Category: amides-buliding-blocks

Related Products of 75175-77-8, 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 75175-77-8 as follows.

General procedure: In a 50 ml round-bottom flask, substituted enaminones (1 mmol), hydrazine hydrate (1.3 mmol) or phenyl hydrazine (1 mmol) and [crown ether MIm][HSO4] (20 mol%) were charged. The reaction mixture was stirred at 50 C under solvent-free conditions for 10-35 min. After completion of reaction (monitoredby TLC), the reaction mixture was extracted with ethyl acetate (2 9 10 ml). The extracted ethyl acetate was evaporated in a rotary evaporator and the desired product was isolated from the resultant mass by column chromatography (petether: ethyl acetate, 9.5: 0.5). Finally, the catalyst was recycled and used for thenext run.

According to the analysis of related databases, 75175-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Patil, Dayanand; Chandam, Dattatraya; Mulik, Abhijeet; Jagdale, Suryabala; Patil, Prasad; Deshmukh, Madhukar; Research on Chemical Intermediates; vol. 41; 9; (2015); p. 6843 – 6858;,
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Synthetic Route of 68621-88-5, These common heterocyclic compound, 68621-88-5, name is tert-Butyl (3-aminophenyl)carbamate, 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.

(3-Aminophenyl)carbamic acid tert-butyl ester (1.0 g) was dissolved in ethyl acetate (30ml) and treated with aqueous formaldehyde (37% wt, 443 mul) and palladium on carbon (10%, 350 mg). The reaction mixture was hydrogen- ated under a balloon of hydrogen overnight at atmospheric pressure. The cata- lyst was removed by filtration through Celite under nitrogen and the volatiles were removed by evaporation. The residue was purified by chromatography using the Biotage system on a 10 g silica cartridge eluting with a mixture of ethyl acetate and cyclohexane (1 :19 increasing to 1 :1) to give (3-methylamino- phenyl)carbamic acid tert-butyl ester (500 mg). LCMS (Method A) Rt 2.45 (M+H+) 2231H NMR (300MHz) (CDCI3) delta 7.2 (t, 1 H) 6.8 (br s, 1H) 6.5 (dd, 1 H) 6.4 (br s, 1 H), 6.3 (dd, 1 H) 3.7 (br s, 1 H) 2.8 (s, 3H) 1.5 (s, 9H)

Statistics shows that tert-Butyl (3-aminophenyl)carbamate is playing an increasingly important role. we look forward to future research findings about 68621-88-5.

Reference:
Patent; BIOTIE THERAPIES CORP.; KORHONEN, Jani; MARJAMAeKI, Anne; NISSINEN, Liisa; PIHLAVISTO, Marjo; WO2010/146236; (2010); A1;,
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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. 188345-71-3, name is 2-Boc-2-Azabicyclo[2.2.1]hept-5-ene, A new synthetic method of this compound is introduced below., SDS of cas: 188345-71-3

2-(Tert-butoxycarbonyl)-2-azabicyclo[2.2.1]hept-5-ene was dissolved in 200 mL of dichloromethane-methanol (2:1), and the solution was cooled to -78 C. Ozone was passed through the solution until it turned blue and then for a further 10 min. Argon was bubbled through the solution to remove excess ozone (the solution turned colorless). This process (ozone, followed by argon) was repeated one more time to ensure complete formation of the ozonide. Sodium borohydride (3.7 g, 97 mmol) was carefully added to the reaction mixture at -78 C., and the resulting mixture stirred for 16 h, as the temperature of the reaction was gradually increased to ambient. Saturated ammonium chloride solution (100 mL) was added, and the mixture was stirred for an additional 1 h. The mixture was extracted with dichloromethane (2¡Á150 mL), and the combined organic extracts were dried over anhydrous magnesium sulfate. The solvent was removed by rotary evaporation to give 1-(tert-butoxycarbonyl)-2,4-bis(hydroxymethyl)pyrrolidine, as a light yellow oil.

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; Targacept, Inc.; US2011/263629; (2011); A1;,
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1103234-56-5, name is 2,6-Difluoro-3-(propylsulfonamido)benzoic acid, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 1103234-56-5

Step A: Diphenylphosphonic azide (9.082 mL, 0.04214 mol) was added to stirred solution of 2,6-difluoro-3-(propylsulfonamido)benzoic acid (10.234 g, 0.036647 mol) and triethylamine (11.75 mL, 0.08429 mol) in tetrahydrofuran (100 mL, 1 mol) and the reaction mixture was stirred at room temperature for 3 hours and then heated to reflux for an additional hour. lH-pyrazole (2.5 g, 0.037 mol) was added to the reaction mixture, followed by heating to reflux for 1 additional hour. After cooling to room temperature and removal of the solvent under reduced pressure, an orange-colored oil was obtained. This crude material was purified by silica gel chromatography; eluent: 0-50% ethyl acetate: heptane. The obtained material was recrystalized from 150 mL of a solution of ethyl acetate / heptane (1:3, v/v) to give N-(2,6- difluoro-3-(propylsulfonamido)phenyl)-lH-pyrazole-l-carboxamide with 90% purity (4.4 g, 87%). 1H NMR (500 MHz, DMSO-d6) delta 10.33 (s, IH), 9.70 (s, IH), 8.41 (d, J=2.6, IH), 7.92 (d, J=Ll, IH), 7.42 (td, J=8.9, 5.8, IH), 7.22 (t, J=9.2, IH), 6.62 (dd, J=2.7, 1.6, IH), 3.13 – 3.03 (m, 2H), 1.80 – 1.70 (m, 2H), 1.04 – 0.93 (m, 3H). LC/MS: m/z 345.2 [M+l].

The synthetic route of 1103234-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; ALIAGAS, Ignacio; GRADL, Stefan; GUNZNER, Janet; MATHIEU, Simon; PULK, Rebecca; RUDOLPH, Joachim; WEN, Zhaoyang; WO2011/25965; (2011); A1;,
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Reference of 96-30-0, 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 96-30-0 as follows.

In a sealed tube, intermediate 77 (287.19 mg, 2.67 mmol) was added to a solution of 6-chloro-4-nitroindole (350.00 mg, 1.78 mmol) and Cs2CO3 (870.11 mg, 2.67 mmol) in dryDMF (3.5 mL) under N2. The mixture was stirred at 90 C for 17 h. The reaction mixturewas diluted with EtOAc and water and the layers were separated. The organic layer waswashed with brine, dried over MgSO4 and filtered. The solvent was removed under reduced pressure to give 378 mg of intermediate 67 (79% yield, brown solid) which was directly engaged in the next step without further purification.

According to the analysis of related databases, 96-30-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (419 pag.)WO2018/2219; (2018); A1;,
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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. 1746-77-6, name is Isopropyl carbamate, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

EXAMPLE 113 4-[[[3-[(aminoiminomethyl)amino]phenyl]carbonyl]amino]-2-methoxy-N-[(1-methylethoxy)carbonyl]phenylalanine, trifluoroacetate salt, monohydrate STR330 Steps A/B/C STR331 The above compound was prepared from methyl pyruvate, isopropylcarbamate and 2-bromo-5-nitro anisole using the procedures described in Example 76 Steps A, B and C.

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 1746-77-6.

Reference:
Patent; G. D. Searle & Co.; US5952381; (1999); A;,
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Related Products of 28460-30-2,Some common heterocyclic compound, 28460-30-2, name is 2,4,6-Trichlorobenzenesulfonamide, molecular formula is C6H4Cl3NO2S, 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: To a solution of 500 mg of 6-(4-amino-phenyl)-1H-pyrazolo[3,4-b]pyrazin-3-ylamine hydrochloride and 397 mg of 2-fluoro-5-methyl-benzenesulfonyl chloride in 4 ml DCM, 0.16 ml pyridine were added and the reaction mixture was stirred for 16 h at RT. Then, the solvents were removed under reduced pressure and the crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/EtOAc. The fractions containing the product were combined and the solvent evaporated under reduced pressure. The title compound was prepared by adapting the procedures described in example 19, employing 2,4,6-trichlorobenzenesulfonamide instead of 2-fluoro-5-methyl-benzenesulfonyl chloride. MS (ES+): m/e = 470.1 (M+H), chloro pattern.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,4,6-Trichlorobenzenesulfonamide, its application will become more common.

Reference:
Patent; SANOFI; Nazare, Marc; Halland, Nis; Schmidt, Friedemann; Weiss, Thilo; Hofmeister, Armin; EP2570415; (2013); A1;,
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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. 2835-68-9, name is 4-Aminobenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8N2O

General procedure: To a 25 mL Schlenk tube containing a solution of 2 in 2 mL of THF was added amide (1.0 mmol) and (EtO)3SiH (0.50 g, 3.0 mmol). The reaction mixture was stirred at 60 C until there was no amide left (monitored by TLC and GC-MS). The product was purified according to literature procedures by Beller

The synthetic route of 2835-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ren, Shishuai; Wang, Yangyang; Yang, Fei; Sun, Hongjian; Li, Xiaoyan; Catalysis Communications; vol. 120; (2019); p. 72 – 75;,
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Some common heterocyclic compound, 758-96-3, name is N,N-Dimethylpropionamide, molecular formula is C5H11NO, 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. SDS of cas: 758-96-3

4-Methoxy-7-propionyl-2-trifluoromethyl-1H-benzimidazole The compound of Example 105 (800 mg) was dissolved in THF (20.0 mL) under an argon gas atmosphere, and a 1.58 mol/L n-butyl lithium/hexane solution (3.90 mL) was added dropwise thereto at -78C, followed by stirring for 1 hour as it was. Thereafter, N,N-dimethyl propionamide (0.890 mL) was added thereto at the same temperature, followed by stirring for 3 hours while warming to room temperature. To the reaction liquid was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with water and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was then purified by silica gel column chromatography (chloroform) to obtain the desired product (342 mg) as a white powder. EIMS (+): 272 [M]+. 1H NMR (CDCl3, 400 MHz): delta 1.29 (3H, t, J=7.3 Hz), 3.08 (2H, q, J=7.3 Hz), 4.15 (3H, s), 6.80 (1H, d, J=8.6 Hz), 7.96 (1H, d, J=8.6 Hz), 11.4 (1H, brs).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 758-96-3, its application will become more common.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; EP2168959; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 114790-39-5, name is Benzyl (2,2-dimethoxyethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: Benzyl (2,2-dimethoxyethyl)carbamate

BenzvK ( 6-chloro-2-( 3-chlorobenzoyl)-2, 3, 4,9-tetrahvdro-lH-pyridoi 3, 4-b lindol- l-yl)methyl) carbamate trifluoroacetic acid: To a mixture of benzyl (2,2-dimethoxyethyl)- carbamate (1.71 g, 7.15 mmol) in 2-butanol (30 mL) was added 2-(5-chloro-lH-indol-3-yl)ethan- l-amine (l.53g, 7.86 mmol), TFA (0.74 g) and LEO (1 mL) The mixture was stirred at 100 C for 16 hrs. Then the reaction was cooled to room temperature. The precipitates were collected via filtration to afford benzyl((6-chloro-2-(3-chlorobenzoyl)-2,3,4,9-tetrahydro-lH-pyrido[3,4- b]indol-l-yl)methyl)carbamate trifluoroacetic acid (3.5g, yield: 98.9%) as a white solid. LCMS: [M+H]+= 370.1.

The synthetic route of 114790-39-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RECREO PHARMACEUTICALS LLC; ZHANG, Jing; WANG, Xiang; PODOLL, Jessica, D.; (207 pag.)WO2020/37155; (2020); A1;,
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Amide – an overview | ScienceDirect Topics