Category: 456-64-4

Adding a certain compound to certain chemical reactions, such as: 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, 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 456-64-4, HPLC of Formula: C7H6F3NO2S

Intermediate 7 (3 g) was dissolved in dimethylformamide (100 mL) and the solution cooled to 0C under nitrogen. Triethylamine (2.3 mL) was added and the stirred solution treated with N-phenyltrifluoromethanesulfonamide (4.83 g). After 30 minutes at 0C the reaction mixture was allowed to reach room temperature and stirred for 72 hours. The reaction mixture was diluted with water (5 ml) and concentrated, treated with water (200 ml) and extracted with ethyl acetate (4x 250 ml). The combined organic extracts were washed with water (2x 250 mL), dried (Na2SO4), filtered, concentrated to dryness and purified by silica gel chromatography, eluting with ethyl acetate/cyclohexane (5:95, 10:90 then 20:80, v/v) to give the title compound.MS calcd for (C30H30F3NO7S + H)+: 620 MS found (electrospray): (M+H)+= 620

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, 1,1,1-Trifluoro-N-phenylmethanesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; WO2004/96774; (2004); A1;,
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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,1,1-Trifluoro-N-phenylmethanesulfonamide

To a solution in 2-[(3,5-dihydroxy-pyridine-2-carbonyl)-amino]-2-methyl-propionic acid methyl ester, 18, (0.312 g, 1.23 mmol) in MeOH (10 mL) containing diisopropylethylamine (0.214 mL, 1.23 mmol) at 0 C. under N2 is added N-phenyltrifluoromethanesulfonamide (0.439 g, 1.23 mmol). The reaction is warmed slowly to room temperature and stirred for 40 hours. The solvent is removed under reduced pressure and the crude oil which remains is purified over silica (EtOAc:heptane 1:9) to afford 0.170 g (36% yield) of the desired compound as a yellow oil. 1H NMR (250 MHz, MeOD) delta ppm 8.85 (1H, br s), 8.19 (1H, d, J=2.4 Hz), 7.46 (1 H, d, J=2.3 Hz), 3.74 (3H, s), 1.63 (6H , s). HPLC-MS: m/z 387 [M+H]+.

According to the analysis of related databases, 456-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; The Procter & Gamble Company; US2007/299086; (2007); A1;,
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. 456-64-4, name is 1,1,1-Trifluoro-N-phenylmethanesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1,1,1-Trifluoro-N-phenylmethanesulfonamide

6- (3-METHOXYPHENYL)-2- (2-MORPHOLIN-4-YL-2-OXOETHYL)-3-HYDROPYRIMIDIN-4-ONE 8 (leq) is dissolved in CH2CL2 in a round bottom flask, oven dried and kept under N2. Triethylamine is added (1.4 eq) followed by N-Phenyl trifluoromethanesulfonimide (1.2 eq) and DMAP (10 mol%). The reaction mixture is stirred at room temperature overnight. The solvent is evaporated under reduced pressure and the residue purified by chromatography on silicagel (ethyl acetate/hexanes 1: 5), obtaining the desired 6- (3-METHOXYPHENYL)-2- (2-MORPHOLIN-4-YL-2-OXOETHYL) pyrimidin-4-yl (trifluoromethyl) sulfonate 9.

According to the analysis of related databases, 456-64-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHIRON CORPORATION; WO2004/48365; (2004); 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., HPLC of Formula: C7H6F3NO2S

EXAMPLE 10 Preparation of (S)-N-(tert.butoxycarbonyl)-N-propyl-6-methoxy-5-methoxycarbonyl-1,2,3,4-tetrahydro-2-naphthylamine A solution of (S)-N-(tert.butoxycarbonyl)-N-propyl-6-methoxy-5-hydroxy-1,2,3,4-tetrahydro-2-naphthylamine (1.4 g; 4.17 mmoles), prepared as described in example 9, in acetonitrile (42 ml) was added at room temperature with K2CO3 (1.15 g, 8.34 mmoles) and, dropwise, with a solution of N-phenyltrifluoromethansulfonimide (1.78 g; 5 mmoles) in acetonitrile (10 ml). The reaction mixture was heated to 55 C. for 19 hours, then the solvent was evaporated under reduced pressure. The residue was added with methylene chloride and water. The phases were separated and the organic one was washed with water, anhydrified over Na2SO4 and the solvent evaporated under reduced pressure. The residue was dissolved in dimethylsulfoxide (13 ml) and methanol (5 ml) and the solution was added, under N2 at room temperature, with triethylamine (1.1 ml, 7.87 mmoles), palladium acetate (53 mg; 0.236 mmole) and 1,3-bisdiphenylphosphinopropane (97 mg; 0.236 mmole). The reaction mixture was then heated to 70 C. under CO pressure (9 bar) for 90 hours during which further palladium acetate (18 mg, 0.080 mmole) and 1,3-bisdiphenylphosphinopropane (33 mg, 0.080 mmole) were added in one portion. After cooling to room temperature the mixture was poured into water and methylene chloride. The phases were separated and the organic one was washed with water, anhydrified over Na2SO4 and evaporated to dryness under reduced pressure. The resulting crude was purified by silica gel chromatography (eluent: petrolatum:ethyl acetate=90:10). There was obtained 1.08 g of (S)-N-(tert.butoxycarbonyl)-N-propyl-6-methoxy-5-methoxycarbonyl-1,2,3,4-tetrahydro-2-naphthylamine. 1H-NMR (200 MHz, CDCl3) delta (ppm): 0.86 (t, 3H), 1.44 (t, 9H); 1.46-2.00 (m, 4H); 2.71-3.13 (m, 6H); 3.78 (s, 3H); 3.89 (s, 3H), 3.90-4.27 (m, 1H); 6.71 (d, 1H); 7.03 (d, 1H). Mass (electronic impact): 377 (M)+

The synthetic route of 456-64-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zambon Group S.p.A.; US6232348; (2001); B1;,
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., Application In Synthesis of 1,1,1-Trifluoro-N-phenylmethanesulfonamide

A solution of 6-piperidin-1-ylmethyl-pyridin-3-ol (0.225 g, 1.17 mmol), N-phenyltriflouromethanesulfonamide (0.50 g, 1.41 mmol), and TEA (0.50 mL, 3.50 mmol) in DCM (20 mL) was heated at reflux for 18 h. The solvent was removed and chromatography of the residue (SiO2: 0-3% 2 M NH3 in MeOH/DCM) gave the title compound as a solid (0.036 g, 95%).

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; Carruthers, Nicholas I.; Shah, Chandravadan R.; Swanson, Devin M.; US2005/222151; (2005); 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., Formula: C7H6F3NO2S

Dissolve 2,6-dimethoxynaphthalene 37.6 g (0.20 mol) and 4-(2-(piperidin-1- yl) ethoxy) benzoyl chloride 64.0 g (0.21 mol) in 800 mL of dichloromethane. Add aluminum chloride 133 g (1.00 mol) portionwise and slowly (the first 30 to 50 g must be added slowly to keep the acylation reaction under control so the solvent does not boil off). After all the aluminum chloride has been added, stir the reaction until no more undemethylated compound can be detected either by TLC or HPLC (about 5 hours). Slowly pour the reaction mixture into 1 L of ice/water with vigorous stirring. Decant the top layer water into a separation funnel. Wash the dichloromethane solution and the precipitate with 2N HCl and decant the aqueous layer again into the separation funnel. Extract the aqueous layer with dichloromethane. Adjust the combined dichloromethane solution and the precipitate pH to 8 first with IN NaOH then with saturated NaHCO3. Filter the mixture. Slurry the solid repeatedly with dichloromethane. Separate the layers of the filtrate and extract the aqueous phase with dichloromethane. Wash the combined organic with brine and dry over MgS04. Treat the dichloromethane solution with charcoal and filter through a prepackaged”suppelco”silica gel funnel. Evaporate the solvent to give 61.2 g (75.5%) of 6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]- naphthalen-2-ol. Couple 6-methoxy-1- [4- (2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalen-2-ol and 2,4-dibenzyloxyphenyl boronic acid to provide 2- (2, 4-dibenzyloxyphenyl)-6-methoxy-l- [4-(2-piperidin-1-yl-ethoxy)-benzoyl]-naphthalene by the procedure analogous to that described above in the procedure for 5- {6-benzyloxy-1- [4- (2-piperidin-1-yl-ethoxy)- phenoxy]-naphthalen-2-yl}-2-methyl-isoindole-1, 3-dione. Dissolve 10.5 g (20.0 mmol) 2- (2, 4-dibenzyloxyphenyl)-6-methoxy-l- [4- (2- piperidin-1-yl-ethoxy)-benzoyl]-naphthalene in 150 mL of THF. Add LAH 1.5 g (37.0 mmol) portionwise with vigorous stirring at 0 C. After the addition, allow the reaction to warm up to room temperature and then stir for 3 hours. Cool the reaction in an ice bath and slowly quench with saturated Na2SO4. Filter off the solid A1203 and wash the filter cake with THF (2x50mL). Combine the filtrates, concentrate and purify the residue by flash chromatography on silica gel using CH2Cl2 : MeOH (9: 1) as eluent to afford 2- methoxy-5- {hydroxy- [4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2, 4- benzyloxyphenyl)-naphthalene. Heat 2-methoxy-5- {hydroxy- [4- (2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6- (2, 4- benzyloxyphenyl) -naphthalene to 60C in THF containg 10% (by weight) of Pd/C (30%) catalyst, overnight under 50 psi of hydrogen atmosphere to afford 2-methoxy-5- {hydroxy- [4-(2-piperidin-1-yl-ethoxy)-phenyl]-methyl}-6-(2-hydroxy-4-benzyloxyphenyl)- naphthalene. Treat the THF solution of 2-methoxy-5- {hydroxy- [4- (2-piperidin-1-yl- ethoxy)-phenyl]-methyl}-6- (2-hydroxy-4-benzyloxyphenyl)-naphthalene with 10% (by mol) of concentrated HCl to give I-12- [4- (8-benzyloxy-2-methoxy-5H-6-oxa-chrysen-5- yl)-phenoxy]-ethyl}-piperidine. Dissolve 1- {2- [4- (8-benzyloxy-2-methoxy-5H-6-oxa-chrysen-5-yl)-phenoxy]- ethyl}-piperidine (680 mg) in a mixture of 250 ml ethanol and 150 ml THF with warming. Add a slurry of 300 mf 10 % Pd/C in ethanol and react under 1 atmosphere of hydrogen for 18 hours. Filter the catalyst and evaporate the solvent to yield 465 mg of 2- methoxy-5- [4- (2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-8-ol. Dissolve 2-methoxy-5- [4- (2-piperidin-1-yl-ethoxy)-phenyl]-5H-6-oxa-chrysen-8- ol (118 mg. , 0.245 mmoles) in 20 ml methylene chloride and add N- phenyltrifluoromethanesulfonimide (400 mg, . 1.12 mmoles) followed by 1.0 ml of diisopropylethyl amine and stir for 72 hours. Evaporate the solution to a paste and purify by running through an SCX column in methanol (elute with 2N ammonia/methanol) to give 125 mg of the title compound: 125 mg (83%).

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; ELI LILLY AND COMPANY; WO2005/73205; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics