Category: amides-buliding-blocks

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. 563-83-7, name is Isobutyramide, A new synthetic method of this compound is introduced below., name: Isobutyramide

Step A: 2-Methylpropanethioamide; H*C^NH2 CH*A solution of 2-methylpropanamide (6.53 g, 75.0 mmol) and 2,4-bis(4- methoxyphenyl)-1 ,3-dithia-2,4-diphosphetane-2,4-disulfide (15.17 g, 37.51 mmol) in THF (100 ml_) was heated to reflux for 4 h. The reaction mixture was then cooled to rt and poured into saturated aqueous NaHCO3 (200 ml_). The mixture was extracted with ether (4 x 100 ml_). The organic fractions were combined, dried over Na2SO4, filtered, and concentrated. Purification by flash column chromatography (20% EtOAc: hexanes) afforded 4.77 g (62%) of the title compound of Step A. 1H-NMR (400 MHz, CDCI3) delta 7.63 (brs, 1 H), 6.90 (brs, 1 H), 2.88 (m, 1 H), and 1.27 (d, 6H, J = 6.8 Hz).

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; SMITHKLINE BEECHAM CORPORATION; WO2009/76140; (2009); A1;,
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Electric Literature of 37045-73-1,Some common heterocyclic compound, 37045-73-1, name is 3-(Methylsulfonamido)aniline, molecular formula is C7H10N2O2S, 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: The solution of cyanuryl chloride (1 mmol, 1 equiv.) in THF (20 ml) was stirred,cooled to -10 C, and aniline (1 mmol, 1 equiv.) in THF (6 ml) and DIEA (3.6 mmol, 1.2equiv.) was added dropwise. The mixture was stirred at this temperature for 0.5-2 h. Uponcompletion, monitored by TLC, another aniline (1 mmol, 1 equiv.) was added. The mixturewas stirred under room temperature for 2-12 h. After the solvent was removed under reducedpressure the resulting solid was collected by filtration, dried and crystallised or purified bysilica gel column chromatography to get the desired product as a white solid.

The synthetic route of 37045-73-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Dao, Pascal; Jarray, Rafika; Le Coq, Johanne; Lietha, Daniel; Loukaci, Ali; Lepelletier, Yves; Hadj-Slimane, Reda; Garbay, Christiane; Raynaud, Francoise; Chen, Huixiong; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4552 – 4556;,
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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. 955406-36-7, name is Benzyl (3-hydroxycyclohexyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Benzyl (3-hydroxycyclohexyl)carbamate

Solid TBSCI (2.66 g, 17.6 mmol) was added to a stirring mixture of benzyl (3-hydroxycyclohexyl)carbamate (4.0 g, 16 mmol) and imidazole (1.63 g, 24 mmol) inDMF (16 mL). After 3 h the mixture was partitioned with 2 M HCI (100 mL) and Et20(100 mL). The layers were separated and the aqueous phase was extracted with Et20(2 x 50 mL). The combined organic extracts were concentrated and purified by flashchromatography to afford the desired cis diastereomer 53 (2.99 g, 73% based on 7:3 dr in starting material). H (400 mHz, CDCI3) 0.06 (6H, s), 0.89 (9h, s), 1.28-1.51 (4H, m), 1.60-1.71 (2H, m), 1.75-1.85 (1H, m), 1.86-1.93 (1H, m), 3.70-3.80 (1H, m), 3.83- 3.92 (1 H, m), 5.08 (2H, distorted ABq), 5.70 (1 H, br s), 7.27-7.37 (5H, m); (150mHz, CDCI3)-5.0, -4.8, 18.0, 25.8, 31.4, 34.0, 39.4 br, 47.4, 66.2, 68.9, 127.8, 127.85,155.5, 128.4, 136.9; m/z (ES+) 364.3 [M+H HRMS (ES+) exact mass calculated forC20H34NO3Si [M+H], 364.2308; found 364.2301. The stereochemistry was confirmedby conversion of a sample to the known cis-benzyl (3-hydroxycyclohexyl)carbamate byTBAF deprotection: H (400 MHz, CDCI3) 1.10-1.39 (4H, m), 1.67-1.89 (3H, m), 2.20-2.29 (1H, m), 3.53-3.89 (1H, m), 3.69-3.81 (1H, m), 5.09 (3H, brs), 7.27-7.40 (5H,m).

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 955406-36-7.

Reference:
Patent; UNIVERSITY COLLEGE CORK; KATHOLIEKE UNIVERSITEIT LEUVEN; DEHAEN, Wim; BALZARINI, Jan; MAGUIRE, Anita; KEANE, Sarah Jane; FORD, Alan; MAGUIRE, Nuala; MULLINS, Nicholas, D.; WO2014/79903; (2014); A1;,
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Electric Literature of 774-67-4, 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. 774-67-4, name is 4-Amino-N-isopropylbenzamide, This compound has unique chemical properties. The synthetic route is as follows.

(14) methyl 3-(Z)-[1-{4-[isopropyl-carbamoyl]-phenylamino}-1-phenyl-methylidene]-2-indolinone-6-carboxylate Prepared from 1-acetyl-3-(1-ethoxy-1-phenylmethylene)-6-methoxycarbonyl-2-indolinone and 4-amino-N-isopropyl-benzamide. Yield: 0.18 g (46% of theoretical), Melting point: 273-274 C.

The chemical industry reduces the impact on the environment during synthesis 4-Amino-N-isopropylbenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Roth, Gerald Juergen; Heckel, Armin; Lehmann-Lintz, Thorsten; Kley, Joerg; Hilberg, Frank; Van Meel, Jacobus; US2003/92756; (2003); 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. 148017-28-1, name is tert-Butyl sulfamoylcarbamate, This compound has unique chemical properties. The synthetic route is as follows., category: amides-buliding-blocks

Step b: fert-Butyl (aminosulf onyl) f r(3aR,4R<6R,6aR)-6-(6-chloro-9H-purin-9-yl)- 2,2-dimethyltetrahydrofuror3,4-rfiri31dioxol-4-yl1memyl)carbamate; [0237] (2R/3R,4S,5R)-2-(6-chloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (6.352g, 0.01944mol), N-Boc-sulfamide (5.717g, 0.02913mol) and triphenylphosphine (6.119g, 0.02333mol) were dissolved in ethyl acetate (20OmL) under nitrogen and diisopropyl azodicarboxylate (5.742mL, 0.02916mol) was added dropwise. The solution was stirred for 2h, and then concentrated in vacuo. The residue was purified by flash chromatography (Hex/EtOAc 25% to 65%) to afford 5.46Og of product as a white solid and 1.4Og of product with triphenylphosphine oxide impurity. This second batch was purified by flash chromatography (Hex/EtOAc 20% to 60%). The product was obtained as a white solid (6.16Og, 63%).[0238] LCMS: R.t. 1.66 min ES+ 505 (formic acid). 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 148017-28-1. Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2006/84281; (2006); 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. 75175-77-8, name is 3-(4-Fluorophenyl)-N,N-dimethylacrylamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 75175-77-8

General procedure: N,N-Dimethylenaminones 1 (1.0 mmol), amines 2 (0.5mmol), PEG-400 (5 mL), oxone (1.2 eq) and trifluoroacetic acid (TFA) (0.2 mL) were charged into a 25 mL round-bottom flask, and the mixture was stirred at 120 oC for 20 min until the N,N-dimethyl enaminones1 were completely consumed. The mixture was cooled to room temperature,neutralized with a saturated solution of Na2CO3 to pH 8-9, and then EtOAc (30 mL ¡Á 2) were added. The organic phase was washed with water (20 mL), dried over Na2SO4, concentrated and purified by flash column chromatography to afford 1,4-DHPs 3 in a 50-72% yield.

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; Yu, Fu-Chao; Zhou, Bei; Xu, Hui; Chang, Kwen-Jen; Shen, Yuehai; Tetrahedron Letters; vol. 56; 6; (2015); p. 837 – 841;,
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Application of 6228-73-5, 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. 6228-73-5, name is Cyclopropanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a microwave tube was added7-chloro-2-(2,6-dichlorophenyl)thieno[2,3-c]pyridine(150 mg, 0.48 mmol),cyclopropanecarboxamide(81 mg, 0.95 mmol), Pd2(dba)3(22 mg, 0.024 mmol), XantPhos (28 mg, 0.048 mmol), Cs2CO3(311 mg, 0.95 mmol) and dioxane (4 mL).The mixture was degassed with N2for 10 min. The resulting mixture was irradiated in a microwave reactor at 150 C for 1.5 h and then cooled to room temperature. The mixture was filtered throughCeliteand the filtrate was concentrated. The residue was purified by silica gel column chromatography eluting with a 0-60% gradient ofEtOAcin dichloromethane to afford a solid. The solid was triturated with diethyl ether and collected by filtration to afford the title compound (110 mg, 64% yield). H NMR (300 MHz, CDCl3):delta 8.96 (1H,brs), 8.21 – 8.17 (1H, m), 7.55 (1H, d,J= 5.5 Hz), 7.45 – 7.41 (2H, m), 7.35-7.24 (2H, m), 1.24 – 1.15 (3H, m), 0.99 – 0.91 (2H, m); LCMS (ESI) m/z: 363.2 [M+H]+.HRMS m/z [M+H]+calcd.forC17H12Cl2N2OS 363.0125, found 363.0118.

The synthetic route of Cyclopropanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Liang, Jun; Van Abbema, Anne; Balazs, Mercedesz; Barrett, Kathy; Berezhkovsky, Leo; Blair, Wade S.; Chang, Christine; Delarosa, Donnie; DeVoss, Jason; Driscoll, Jim; Eigenbrot, Charles; Goodacre, Simon; Ghilardi, Nico; MacLeod, Calum; Johnson, Adam; Bir Kohli, Pawan; Lai, Yingjie; Lin, Zhonghua; Mantik, Priscilla; Menghrajani, Kapil; Nguyen, Hieu; Peng, Ivan; Sambrone, Amy; Shia, Steven; Smith, Jan; Sohn, Sue; Tsui, Vickie; Ultsch, Mark; Williams, Karen; Wu, Lawren C.; Yang, Wenqian; Zhang, Birong; Magnuson, Steven; Bioorganic and Medicinal Chemistry Letters; vol. 27; 18; (2017); p. 4370 – 4376;,
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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. 2564-07-0, name is 2-Chloro-N-(2,3-dimethylphenyl)acetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C10H12ClNO

EXAMPLE 17B 2-[4-(3-cyano-2-pyridinyl)-1-piperazinyl]-N-(2,3-dimethylphenyl)acetamide The procedure described in Example 8 was followed, substituting the product from Example 17A for N-chloroacetyl-3-nitroaniline, to provide the title compound (32% yield as a white solid. mp 124-126 C.; 1H NMR (300 MHz, DMSO-d6) delta2.12 (s, 3H), 2.26 (s, 3H), 2.72 (m, 4H), 3.21(s, 2H), 3.69 (m, 4H), 6.94 (dd, 11H, J=7.8, 4.8 Hz), 6.99 (br d, 1H, J=7.4 Hz), 7.07 (dd, 1H, J=7.4, 7.4 Hz), 7.45 (br d, 1H, J=7.8 Hz), 8.08 (dd, 1H, J=7.8, 2.0 Hz), 8.42 (dd, 1H, 4.8, 2.1 Hz), 9.42 (br s, 1H); MS (DCI/NH3) m/e 350 (M+H)+; Anal. calcd for C20H23N5O.0.10 H2O: C, 68.39; H, 6.66; N, 19.94. Found: C, 68.74; H, 6.58; N, 19.56.

The synthetic route of 2564-07-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bhatia, Pramila A.; Daanen, Jerome F.; Hakeem, Ahmed A.; Kolasa, Teodozyj; Matulenko, Mark A.; Mortell, Kathleen H.; Patel, Meena V.; Stewart, Andrew O.; Wang, Xueqing; Xia, Zhiren; Zhang, Henry Q.; US2004/29887; (2004); A1;,
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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. 102-93-2, name is 3-Phenylpropanamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 3-Phenylpropanamide

General procedure: Following the adapted procedure reported by Huang et al. [40], to a round-bottom flaskcharged with a solution of derivatized L-Proline in water (volume to make a 0.8 M solution ofsubstrate) at r.t., CuSO4.5H2O (1 equiv.), AgNO3 (0.15 equiv.) and NH4S2O8 (1.5 equiv.) were addedand the reaction was stirred for 30 min at r.t. Then, the reaction was heated to 60 C and Amberlyst15 (15% weight of substrate) and the corresponding nucleophile (1.1 equiv.) were added and thereaction was stirred for 16-18 h. After that the reaction mixture was diluted with MeOH and filteredunder a celite pad (washed with water and MeOH several times). The filtrate was evaporated untildryness and purified by using RP18 column chromatography. The collected fractions were analyzedby UV-vis and combined according to the obtained UV-spectra to afford the desired product.

The synthetic route of 102-93-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Rippel, Rafael; Pinheiro, Luis; Lopes, Monica; Lourenco, Ana; Ferreira, Luisa M.; Branco, Paula S.; Molecules; vol. 25; 4; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 3144-09-0, name is Methylsulfonamide, 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 3144-09-0, COA of Formula: CH5NO2S

To a 500 mL row1d bottom f1ask vas added a solution of methanesulfonamide (1 0 g,105.13 mmol, l.OO equiv.) in dichloromeHume (300 mL) follo¡¤wed by TEA (22 g, 217.4120 mmol, 1.50 equiv.), Boc20 (27.5 g, 126.00 mmoL 1.20 equiv.), and 4-dimethylaminopyridine(1.28 g, 10.48 mmol, 0.10 equiv.). The reaction mixture v.¡¤as stirred at room temperatmeovernight and then concentrated under vacuurn. 200 mL ofFhO vvas added, the pFf value of the solution was adjusted to 3 using a 1M hydrogen chloride aqueous solution, and thernixture was extracted with ethyl acetate (200 mL x 3). The combined organic extracts werew¡¤ashed vvith brine (300 mL x 2), dried over anhydrous sodium sulfate and concentratedunder vacuum to give oftert-butyl N-methanesulfonylcarbamate 216b (10.06 g, 49%) as a5 ¡¤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, Methylsulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; JAIN, Rakesh; HU, Lily; LEWIS, Jason Gustaf; BARIBAULT, Helene; CALDWELL, Jeremy; (582 pag.)WO2018/39386; (2018); A1;,
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Amide – an overview | ScienceDirect Topics