mixture of methanol in dichloromethane (5%-8%) to give 1.88 g (95%) of A214.6 as a tan solid. The compound had an HPLC retention time = 2.13 min. (Column: Chromolith SpeedROD 4.6 x 50 mm – 4 min.; Solvent A = 10% MeOH, 90% H2O, and 0.1% TFA; Solvent B = 90% MeOH, 10% H2O5 and 0.1% TFA) and a LC/MS M+1 = 450.35.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,914942-88-4, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); 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. 889939-26-8, name is 4-Bromo-2-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C13H8BrIN2O2S

A sealed tube containing a suspension of 5-(2~iodo-1-(phenylsulfonyl)- 1 H-pyrrolo[2,3-b]pyridn-4-yl)-2-((tetrahydrQ-2H-pyran-4-yl)oxy)benzonitrile (100 mg, 0.171 mmol) and Pd(PPh?)4 (9 mg, 0.008 mmol) in a degassed mixture of dioxane/H20 (1.5mL, 4/1 ), was preheated at 85 C for 5 rnin. Next, K2C03 (59 mg, 0.43 mmol) and 2- (3,6-dhydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (54 mg, 0.257 mmol), were added to the mixture and the reaction was additionally heated at 100 C in the sealed tube for 15 hrs. Afterwards, the crude material was allowed to reach room temperature. It was concentrated to dryness; the residue was triturated with EtOH and filtered through a short pad of Celite, washing the solids with CH2CI2. The filtrate was concentrated to dryness. The residue was purified by flash column chromatography on silica gel to afford 5-(2-(3,6-dihydro-2H-pyran-4-yl)-1- (phenylsulfonyl)-l H-pyrroio [2,3-b]pyridin-4-yl)-2-((tetrahydro-2H-pyran-4- yl)oxy)benzonitrile. LCMS-ESI+ (m/z): [M+H]+ calcd for C30H27N3O5S: 542.2; found: 542.2

The synthetic route of 889939-26-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; DU, Zhimin; GUERRERO, Juan, Arnaldo; KAPLAN, Joshua, Aaron; KNOX, JR., John Edward; NADUTHAMBI, Devan; PHILLIPS, Barton, W.; VENKATARAMANI, Chandrasekar; WANG, Peiyuan; WATKINS, William, J.; ZABLOCKI, Jeff; WO2015/187684; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1403257-80-6, 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. 1403257-80-6, name is 5-Bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide, molecular formula is C23H30BrN3O3, 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.

Step 1: Synthesis of N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-5-(6-formylpyridin-3-yl)-2-methylbenzamide To a stirred solution of 5-bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide (1 g, 2.15 mmol) and (6-formylpyridin-3-yl)boronic acid (0.539 g, 2.31 mmol) in dioxane/water mixture (15 mL+3 mL), Na2CO3 (0.82 g, 7.74 mmol) was added and solution purged with argon for 15 min. Then Pd (PPh3)4 (0.288 g, 0.25 mmol) was added and argon was purged again for 10 min. Reaction mass was heated at 80 C. for 2 h. On completion, reaction mixture was diluted with water and extracted with 10% MeOH/DCM. Combined organic layers were dried over Na2SO4 and solvent removed under reduced pressure to afford crude material which was purified by column chromatography over silica gel to afford the desired compound (0.60 g, 57%).

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 1403257-80-6, 5-Bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide.

Reference:
Patent; KUNTZ, KEVIN W.; CHESWORTH, RICHARD; DUNCAN, KENNETH W.; KEILHACK, HEIKE; WARHOLIC, NATALIE; KLAUS, CHRISTINE; ZHENG, WANJUN; SEKI, MASASHI; SHIROTORI, SYUJI; KAWANO, SATOSHI; US2012/264734; (2012); 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. 918504-27-5, name is N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide

General procedure: Aryl bromide (1 eq.), K2C03(2 eq.) and boronic acid / pinacol ester (1.2 eq.) were suspended in DME/H20 (0.15 m, 4:1 ) and degassed with argon for 10 min. Pd(PPh3)4(0.05 eq.) was added and the suspension, which was then irradiated at 130C for 30 min ^w). The resulting mixture was passed through a Celite pad and the solvent was removed under reduced pressure. The crude mixture was purified via flash chromatography (Si02, DCM/MeOH (content of MeOH increased in 0.5%-steps from 0 to 5% (v/v)) to yield the titled compound.

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, 918504-27-5, N-(3-(5-Bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide.

Reference:
Patent; HEPAREGENIX GMBH; ALBRECHT, Wolfgang; LAUFER, Stefan; SELIG, Roland; KLOeVEKORN, Phillip; PRAeFKE, Bent; (121 pag.)WO2018/134254; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1403257-80-6, 5-Bromo-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-methylbenzamide, 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, COA of Formula: C23H30BrN3O3, blongs to pyridine-derivatives compound. COA of Formula: C23H30BrN3O3

11115] To a solution of methyl 3-methyl-2-(3-(6-(4-(4,4, 5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenoxy)hexy- loxy)isoxazol-5-yl)butanoate (200 mg, 0.41 mmol) and 5-bromo-N-((4,6-dimethyl-2-oxo-1 ,2-dihydropyridin-3-yl) methyl)-3-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-2-meth- ylbenzamide (220 mg, 0.45 mmol) in dioxane (5 mE) and H20 (0.5 mE) was added cesium carbonate (450 mg, 1.38 mmol), Tri-tert-butylphosphine tetrafluoroborate (40 mg, 0.14 mmol), [1,1 ?-l3is(diphenylphosphino)ferrocene]dichlo- ropalladium(II) (46 mg, 0.06 mmol), stirred at 100 C. for 2 hours under nitrogen. The mixture was quenched with water (10 mE) and extracted with dichloromethane methanol (10:1) (10 mEx3), and the combined organic layer was washed with brine (5 mEx2), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo and purified by pre-TEC (dichloromethanemethanol=1 5:1) to give methyl 2-(3-(5-(3?-((4,6-dimethyl-2-oxo-1 ,2-dihydropyridin-3-yl)methylcarbamoyl)-5?-(ethyl(tetrahydro-2H-pyran-4-yl)amino)-4?-methylbiphenyl-4-yloxy)pentyloxy)isoxazol-5-yl)-3-methylbutanoate (110 mg, 36% yield) as a yellow solid. ECMS (Agilent ECMS 1200-6 120, Column:Waters X-l3ridge C18 (50 mmx4.6 mmx3.5 pm); Column Temperature: 40 C.; Flow Rate: 2.0 mE/mm; Mobile Phase:from 90% [(total 10mM AcONH4) water/CH3CN=900/100 (v/v)] and 10% [(total 10 mM AcONH4) water CH3CN=100/900 (vv)] to 10% [(total 10 mM AcONH4) water/CH3CN=900/100 (v/v)] and 90% [(total 10 mM AcONH4) water/CH3CN=100/900 (v/v)] in 1.6 mm, then under this condition for 2.4 mm, finally changed to 90% [(total 10 mM AcONH4) water/CH3CN=900/100 (v/v)] and 10% [(total 10mM AcONH4) water/CH3CN=1 00/900 (v/v)] in 0.1 mm and under this condition for 0.7 mm). Purity is 76.61%, Rt=1.275 mm.; MS Calcd.: 756.93; MS Found:757.3 [M+H].

The synthetic route of 1403257-80-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Snyder, Lawrence B.; Wang, Jing; Dong, Hanqing; Qian, Yimin; Berlin, Michael; (513 pag.)US2018/177750; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem