Amides-buliding-blocks

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. 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine, This compound has unique chemical properties. The synthetic route is as follows., name: N-Boc-2-(4-Bromophenyl)ethylamine

Dissolved tert-butyl N-[2-(4-bromophenyl)ethyl]carbamate (?124.95 mmol) in THF (500 mL). Added bis(pinacolato)diboron (44.0 g, 174.93 mmol), palladium chloride diphenyl phosphine ferrocene (10.2 g, 10 mol %) and potassium acetate (36.8 g, 374.85 mmol). Heated to 65 C. for 16 hours. Removed solvent and purified using normal phase chromatography (0-100% EtOAc in heptanes) to yield 40.58 g of product; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.35 (s, 12H) 1.44 (s, 9H) 2.82 (t, J=6.74 Hz, 2H) 3.38 (d, J=5.86 Hz, 2H) 4.18-4.71 (m, 1H) 7.21 (d, J=7.42 Hz, 2H) 7.76 (d, J=7.61 Hz, 2H).

According to the analysis of related databases, 120157-97-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Avista Pharma Solutions, Inc.; Speake, Jason D.; (22 pag.)US10239885; (2019); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 224309-64-2, 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. 224309-64-2 name is tert-Butyl (4-hydroxycyclohexyl)carbamate, This 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 B: Tert-butyl 4-oxocyclohexylcarbamate. To a solution of tert-buty 4-hydroxycyclohexylcarbamate ( 1 0.0 g, 46.5 mmol) in DCM ( 100 mL) was added Dess-Martin periodinane (39.4 g, 92.9 mmol) portionwise. The resulting solution was stirred at room temperature overnight, quenched with aq. Na2S203 solution and extracted with DCM (3 x 100 mL). The combined organic layers were washed with water (2 x 100 mL) and brine (100 mL), dried over anhydrous aiSC , and concentrated. The residue was purified by column chromatography on silica gel using petroleum ether / EtOAc (V:V, 10: 1 ) to afford desired product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (4-hydroxycyclohexyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; LEMIEUX, Rene M.; POPOVICI-MULLER, Janeta; TRAVINS, Jeremy M.; CAI, Zhenwei; CUI, Dawei; ZHOU, Ding; WO2015/10297; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 78191-00-1, 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. 78191-00-1, name is N-Methoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows.

(Reference Example 17) 1-(4-Methylthiophen-3-yl)ethanone In an argon atmosphere at -78C, 4.0 ml (6.4 mmol) of a 1.6 M hexane solution of n-butyllithium was added dropwise to a diethyl ether (23 ml) solution of 1.0 g (5.3 mmol) of 3-bromo-4-methylthiophene (Tokyo Chemical Industry Co., Ltd.). The mixture was stirred at the temperature for 15 minutes. Next, a diethyl ether (1 ml) solution of 0.70 ml (6.9 mmol) of N-methoxy-N-methylacetamide was added dropwise at -78C, and the mixture was stirred at the temperature for 15 minutes and at room temperature for 23 hours. After the completion of the reaction, a saturated aqueous ammonium chloride solution was added to the reaction mixture liquid, and the resultant mixture was extracted with ethyl acetate. The organic phase was washed with water, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography (eluting solvent: hexane:ethyl acetate = 80:20 (V/V)), and the fraction containing the target compound was concentrated under reduced pressure to give the title compound weighing 552 mg (3.94 mmol, yield 75%) as a light yellow oil. Mass spectrum (CI, m/z): 141 [M+1]+. 1H-NMR spectrum (400MHz, CDCl3) delta: 7.99 (1H, d, J = 3.1 Hz), 6.91 (1H, dq, J = 3.1, 1.0 Hz), 2.53 (3H, s), 2.46 (3H, d, J = 1.0 Hz).

The chemical industry reduces the impact on the environment during synthesis N-Methoxy-N-methylacetamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UBE Industries, Ltd.; IWASE, Noriaki; NISHIDA, Hiroshi; OKUDO, Makoto; ITO, Masaaki; KONO, Shigeyuki; MATOYAMA, Masaaki; USHIYAMA, Shigeru; OKANARI, Eiji; MATSUNAGA, Hirofumi; NISHIKAWA, Kenji; KIMURA, Tomio; (54 pag.)EP3162801; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 14719-21-2, name is 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide, 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 14719-21-2, category: amides-buliding-blocks

To a mixture of 45 (1.96 g, 5.20 mmol), Cul (103 mg, 0.54 mmol) and tetrakis[triphenylphosphine]palladium[0] (317 mg, 0.276 mmol) in 10 ml of anhydrous DMF was added anhydrous triethylamine (1.1 ml) followed by propargyl trifluoroacetimide (1.50 g, 9.88 mmol). The reaction mixture was stirred under argon for 4 h. The solvent DMF was removed by evaporation and the residual oil was purified by silica gel chromatography eluting with 7% methanol in ethyl acetate. The product fractions were pooled and evaporated affording a foam: 2.16 g (99%) yield.

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, 2,2,2-Trifluoro-N-(prop-2-yn-1-yl)acetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Epoch Biosciences, Inc.; US6699975; (2004); B2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 53844-02-3, 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. 53844-02-3, name is Benzyl (2-bromoethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To a solution of 1 (15.0mmol) in CH3CN (60mL) were added K2CO3 (3.10g, 22.5mmol) and N-Cbz-2-bromoethylamine (3.87g, 15.0mmol) under stirring. It was then kept at 80C, and monitored by TLC (Hexane/EtOAc=2/1, v/v). Next, K2CO3 was removed by filtration. The filtrate was concentrated to give a light brown oil. The oil was dissolved in ethyl acetate (150mL) and the solution was washed with water (2¡Á50mL). The organic phase was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude product. The residue was concentrated and purified by silica gel column chromatography (Hexane/EtOAc=4/1, v/v) to give a white solid

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, Benzyl (2-bromoethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ao, Chunyan; Men, Jian; Wang, Yang; Shao, Tao; Huang, Yuanyuan; Huo, Junji; Gao, Guowei; Tetrahedron Asymmetry; vol. 27; 13; (2016); p. 589 – 595;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 104060-23-3,Some common heterocyclic compound, 104060-23-3, name is N-Boc-2-(4-Aminophenyl)ethanol, molecular formula is C13H19NO3, 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.

4-(tert-Butoxycarbonylamino)phenethyl 3-nitro-benzenesulfonate 4.25 g (42 mmole) triethylamine was added to 10 g (42 mmole) 2-[4-(tert-butoxycarbonylamino)phenyl]-1-ethanol dissolved in dichloromethane. The reaction mixture was cooled to -25 C. and 9.34 g (42 mmole) 3-nitrobenzenesulfonyl chloride was added in portions. The reaction mixture was poured on to icewater, the phases were separated and the organic phase was dried (sodium sulfate), filtered and the solvent was evaporated in vacuo. The residue was purified by chromatography on silica gel using dichloromethane as eluent to give 8.3 g (yield 47%) 4-(tert-butoxycarbonylamino)-phenethyl 3-nitro-benzenesulfonate as yellow crystals.

The synthetic route of 104060-23-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; US6288096; (2001); B1;,
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. 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