Amides-buliding-blocks

Reference of 5238-56-2,Some common heterocyclic compound, 5238-56-2, name is N-(2-Hydroxyethyl)methacrylamide, molecular formula is C6H11NO2, 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.

2-Aminoethanol (Manufactured by Tokyo Chemical Industry; 19.4 g, 0.318 mol), and 400 mL of anhydrous tetrahydrofuran were put into a 1-liter four-necked flask, stirred, and cooled to an internal temperature of -10 C. Seventy milliliters of an anhydrous tetrahydrofuran solution of methacrylic acid chloride (16.6 g, 0.159 mol) was then added dropwise over the course of 30 minutes at 5 C. or lower. After the dropwise addition of the solution, the resulting mixture was stirred for 3 hours under room temperature conditions. After the reaction, insoluble matters were removed by filtration, and the filtrate was concentrated under reduced pressure. This produced hydroxyethyl methacrylamide as a pale yellow liquid. The hydroxyethyl methacrylamide (12.9 g, 0.10 mol) obtained by the procedure described above, 200 mL of anhydrous tetrahydrofuran, and triethylamine (15.2 g, 0.15 mol) were put into a 500-milliliter four-necked flask, stirred, and cooled to an internal temperature of -10 C. Fifty milliliters of an anhydrous tetrahydrofuran solution of methacrylic acid chloride (15.7 g, 0.15 mol) was then added dropwise over the course of 30 minutes at 5 C. or lower. After the dropwise addition of the solution, the resulting mixture was stirred for 3 hours under room temperature conditions. After the reaction, triethylamine hydrochloride was removed by filtration, and the filtrate was concentrated under reduced pressure. The concentrated residue was purified by silica gel column chromatography (developing solvent: ethyl acetate). After the column purification, the solvent was removed under reduced pressure using a rotary evaporator, and a pale yellow liquid was obtained. The liquid was subjected to LC-MS analysis and 1H-NMR measurement. It was determined from the locations and integrals of signals that the pale yellow liquid was a target compound. The weight yield was 10.8 g, and the percentage yield was 54.8%. MS m/z: 198 (M+H)+ 1H-NMR (270 MHz CDCl3): delta 1.92 (m, 3H), 1.94 (m, 3H), 3.65 (m, 2H), 4.27 (m, 2H), 5.34 (m, 1H), 5.58 (m, 1H), 5.68 (m, 1H), 6.11 (m, 1H), 6.29 (s, 1H) (ppm)

The synthetic route of 5238-56-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KURARAY NORITAKE DENTAL INC.; NOJIRI, Yamato; TAKEI, Mitsuru; (33 pag.)US2018/360696; (2018); A1;,
Amide – Wikipedia,
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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. 24036-52-0, name is 6-Bromo-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Product Details of 24036-52-0

To a 25 mL flask was added 6-bromo-2H-benzo[b][1,4]oxazin-3(4H)-one (0.46 g, 2 mmol), P2S5 (0.89 g, 4 mmol) and THF (8 mL), thereaction mixture was heated at 90 C and stirred for 8 h. After the reactionwas completed, the THF was removed at reduced pressure andpour into water, filtered dry and directly reacted with piperazine(0.34 g, 4 mmol) at 90 C in THF without purification. Then the THFwas removed at reduced pressure and the residue was purified on silicagel with chloroform/methanol (V:V 10:1) to give the title compound asa white powder. Yield 56.2%, oil. 1H NMR (400 MHz, DMSO-d6) delta 6.99(d, J=2.4 Hz, 1H, Ar-H), 6.92 (dd, J=8.4, 2.4 Hz, 1H, Ar-H), 6.74 (d,J=8.4 Hz, 1H, Ar-H), 4.76 (s, 2H, Ar-H), 3.50-3.39 (m, 4H, CH2¡Á2),3.19 (m, 4H, CH2¡Á2). ESI-MS: m/z 296.0 [M+H]+.

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:
Article; Dong, Fu-Dan; Liu, Dan-Dan; Deng, Cheng-Long; Qin, Xiao-chun; Chen, Kai; Wang, Jian; Song, Hong-Rui; Ding, Huai-Wei; Bioorganic and Medicinal Chemistry; vol. 26; 14; (2018); p. 3982 – 3991;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

46460-73-5, name is Benzyl (3-aminopropyl)carbamate, 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: Benzyl (3-aminopropyl)carbamate

To a solution of 1-methylethyl 2, 4-dichloropyrimidine-5-carboxylate (4.7 G) and ethyldiisopropylamine (3.4 ml) in ACETONITRILE (250 ML) phenylmethyl [3- AMINOPROPYL] CARBAMATE (4.2 g) was added at 0¡ãC. Subsequently the reaction mixture was stirred over night at room temperature. After evaporation the residue was chromatographed on SILICA GEL (DICHLOROMETHANE/ISOPROPANOL) to yield the title compound (5.9 G). ESI-MS : 407 and 409 (M+)

The synthetic route of 46460-73-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING AKTIENGESELLSCHAFT; WO2004/48343; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 563-83-7, 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. 563-83-7 name is Isobutyramide, 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.

General procedure: A 15 mL round-bottom flask was charged with a stirring bar, 2.0 mL ethyl acetate, N,N-dimethylaniline derivative (0.9 mmol), amide (0.5 mmol) and complex 2 (27.9 mg, 0.05 mmol) were added. After stirring 15 min, TBHP (0.75 mmol, 108 mL) was added without extrusion of the air. The mixture was stirred for 8 h at 40 oC. After cooling to room temperature, 10 mL ethyl acetate was added, and the mixture was filtered. The filtrate was concentrated, and the residue was purified by column chromatography on silica gel using ethyl acetate/pet ether (60-90 oC) as eluent to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Isobutyramide, and friends who are interested can also refer to it.

Reference:
Article; Zhu, Fan; Lu, Bing; Sun, Hongmei; Shen, Qi; Tetrahedron Letters; vol. 57; 37; (2016); p. 4152 – 4156;,
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. 34801-09-7, name is N-(2-Aminophenyl)acetamide, A new synthetic method of this compound is introduced below., Formula: C8H10N2O

General procedure: A mixture of 1.00 g (5.2 mmol) of compound 1a and 0.78 g (5.2 mmol) of N-(2-amino-phenyl)acetamide in 10 mL of ethanol was refluxed for 1 h. The mixture was cooled and evaporated by half, and the yellow solid was filtered off. Yield 1.20 g (71%), mp 130-132C (decomp., from EtOH). IR spectrum, nu, cm -1 : 3272 (NH, OH), 1715 (C=O). 1 H NMR spectrum, delta, ppm: 2.11 s (3H, Me), 6.38 s (1H, 3-H), 7.07 m (1H, H arom ), 7.17 m (2H, H arom ), 7.32 m (1H, H arom ), 7.49-7.60 m (3H, H arom ), 7.96 m (2H, H arom ), 9.82 s (1H, NH), 11.61 s (1H, NH). 13 C NMR spectrum, delta C , ppm: 22.8 (Me), 95.3 (C 3 ); 122.6, 125.1, 125.9, 127.1, 128.2, 128.5, 128.9, 130.3, 131.9, 138.5 (C arom ); 151.9 (C 2 ), 165.2 (COOH), 168.8 (CONH), 189.3 (COPh). Mass spectrum: m/z 325.15 [M + H] + . Found, %: C 66.59; H 4.87; N 8.44. C 18 H 16 N 2 O 4 . Calculated, %: C 66.66; H 4.97; N 8.64. [M + H] + 325.12

The synthetic route of 34801-09-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Stepanova; Dmitriev; Maslivets; Russian Journal of Organic Chemistry; vol. 55; 3; (2019); p. 402 – 405; Zh. Org. Khim.; vol. 55; 3; (2019); p. 469 – 473,5;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 49690-09-7, 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. 49690-09-7 name is N-tert-Butyl 4-Nitrophenylsulfonamide, 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.

General procedure: Method b: To a solution of nitroarene (1.0 equiv.) in EtOH or MeOH (deoxygenated with bubbled Argon) was added Pd/C (10%) and hydrazine monohydrate 65% (3.0 equiv.) under Argon. The solution was stirred and heated at reflux for the indicated time. The reaction mixture was filtered over Celite, and the filtrate concentrated under reduced pressure.

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

Reference:
Patent; H. LEE MOFFITT CANCER CENTER AND RESEARCH INSTITUTE, INC.; SCHOeNBRUNN, Ernst; LAWRENCE, Nicholas, J.; LAWRENCE, Harshani, R.; (257 pag.)WO2016/22460; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 205318-52-1, name is 3-(Aminomethyl)-1-N-Boc-aniline, molecular formula is C12H18N2O2, 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: 205318-52-1

A solution of EXAMPLE 7A (170 mg) in acetonitrile (4 mL) at 25 C. was treated with tert-butyl 3-(aminomethyl)phenylcarbamate (107 mg) and N,N-diisopropylethyl amine (450 muL), heated in a microwave reactor for 10 min at 50 C., and 20 min at 190 C., cooled, treated with tert-butyl (1S,4S)-(-)-2,5-diaza-bicyclo(2.2.1)heptane-2-carboxylate (116 mg), heated in a microwave reactor for 30 min at 100 C., cooled, treated with aqueous lithium hydroxide (2M, 1.2 mL), heated in a microwave reactor for 15 min at 100 C., cooled, stirred for 18 hours at 25 C., diluted with water, acidified to pH 3 with aqueous HCl, and filtered.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 205318-52-1, its application will become more common.

Reference:
Patent; Anderson, David; Beutel, Bruce; Bosse, Todd D.; Clark, Richard; Cooper, Curt; Dandliker, Peter; David, Caroline; Gu, Yu-Gui; Hansen, Todd Matthew; Hinman, Mira; Kalvin, Douglas; Larson, Daniel P.; Lynch, Linda; Ma, Zhenkun; Motter, Christopher; Palazzo, Fabio; Rosenberg, Teresa; Rehm, Tamara; Sanders, William; Tufano, Michael; Wagner, Rolf; Weitzberg, Moshe; Yong, Hong; Zhang, Tianyuan; US2003/232818; (2003); 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. 2895-21-8, name is N-Isopropyl-2-chloroacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 2895-21-8

(2) To a solution of the compound 2 (112 mg) in dichloromethane (2 mL) was added trifluoroacetic acid (2 mL), andthe reaction mixture was stirred for 1 hour at room temperature. The reaction mixture was diluted with methanol,then the solution was treated with packed strong cation exchange resin (PoraPak Rxn Cx, eluent: a solution of 1mol/L NH3 in methanol), and the eluate was concentrated under reduced pressure. The resulting residue, thecompound 3 (82 mg) and sodium carbonate (64 mg) were suspended in acetonitrile (3 mL), and the suspensionwas stirred for 19 hours at 65 C under argon atmosphere. The reaction mixture was cooled to room temperature,diluted with chloroform, and then washed with water, and dried over anhydrous sodium sulfate. The solvent wasevaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography(eluent: hexane-ethyl acetate; gradient: 80:20-50:50) to give3-[4-(isopropylcarbamoylmethyl)piperazin-1-yl]-5-phenethyl-1,2,4-triazine (101 mg) as a yellow viscous substance. MS (APCI) 369 [M+H]+

The synthetic route of 2895-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; SAKAKIBARA, Ryo; AKAHOSHI, Fumihiko; (158 pag.)EP3135668; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 132414-81-4, 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. 132414-81-4, name is 5-Boc-hexahydropyrrolo[3,4-b]pyrrole belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of compound 4a (100 mg, 0.47 mmol) and TEA (260 mg,2.56 mmol) in DCM (10 mL) was added compound 9 (97 mg, 0.52 mmol) stirred at r.t. for 3 hrs under N2 atmosphere. The mixture was diluted with water and extracted with EtOAc. The organic combined layers were washed with brine, dried over Na2SO4, filtered, concentrated and purified by Flash column to give compound 6 (150 mg,yield: 88%). MS (ESI): m/z 364.1 [M + H]+

The synthetic route of 5-Boc-hexahydropyrrolo[3,4-b]pyrrole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Songliang; Sun, Yu; Hu, Yi; Zhang, Hongmei; Hou, Lijuan; Liu, Xing; Li, Yufeng; He, Haiying; Luo, Zhi; Chen, Yuan; Wang, Yuhe; Shi, Weihua; Shen, Liang; Cao, Changqing; Liang, Wei; Xu, Qing; Lv, Qiang; Lan, Jiong; Li, Jian; Chen, Shuhui; Bioorganic and Medicinal Chemistry Letters; vol. 27; 6; (2017); p. 1458 – 1462;,
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. 88829-82-7, name is tert-Butyl (8-aminooctyl)carbamate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl (8-aminooctyl)carbamate

2-(2,6-Dioxopiperidin-3-yl)-4-fluoroisoindoline-1,3-dione (481.6 mg, 1.74 mmol, 1 eq) and tert-butyl (8-aminooctyl)carbamate (467.7 mg, 1.91 mmol, 1.1 eq) were dissolved in NMP (8.7 mL, 0.2M). DIPEA (606 uL, 3.48 mmol, 2 eq) was added and the mixture was heated to 90 C. After 15 hours, the mixture was diluted with EtOAc and washed with 10% citric acid (aq), saturated sodium bicarbonate, water and three times with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography (ISCO, 12 g column, 0-5% MeOH/DCM, 25 minute gradient) afforded the desired product as a yellow oil (0.55 g, 1.099 mmol, 63%).

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; DANA-FARBER CANCER INSTITUTE, INC.; BUCKLEY, Dennis; BRADNER, James; REMILLARD, David Ian; (212 pag.)WO2017/223452; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics