Month: March 2021

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. 16695-22-0, name is (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate), This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of (Tosylazanediyl)bis(ethane-2,1-diyl) bis(4-methylbenzenesulfonate)

General procedure: 3.4. General Procedure for Synthesis of 3a, 3b, 3c and 4a, 4b, 4cPotassium hydroxide (1.85 g, 0.033 mol) was added to a solution of imidazole or benzimidazole(0.022 mol) in DMSO (20 mL) and the mixture was stirred for 30 min at 20 C, and the corresponding2a, 2b or 2c (0.01 mol; 5.67 g, 6.15 g and 6.60 g respectively) was added portionwise under vigorousstirring in a water bath. The stirring was continued for another 2 h, the water (200 mL) was then addedto the mixture which was extracted with chloroform (6 ¡Á 25 mL). The combined extracts were washedwith water and dried over anhydrous magnesium sulfate. The solvent was evaporated off and theproduct was recrystallized from methanol.

According to the analysis of related databases, 16695-22-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Al-Mohammed, Nassir N.; Alias, Yatimah; Abdullah, Zanariah; Shakir, Raied M.; Taha, Ekhlass M.; Hamid, Aidil Abdul; Molecules; vol. 18; 10; (2013); p. 11978 – 11995;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 201162-53-0, name is 3-Boc-3,8-Diazabicyclo[3.2.1]octane, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

(1) Preparation of tert-butyl 8-ethyl-3,8-diazabicyclo[3.2.1]octan-3-carboxylate Tert-butyl 3,8-diazabicyclo[3.2.1]octan-3-carboxylate (212 mg, 1 mmol) was dissolved in acetonitrile (20 mL), and ethyl bromide (129.6 mg, 1.2 mmol) and potassium carbonate (414 mg, 3 mmol) were added under stirring. The mixture was stirred overnight at 40 C. After the raw material disappeared as detected by TLC, the mixture was filtrated under suction. The filtrate was distilled under reduced pressure to get the title compound (200 mg, yield: 83.3%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 201162-53-0.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; WU, Frank; CHEN, Bo; (105 pag.)EP3091008; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 150349-36-3, name is 3-(N-Boc-N-methylamino)propylamine, belongs to amides-buliding-blocks compound, 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 150349-36-3, HPLC of Formula: C9H20N2O2

Example A42; a) Preparation of intermediate 149; Pd/C 10% (4 g) was suspended in MeOH (200 ml) under N2 atmosphere. A 4% thiophene solution (4 ml) was added. The mixture was stirred at 25 0C under H2 atmosphere for pre-hydrogenation. First iV-(3-aminopropyl)-N-methylcarbamic acid 1,1-dimethylethyl ester (0.106 mol) and then benzaldehyde (0.106 mol) was added. The reaction mixture was stirred and hydrogenated at 25 0C under H2 atmosphere. After uptake of H2 (1 equiv), formaldehyde (0.106 mol) was added and the reaction mixture was hydrogenated further. After uptake of H2 (1 equiv), the catalyst was filtered off over dicalite and the filtrate was evaporated. The residue was purified over silica gel (eluent: DCM/CH3OH 95/5). The product fractions were collected and the solvent was evaporated to give an oil, yielding 26.5 g (71.7%) of intermediate 149.

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.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2009/16132; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, A new synthetic method of this compound is introduced below., SDS of cas: 456-64-4

The free phenolic hydroxy was then triflated to give 39.; Compound 39; To a solution of 38 (324 mg, 1.50 mmol) in CH2C12 (20 mL) at RT, PhNHTf (639 mg, 1.8 0 mmol) was added at once. NEt3 (417 uL, 3.0 mmol) was added dropwise over 5 min. The reaction mixture was stirred at RT for 10 hr. The solvents were removed in vacuo. The residue was purified by silica gel flash chromatography with 6:1 Hex/EtOAc to give the title compound (454 mg, 87%) . XH NMR (400 MHz, CDCI3) : 8, 2.68 (s, 3H) , 3.89 (m, 2H) , 4.70 (d, J = 17.4 Hz, 1H) , 5.20 (d, J = 10.4 Hz, 1H) , 6.03 (m, 1H) , 6.34 (s, 1H) , 7.36 (d, J= 9.2 Hz, 2H) , 7.47 (d, J = 9.2 Hz, 2H) . 13C NMR (100 MHz, CDCI3) : 8, 24.1, 31.3, 117.4, 117.9, 118.8, 120.7, 124.1, 130.8, 134.4, 144.6, 152.3,153.5, 158.8. IR umax(NaCl)/cm-1: 1727, 1428,1216, 1135, 965. MS (APCI+) calculated for C14H11F3O5S ml z 348.30, observed mlz 348.8.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; THE TRUSTEES OF COLLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; WO2006/26368; (2006); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 518057-72-2, These common heterocyclic compound, 518057-72-2, name is 5-Amino-2-fluorobenzamide, 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 5-amino-2-fluoro-benzamide (70.54 mg, 0.4576 mmol) and diisopropylethylamine (178 mg, 1.37 mmol) in dichloromethane (2.4 mL) cooled at 0C was added dropwise a solution of 6-[2- chloro-4-(trifluoromethoxy)phenoxy]-2-fluoro-3-(trifluoromethyl)benzoyl chloride (200 mg, 0.46 mmol) in dichloromethane (2.4 mL). The reaction was stirred at room temperature overnight. The crude material was purified by silica gel chromatography (ethyl acetate/hexane gradient) to obtain N-(3- carbamoyl-4-fluoro-phenyl)-6- [2-chloro-4-(trifluoromethoxy)phenoxy] -2-fluoro-3 – (trifluoromethyl)benzamide (85 mg, 33%). ESI-MS m/z calc. 554.03, found 555.0 (M+l)+; retention time (Method B): 1.9 minutes (3 minute run). NMR (400 MHz, DMSO-d6) delta 11.06 (s, 1H), 7.98 (dd, J = 6.4, 2.8 Hz, 1H), 7.95 – 7.82 (m, 2H), 7.80 – 7.59 (m, 3H), 7.52 (d, J = 2.4 Hz, 2H), 7.30 (dd, J = 10.0, 9.1 Hz, 1H), 6.85 (d, J = 8.8 Hz, 1H) ppm.

Statistics shows that 5-Amino-2-fluorobenzamide is playing an increasingly important role. we look forward to future research findings about 518057-72-2.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 40724-47-8, name is 4-Bromomethylbenzenesulfonamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H8BrNO2S

To a stirring solution of 5-(3-(difluoromethoxy)-2-hydroxy-4- methoxyphenyl)isobenzofuran-l(3H)-one (80 mg, 0.246 mmol) in acetonitrile (10 mL) was added potassium carbonate (102 mg, 0.738 mmol) and 4- (bromomethyl)benzenesulfonamide (124 mg, 0.496 mmol) and the resultant reaction mixture was heated to 70 ¡ãC for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silica gel, 0-70percent ethyl acetate in pet ether) to afford the title compound as a solid (40 mg, 33percent).UPLC-MS (M + l) : 492.08 ; UPLC-MS RT (min) : 2.3

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; LEO PHARMA A/S; NIELSEN, Simon Feldbaek; HORNEMAN, Anne Marie; LAU, Jesper Faergemann; LARSEN, Jens Christian H¡ãjland; WO2011/134468; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 885-70-1, 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. 885-70-1, name is 5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Preparation 1 11-Acryloyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and a mixture thereof with the corresponding 11-(3-chloro-propionyl) compound STR35 Solutions of 3-chloropropionyl chloride (6.3 g) in dioxane (60 ml) and triethylamine (8.4 g) in dioxane (60 ml) were added simultaneously to a refluxing suspension of 5,11-dihydro-6H-pyrido [2,3-b][1,4]benzodiazepin-6-one (9.45 g – see DT-PS 1179943) in dioxane (300 ml) and the mixture was heated under reflux for 6 hours and evaporated to give a mixture of the two title compounds in which the acryloyl compound predominated. Crude mixtures of the 11-acryloyl and 11-(3-chloropropionyl) compounds prepared using this procedure were used in Examples 22-30. The residue was purified by chromatography on silica using dichloromethane plus 0-2% methanol as eluant. Appropriate fractions were combined and evaporated to give the title 11-acryloyl compound as a colourless solid, 3.2 g, (27%) which was used directly in Examples 11-21.

The synthetic route of 5,11-Dihydropyrido[2,3-b][1,4]benzodiazepin-6-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Alker; David; Cross; Peter E.; US5418229; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 224789-21-3, 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 224789-21-3 as follows.

Example 8 Preparation of 2-(2-ethoxy)-phenyl-5-methyl-7-n-propyl-3H-imidazolo[5,1-f][1,2,4]triazine-4-t hione 2-(2-ethoxy)-phenyl-5-methyl-7-n-propyl-3H-imidazolo[5,1-f][1,2,4]triazine-4-one (50g (0.16mol)), phosphorus pentasulfide (17.8g (0.08mol)), pyridine (250ml)were added into a 500ml three-neck flask with a mechanical stirrer, stirred, heated and refluxed for 6 hours, TLC tracing was performed until the reactants were totally disappeared. The solvent pyridine was removed by distilling under reduced pressure, concentrated ammonia water ((25-28%) 75ml)and ethanol (300ml)were added, heated and refluxed for 30 min. It was cooled, filtered, dried, and crude product (45g)was obtained. The crude product was heated and solved into chloroform (150ml), activated carbon (5g)was added, stirring and reflux was performed for 30 min, it was filtered and the filtrate was washed with saturated brine and water consequently and dried with magnesium sulfate anhydrous, chloroform was removed by distilling, the obtained solid was re-crystallized with ethanol and dried, solid (38g)was obtained with a yield of 72%.

According to the analysis of related databases, 224789-21-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zhejiang Dade Pharmaceutical Group Co., Ltd.; WANG, Jianping; WANG, Jianguo; EP2666776; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 116332-54-8, name is 4-Fluoro-N-methoxy-N-methylbenzamide, 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. COA of Formula: C9H10FNO2

PREPARATIVE EXAMPLE 2 4-Fluoro-2-(2-pyridyl)acetophenone (2) To a solution of lithium diisopropylamide (Aldrich Chemical Co. 2.0M in heptane,THF ethylbenzene) 5.2 mL (10.5 mmol) in 6 mL of anhydrous THF at -78 C. under nitrogen was added 0.93 g (10 mmol) of 2-picoline dropwise. The reaction mixture was stirred for 20 minutes and then treated with a solution of 1.71 g (5.3 mmol) of 4-fluoro-(N-methyl-N-methoxy)-benzamide in THF. The reaction mixture was warmed to 0 C. and quenched by addition of 10 mL of brine. The mixture was extracted with ethyl acetate (3*10 mL) and the combined organic phases were dried over MgSO4. The mixture was filtered and the filtrate was concentrated in vacuo to give a solid. H1 NMR (CDCl3 300 MHz): 4.49 (s); 6.0 (s); 6.97 (m); 7.-3-7.12 (m); 7.62 (m); 7.82 (m); 8.10 (dd); 8.28 (bd); 8.57 (bd). The compound exists in a keto/enol equilibrium as determined by H1 -NMR. FAB ms:216 (M+ +1).

The synthetic route of 4-Fluoro-N-methoxy-N-methylbenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5837719; (1998); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 143557-91-9, name is tert-Butyl 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate, A new synthetic method of this compound is introduced below., HPLC of Formula: C12H21NO3

To a suspension of 60% sodium hydride dispersion (0.270 g, 6.75 mmol) in 20 mL DMSO, (lR,3r,5S)-tert-butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate (1.0 g, 4.399 mmol) was added. After stirring at room temperature for 20 min, l-(benzyloxy)-4-fluorobenzene (0.89 g, 4.401 mmol) was added and mixture was stirred at 90C (oil bath). After 2.5 d, dark mixture was extracted with water and AcOEt (3x). Combined organic phases were dried over MgS04, filtered, and concentrated. Residue (ca. 3 g) was dissolved in 40 mL CH2C12 and triethylamine (1 mL, 7.175 mmol) and di-teri-butyl dicarbonate (0.961 g, 4.401 mmol) were added. After 10 min, mixture was transferred into a separatory funnel and extracted with water and CH2C12. Organic phases was dried over MgSO/t, filtered, and concentrated. Residue was purified by Biotage column chromatography (Si02, hexane/ AcOEt gradient) to give (lR,3r,55)-teri-butyl 3-(4-(benzyloxy)phenoxy)-8- azabicyclo[3.2.1]octane-8-carboxylate (0.34 g, 0.830 mmol, 18.9%) as a white solid. Exact mass calculated for C25H31F6N04: 409.23, found: LCMS m/z = 410.2 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.47 (s, 9H), 1.93-1.97 (m, 4H), 2.07-2.17 (m, 4H), 4.49-4.53 (m, 2H), 4.50-4.52 (m, 1H), 5.01 (s, 2H), 6.75-6.77 (m, 2H), 6.89-6.91 (m, 2H), 7.31-7.43 (m, 5H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; ZHU, Xiuwen; WO2013/55910; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics