Amides-buliding-blocks

Related Products of 1195768-19-4,Some common heterocyclic compound, 1195768-19-4, name is Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate, molecular formula is C14H10F3NO4S, 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.

Step D: N-{3-[(2-Chloro-4-pyrimidinyl)acetyl]-2-fluorophenyl}-2,6-difluorobenzenesulfonamide; In a 1000 mL flask was placed methyl 3-{[(2,6-difluorophenyl)sulfonyl]amino}-2-fluorobenzoate (9.64 g, 27.9 mmol) and THF (200 mL) was added. The flask was placed in an ice/water bath and LiHMDS (90 mL, 90 mmol) was added. 2-Chloro-4-methylpyrimidine (4.5 g, 35.0 mmol) in THF (60 mL) was added dropwise via addition funnel. After the addition was complete, the reaction was allowed to warm to 20 C. over 1 h. The THF volume was reduced to half under reduced pressure and then treated with 6 N HCl. EtOAc was added and the layers were separated. The aqueous layer was extracted twice with EtOAc and the combined organic layer was washed once with brine, dried over NaSO4, and concentrated. The residue was triturated with EtOAc/ether to afford 8.71 g (71%) of the title compound of Step D. MS (ESI): 442 [M+H]+.

The synthetic route of 1195768-19-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, Jerry Leroy; Dickerson, Scott Howard; Johnson, Neil W.; Kuntz, Kevin; Petrov, Kimberly; Ralph, Jeffrey M.; Rheault, Tara Renae; Schaaf, Gregory; Stellwagen, John; Tian, Xinrong; Uehling, David Edward; Waterson, Alex Gregory; Wilson, Brian; US2009/298815; (2009); A1;,
Amide – Wikipedia,
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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. 71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C11H16N2O2

To a solution of N-Boc-p-phenylendiamine (53.7 mg, 0.258 mmol) inMeOH (5 mL), paraformaldehyde (37.4 mg) and sodium methoxide(67.4 mg, 1.248 mmol). The mixture was stirred for 11 h at reflux underan inert atmosphere. Then, the reaction mixture was reacted withNaBH4 (14.5 mg, 0.383 mmol) at room temperature and refluxed for anadditional 4 h. The mixture was concentrated in vacuo. The residue wasdissolved in saturated aqueous NH4Cl, was extracted with ethyl acetateand dried over Na2SO4. The solvent was concentrated in vacuo and waspurified by column chromatography on silica gel with Hexane: ethylacetate (7:3) to give N?-Boc-N-methyl-p-phenylendiamine as a yellowoil (45.7 mg, 80%). N?-Boc-N-methyl-p-phenylendiamine was dissolvedin 4M HCl/dioxane (500 muL) and stirred at room temperature for 2 h.The solvent was concentrated in vacuo and was dissolved in DMF(1 mL). This solution was added D-desthiobiotin (45.1 mg, 0.210 mmol),EDCI-HCl (41.1 mg, 0.214 mmol), HOBt (28.2 mg, 0.209 mmol) andDIEA (103.4 muL, 0.6 mmol). The mixture was stirred at room temperaturefor 15 h and was concentrated in vacuo. The residue was dissolvedin saturated aqueous NaHCO3, was extracted with ethyl acetate anddried over Na2SO4. Then, the residue was purified by preparative thinlayer chromatography with CH2Cl2_MeOH=10:1 to give 16 as a whitesolid (15.1 mg, 24%). 1H NMR (500 MHz, CD3OD) delta 7.29 (d, J=8.9 Hz, 2H), 6.61 (d, J=8.9 Hz, 2H), 3.86-3.80 (m, 1H), 3.74-3.70(m, 1H), 3.37 (s, 1H), 2.76 (s, 3H), 2.35 (t, J=7.5 Hz, 2H), 1.73 (quint,J=7.4 Hz, 2H), 1.56-1.34 (m, 6H), 1.12 (d, J=6.5 Hz, 3H); 13C NMR(125 MHz, CD3OD) delta 172.8, 164.8, 147.1, 128.2, 121.9, 112.3, 56.0,51.3, 36.2, 29.7, 28.3, 28.9, 25.8, 25.5, 14.2; FT-IR (neat) 3242, 3140,3067, 2925, 2855, 1691, 1652, 1602, 1517, 1430, 1401, 1376, 1347,1306, 1249, 1176, 1155, 1101, 1062 cm-1; Mp 85-87 C ; HRMS (ESI,positive): m/z calcd. for C17H26N4O2 [M+Na]+: 341.1948, found341.1945

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 71026-66-9.

Reference:
Article; Sato, Shinichi; Yoshida, Masaki; Hatano, Kensuke; Matsumura, Masaki; Nakamura, Hiroyuki; Bioorganic and Medicinal Chemistry; vol. 27; 6; (2019); p. 1110 – 1118;,
Amide – Wikipedia,
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Synthetic Route of 6274-22-2, A common heterocyclic compound, 6274-22-2, name is 4-Amino-N-methylbenzamide, molecular formula is C8H10N2O, 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.

General procedure: To a solution of alpha-ketoacids (1.0 eq., 0.5 M) in DCM was added a drop of DMF at room temperature followed by the addition of oxalyl chloride (1.2 eq.). The resulting mixture was stirred at this temperature until no gas was released. The reaction mixture was subsequently cooled to 0oC followed by the addition of amine (1.2 eq.) and Et3N (2.0 eq.). The resulting reaction mixture was warmed to room temperature and stirred for 4 h. After addition of water (5 mL), the mixture was washed with 1N HCl and water respectively and dried over Na2SO4. Purification by flash column chromatography afforded the desired alpha-ketoamides.

The synthetic route of 6274-22-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wu, Jia-shou; Jiang, Hua-jiang; Yang, Jian-guo; Jin, Zheng-neng; Chen, Ding-ben; Tetrahedron Letters; vol. 58; 6; (2017); p. 546 – 551;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 106984-09-2, 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. 106984-09-2 name is tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)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.

To a solution of tert-butyl N-[2-[2-[2-(2-hydroxyethoxy)ethoxy]ethoxy]ethyl]carbamate (3.0 g, 10.2 mmol) and triethylamine (2.07 g, 2.77 mL, 20.5 mmol) in DCM (30 mL) was added mesyl chloride (1.41 g, 12.3 mmol) at 0 C. The reaction mixture was stirred at rt for 17 h. On completion, the mixture was quenched with water (30 mL) and extracted with DCM (2×30 mL). The organic layer was washed with sat.NaHCO3 (40 mL), then washed with brine (40 mL), dried over Na2SO4, filtered and concentrated in vacuo to give the title compound (3.6 g, 95% yield) as a light yellow oil. 1H NMR (400 MHz, CDCl3) delta 5.05 (s, 1H), 4.43-4.39 (m, 2H), 3.82-3.78 (m, 2H), 3.71-3.69 (m, 2H), 3.69-3.67 (m, 2H), 3.67-3.62 (m, 4H), 3.56 (t, J=4.8 Hz, 2H), 3.34 (q, J=4.8 Hz, 2H), 3.10 (s, 3H), 1.46 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Kymera Therapeutics, Inc.; Mainolfi, Nello; Ji, Nan; Kluge, Arthur F.; Weiss, Matthew M.; Zhang, Yi; (1443 pag.)US2019/192668; (2019); 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. 116332-54-8, name is 4-Fluoro-N-methoxy-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C9H10FNO2

(b) 4-Fluoro-2-(4-pyridyl)acetophenone–A solution of lithium diisopropylamide was prepared at -78 C. in the usual manner from diisopropylamine (21 ml, 0.15 mol) and n-bultyllithium (54 mL of 2.5M solution in hexanes, 0.135 mol), and to this was added at -78 C., 4-picoline (10 g, 0.108 mol). After Stirring an additional 15 min at -78 C., 4-fluoro-N-methoxy-N-methylbenzamide (20 g, 0.109 mol) was added, and the mixture was allowed to slowly warm to rt. The reaction mixture was poured into saturated aqueous NaCl and extracted with 4:1 THF/CH2 Cl2, and the organic extract was dried (MgSO4). The solvent was removed in vacuo, and to the oily brown residue was added Et2 O. The title compound was obtained as a brown solid (16.8 g, 72%) which was recrystallized from Et2 O/Hex: 1 H NMR (CDCl3): d 8.55 (d, 2H); 8.03 (dd, 2H); 7.16 (m, 4H); 4.24 (s, 2H).

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 116332-54-8.

Reference:
Patent; SmithKline Beecham Corporation; US5916891; (1999); A;,
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. 25823-52-3, name is 6,7-Dihydro-2H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3(5H)-one, A new synthetic method of this compound is introduced below., Computed Properties of C13H12N2O

A. A mixture of the compound of formula (De), 3-oxo-6,7-dihydro-5H- benzo[6,7]cyclohepta[1,2-c]pyridazine (4.0 g, 19.3 mmol) and POCI3 (20 ml.) was refluxed for 2 h. After cooling to ambient temperature, the volatiles were evaporated.The residue was poured into a mixture of ice water and sodium bicarbonate, CH2CI2 (200 ml.) was added to dissolve the solid. The layers were separated, and the aqueous layer was extracted with CH2CI2 one more time. The combined organic layers were washed with brine. After being dried (MgSO4), filtered, and concentrated, the compound of formula (Df), 3-chloro-6,7-dihydro-5H-benzo[6,7]cyclohepta[1 ,2-c]pyridazine was obtained as a yellow solid (4.3 g, 99%), 1H NMR (300 MHz, CDCI3) delta: 7.82 (m, 1 H), 7.45- 7.24 (m, 4H), 2.59-2.51 (m, 4H), 2.27 (quant, J = 6.9 Hz, 2H); LC-MS: purity: 100%; MS (m/e): 231 (MH+). B. Alternatively, 3-Oxo-6,7-dihydro-5/-/-benzo[6,7]cyclohepta[1 ,2-c]pyridazine was heated with 20 ml. of phosphorus (III) oxychloride at 100 0C for 4.75 h. The solvent was removed under vacuum. The residue was treated with ice and saturated sodium bicarbonate solution. The solid which formed was filtered off, washed well with water and air-dried to yield the corresponding 3-chloro-6,7-dihydro-5H- benzo[6,7]cyclohepta[1 ,2-c]pyridazine (1.6 g); 1H NMR (CDCI3, 300 MHz) 7.82 (m, 1 H), 7.44 (m, 2H), 7.39 (s, 1 H), 7.27 (m, 1 H), 2.55 (m, 4H), 2.32 (m, 2H) ppm; MS (ES) 231/233 (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:
Patent; RIGEL PHARMACEUTICALS, INC.; WO2008/83367; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 915087-25-1, 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. 915087-25-1, name is 4-Amino-2-fluoro-N-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 30 4-({2-[4-(5-Chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(pyridin-2-yl)propanoyl}amino)-2-fluoro-N-methylbenzamide (Racemate) 75 mg (0.168 mmol) of 2-[4-(5-chloro-2-cyanophenyl)-5-methoxy-2-oxopyridin-1(2H)-yl]-3-(pyridin-2-yl)propanoic acid hydrochloride (racemate) and 43 mg (0.252 mmol, 1.5 eq.) of 4-amino-2-fluoro-N-methylbenzamide were initially charged in 1.5 ml of pyridine, 159 mul (0.672 mmol, 50% in ethyl acetate, 4.0 eq.) T3P were added and the mixture was stirred at 50 C. for 3 h. The reaction mixture was purified by means of preparative HPLC (RP18 column, eluent: acetonitrile/water gradient with addition of 0.1% formic acid). The product fractions were combined, concentrated and filtered by means of a hydrogen carbonate cartridge. Yield: 23 mg (25% of theory). LC/MS [Method 1]: Rt=0.85 min; MS (ESIpos): m/z=560 (M+H)+, 1H-NMR (400 MHz, DMSO-d6): delta [ppm]=10.92 (s, 1H), 8.52-8.45 (m, 1H), 8.12-8.03 (m, 1H), 7.96 (d, 1H), 7.74-7.61 (m, 5H), 7.54 (s, 1H), 7.43 (dd, 1 H), 7.34 (d, 1H), 7.25-7.19 (m, 1H), 6.42 (s, 1H), 6.10 (dd, 1H), 3.76-3.65 (m, 2H), 3.63 (s, 3H), 2.77 (d, 3H).

The synthetic route of 4-Amino-2-fluoro-N-methylbenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; ROeHRIG, Susanne; JIMENEZ NUNEZ, Eloisa; SCHLEMMER, Karl-Heinz; TERSTEEGEN, Adrian; TELLER, Henrik; HILLISCH, Alexander; HEITMEIER, Stefan; SCHMIDT, Martina Victoria; STAMPFUss, Jan; (82 pag.)US2017/298052; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 98-18-0, A common heterocyclic compound, 98-18-0, name is 3-Aminobenzenesulfonamide, molecular formula is C6H8N2O2S, 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.

General procedure: A solution of intermediate (1.0 equiv.) in isopropanol, 1M hydrochloric acid (1.2 equiv.) and aniline (1.2 equiv.) were added. The reaction stirred at 90oC overnight in a sealed tube. Filtration and washed the resultant by cooled isopropanol, dried under vacuum. The solid was collected

The synthetic route of 98-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Pobsuk, Nattakarn; Paracha, Tamkeen Urooj; Chaichamnong, Nattiya; Salaloy, Nattapas; Suphakun, Praphasri; Hannongbua, Supa; Choowongkomon, Kiattawee; Pekthong, Dumrongsak; Chootip, Krongkarn; Ingkaninan, Kornkanok; Gleeson, M. Paul; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 267 – 270;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 72080-83-2, 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 72080-83-2 as follows.

Example 27E Benzyl {3-[(8S,11S,14S)-17-(benzyloxy)-14-{[(benzaloxy)carbonyl]amino}-8-{[(2-{[(benzyloxy)carbonyl]amino}ethyl)amino]carbonyl}-5-methyl-10,13-dioxo-9,12-diazatricyclo[14.3.1.12,6]-henicosa-1(20),2(21),3,5,16,18-hexaen-11-yl]propyl}carbamate 25 mg (0.030 mmol) of the compound from Example 26E are suspended in DMF (2.0 ml) under argon at RT, and 18.0 mg (0.090 mmol) of benzyl(2-aminoethyl)carbamate, 8 mg (0.06 mmol) of N,N-diisopropylethylamine and 23 mg (0.060 mmol) of HATU are added. After 12 h at room temperature, 18.0 mg (0.090 mmol) of benzyl(2-aminoethyl)carbamate, 8 mg (0.06 mmol) of N,N-diisopropylethylamine and 23 mg (0.060 mmol) of HATU are again added, and the mixture is stirred at RT for 4 h. 50 ml of water are added, whereby the product precipitates in crystalline form. The product is filtered off, washed with water and stirred in 50 ml of acetonitrile:methanol. It is dried to constant weight in vacuo. Yield: 19 mg (62% of theory) LC-MS (method 2): Rt=2.90 min. MS (EI): m/z=989 [M+H]+

According to the analysis of related databases, 72080-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AiCuris GmbH & Co. KG; US2007/99885; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 2227-79-4,Some common heterocyclic compound, 2227-79-4, name is Benzothioamide, molecular formula is C7H7NS, 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.

1. 3 Dichloroacetone (170 mmol), thiobenzamide (150 mmol), ethanol (150 mL) and THF (75 mL) was reacted for 5-8 hours under refluxed and stirring and conditions. The most of the solvent was removed, cooled, the reaction solution was poured into ice water, extracted with ethyl acetate, washed with the organic phase, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure to obtain a yellow liquid title 28 g

The synthetic route of 2227-79-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Huang, Danling; Hunan Research Institute of Chemical Industry ltd; Liu, Aiping; Huang, Mingzhi; Li, Jianming; Wang, xiaoguang; Liu, Weidong; Chen, Xiao Yang; He, Lian; Xiang, Jun; Pei, Hui; (24 pag.)CN106608873; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics