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. 4664-01-1, name is 3,4-Pyridinedicarboximide, A new synthetic method of this compound is introduced below., SDS of cas: 4664-01-1

Step 1 To 10% aqueous sodium hydroxide solution (100 mL) was added bromine (1.93 mL, 38.6 mmol) under ice-cooling, and 1H-pyrrolo[3,4-c]pyridine-1,3(2H)-dione (5.20 g, 35.1 mmol) was subsequently added. 10%-Aqueous sodium hydroxide solution (60 mL) was added to the reaction mixture, and the mixture was stirred with heating at 90 C. for 40 min. After allowing to cool to room temperature, 50% sulfuric acid was added to adjust the reaction mixture to pH 3. The precipitated insoluble material was collected by filtration, and the solid was washed with water to give 3-aminoisonicotinic acid as a pale-yellow powder (5.00 g, 100%). 1H-NMR (200 MHz, DMSO-d6) delta: 7.46 (1H, d, J=5.1 Hz), 7.73 (1H, d, J=5.1 Hz), 8.21 (1H, s).

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; Takeda Pharmaceutical Company Limited; Terauchi, Jun; Nara, Hiroshi; Oki, Hideyuki; Sato, Kenjiro; (166 pag.)US2015/329556; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 1151665-15-4, 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 1151665-15-4 as follows.

To a solution of tert-butyl 2-chloro-7 ,8-dihydro-5H- 1 ,6-naphthyridine-6-carboxylate (1.0 g,3.7 mmol) in toluene (10 mL) was added KOH (0.6 g, 11.1 mmol) at 0 C and the mixture was stirred for 0.5 hr. To the resulting mixture was added a solution of BnOH (0.34 g, 5.6 mmol) in toluene (10 mL) followed by 18-crown-6 (100 mg) at 0C. The resulting mixture was heated with stirring at 130 C for 2 hrs and then filtered. The filtrate was concentrated in vacuo. Theresidue was purified by flash column to give tert-butyl 2-benzyloxy-7,8-dihydro-5H-1,6- naphthyridine-6-carboxylate (1 g).

According to the analysis of related databases, 1151665-15-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; WANG, Min; YANG, Song; (208 pag.)WO2016/107832; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 4793-24-2, name is 2-Chloro-4-fluoro-5-sulfamoylbenzoic acid, 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 4793-24-2, COA of Formula: C7H5ClFNO4S

THF (3 ml_), 2-{4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}acetohydrazide (70 mg, 0.198 mmol), 5-(aminosulfonyl)-2-chloro-4-fluorobenzoic acid (50.1 mg, 0.198 mmol), HATU (75.2 mg, 0.198 mmol) and DIPEA (0.069 ml_, 0.395 mmol) were combined and the reaction mixture was stirred at rt for 45 min. Burgess Reagent (236 mg, 0.990 mmol) was added and the reaction was stirred overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The solvent was removed and the crude material was purified via silica gel chromatography to give 67 mg of the title compound. 1H NMR (CDCI3) delta 8.46 (d, 1 H), 7.47 (d, 1 H), 7.31-7.36 (m, 2 H), 7.23 (m, 1 H), 7.00-7.05 (m, 1 H), 6.94 (m, 1 H), 5.37 (s, 2 H), 4.39 (s, 2 H).

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; SMITHKLINE BEECHAM CORPORATION; WO2008/157330; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 749927-69-3,Some common heterocyclic compound, 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, molecular formula is C8H7BrFNO, 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-bromo-2-fluoro -N- methylbenzamide, 2-amino – isobutyric acid molar ratio, catalyst, co-catalyst, acid binding agent, followed by water 1:1.5:0.1:0.1:4:2.3 In a single-neck flask was added4-bromo-2-fluoro -N- methylbenzamide (10g, 43.1mmol), 2- amino – isobutyric acid (6.7g, 64.7mmol), potassium carbonate (23.8g, 172.4mmol), proline (0.7g, 4.31mmol), water (1.8ml, 100mmol) was dissolved in DMF (60ml), andStirring under nitrogen replacementAfter addition of CuCl (0.45g, 4.31mmol), was heated to 100 , reaction 24h.After completion of the reaction first added water (120ml) the mixture was diluted, added and extracted with dichloromethane, the organic phase was removed, the aqueous phase was adjusted pH = 4 with 1mol / L citric acid solution, and the precipitated solid was filtered. The solid washed with water and ethanol (100: 1) mixed solution was washed three times to give pure white solid 9.5g. Yield 87%

The synthetic route of 749927-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ferguson (Wuhan) Biotechnology Co., Ltd.; Su, Ji; Ouyang, Kangle; Fu, Qiang; Lu, Wei; (5 pag.)CN105330560; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 1171331-39-7, A common heterocyclic compound, 1171331-39-7, name is 2-Amino-N-(2,2,2-trifluoroethyl)acetamide hydrochloride, molecular formula is C4H8ClF3N2O, 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.

To a stirred solution of (Z)-2-bromo-4-(4,4,4-trifluoro-3-(3,4,5-trichlorophenyl)but-1-en-1-yl)benzoic acid (200 mg, 0.41 mmol) in anhydrous THF (5.0 mL) was added DCI (82 mg, 0.51 mmol). The mixture was heated in a 50 C. oil bath for 1.5 h, treated with 2-amino-N-(2,2,2-trifluoroethyl)acetamide hydrochloride (109 mg, 0.057 mmol) and the resulting mixture heated to reflux for 8 h. After cooling to ambient temperature, the mixture was taken up in Et2O and washed twice with aq. 5% NaHSO4 (2¡Á) and once with sat. NaCl (1¡Á). After dying over MgSO4, concentration in vacuo and purification by medium pressure chromatography on silica with EtOAc/Hexanes as the eluents, the title compound was obtained as a white foam (160 mg, 41%) mp 48-61 C.: 1H NMR (400 MHz, CDCl3) delta 7.58 (d, J=7.9 Hz, 1H), 7.44-7.29 (m, 3H), 7.14 (dd, J=7.9, 1.6 Hz, 1H), 6.86 (d, J=11.4 Hz, 1H), 6.76 (t, J=5.9 Hz, 1H), 6.59 (br s, 1H), 6.21-6.04 (m, 1H), 4.23 (d, J=5.5 Hz, 1H), 3.98 (qd, J=9.0, 6.5 Hz, 2H); 19F NMR (376 MHz, CDCl3) delta -69.31, -72.3; EIMS m/z 626.9 ([M+1]+).

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; Dow AgroSciences LLC; Lo, William C.; Hunter, James E.; Watson, Gerald B.; Patny, Akshay; Iyer, Pravin S.; Boruwa, Joshodeep; US2014/171308; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 224789-21-3,Some common heterocyclic compound, 224789-21-3, name is 2-(2-Ethoxyphenyl)-5-methyl-7-propylimidazo[5,1-f][1,2,4]triazin-4(3H)-one, molecular formula is C17H20N4O2, 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.

EXAMPLE 15A 4-Ethoxy-3-(5-methyl-4-oxo-7-propyl-3,4-dihydro-imidazo[5,1-f][1,2,4]triazin-2-yl)-benzenesulphonyl chloride At 0 C., 2.00 g (6.4 mmol) of 2-(2-ethoxy-phenyl)-5-methyl-7-propyl-3H-imidazo[5,1-f][1,2,4]triazin-4-one are slowly added to 3.83 ml of chlorosulphonic acid. At room temperature, the reaction mixture is stirred ovemight, and then poured into ice-water and extracted with dichloromethane. This gives 2.40 g (91%) of a colourless foam. 200 MHz 1H-NMR (CDCl3): 1.03, t, 3H; 1.61, t, 2H; 1.92, hex, 2H; 2.67, s, 3H; 3.10, t, 2H; 4.42, quart., 2H; 7.27, t, 1H; 8.20, dd, 1H; 8.67, d, 1H; 10.18, s, 1H.

The synthetic route of 224789-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US6362178; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, 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 956434-30-3, Safety of tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate

(Step 1) A solution of the compound (0.300 g) obtained in Example 29, step 1, 2-methylpiperidine (185.7 muL), XPhos (0.030 g) and tBuONa (0.152 g) in toluene (10 mL) was degassed with argon gas, Pd2(dba)3 (0.019 g) was added, and the mixture was stirred at 100C for 1.5 hr under an argon atmosphere. The reaction mixture was poured into water, and the resultant product was extracted with ethyl acetate. The organic layer was washed with water and brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 20?40% ethyl acetate/hexane) and recrystallized from pentane to give tert-butyl 8-(2-methylpiperidin-1-yl)-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.106 g, 29%) as a white powder. 1H-NMR(CDCl3): delta 1.12(3H,d,J=6.8Hz), 1.42(9H,s), 1.40-1.80(6H,m), 2.88(1H,dt,J=2.7,12.9Hz), 3.75-3.85(2H,m), 4.05-4.38(5H,m), 4.58(1H,brs like), 6.26(1H,d,J=8.3Hz), 7.60(1H,d like)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2018863; (2009); 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. 3144-09-0, name is Methylsulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: Methylsulfonamide

To a mixture of 5-chloro-2,4-dilfluorobenzoic acid (0.291 g, 1.51 mmol), EDCI (0.438 g, 2.29 mmol), and 4-dimethylaminopyridine (0.420 g, 3.44 mmol) in THF (5 mL) was methanesulfonamide (0.222 g, 2.33 mmol). After being stirred at room temperature for 18 h, the mixture was diluted with DCM (10 mL) and washed with 2 N HCl (15 mL*2). The organic layer was dried over Na2SO4 and concentrated in vacuo to afford 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide (0.388 g, 95% yield) as a white solid. LCMS (ESI) m/z: 268 [M-H]+.

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 3144-09-0.

Reference:
Patent; XENON PHARMACEUTICALS INC.; GENENTECH, INC; Chowdhury, Sultan; Dehnhardt, Christoph Martin; Focken, Thilo; Grimwood, Michael Edward; Hemeon, Ivan William; Jia, Qi; Ortwine, Daniel; Safina, Brian; Sun, Shaoyi; Sutherlin, Daniel P.; Zenova, Alla Yurevna; US2013/317000; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 78888-18-3, The chemical industry reduces the impact on the environment during synthesis 78888-18-3, name is tert-Butyl allylcarbamate, I believe this compound will play a more active role in future production and life.

(20 g, 127.39 mmoL)Soluble in N,N-dimethylformamide (100mL),Sodium hydride (7.6g, 60%, 191.08mmoL)After treatment with n-hexane,Add N,N-dimethylformamide (400 mL),Under the protection of nitrogen,Add dropwise to the reaction solution at 0 C, and stir at 0 C for 30 minutes.The reaction was continued for 20 minutes at room temperature.Bromopropyne (30.3g, 245.78mmoL) was added dropwise under ice bath.Stir at 0 C for 30 minutes. The reaction solution was slowly added to crushed ice to treat excess sodium hydride.Extracted with ethyl acetate (100 mL ¡Á 3),The organic phases were combined and washed with saturated brine (100 mL¡Á3).Dry over anhydrous sodium sulfate, filter,The filtrate was concentrated under reduced pressure.The residue was purified by silica gel column chromatography ( petroleum ether / ethyl acetate (v/v) = 100:1 – 50:1) to afford(21 g, yield 85%).

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, tert-Butyl allylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Feng Jianchuan; Peng Fei; Chen Qingping; (45 pag.)CN105085530; (2019); B;,
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. 402-46-0, name is 4-Fluorobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Safety of 4-Fluorobenzenesulfonamide

Example 14 31. N-(4-fluorophenyl)sulfonyl-a-dehydrocyclohexylglycine.; 2-cyclohexyl-2-oxoethanoic acid (3.0 g, 19.2 mmol) was combined with p-toluenesulfonamide (2.70 g, 15.4 mmol) in toluene (21 mL) and diethyleneglycol diethyl ether (3 mL). MSA (0.10 mL, 1.5 mmol) was added, and this mixture was heated at reflux for 28h, then cooled to rt. The resulting solids were mixed with EtOAc (35 mL) and NaHC03 (2.6 g) in water (60 mL), until all materials dissolved. The aqueous was separated, and the organics were washed with NaH C03 (0.40 g) in water (10 mL). The combined aqueous layer was then washed with EtOAc (20 mL). The aqueous layer was cooled to 0 C, then treated with HCl (12.1 N, 3.1 mL). The resulting solids were filtered and washed with water and dried to give 3.0 g of crude material. The solids were then recrystallized from toluene/ methanol to give 2.8 g of white solid (58% yield). mp 214-215 C. ?H-NMR (400 MHz, CD30D) d 7.83-7.88 (m, 2H), 7.23-7.29 (m, 2H), 2.61-2.65 (m, 2H), 2.21-2.24 (m, 2H), 1.55-1.59 (m, 4H), 1.41-1.46 (m, 2H); ?3C NMR (100 MHz, CD30D) 167.2, 166.3,163.7, 155.3,136.5 (2 peaks), 129.9 (2 peaks), 118.3,115.5, 115.3,31.0, 30.5, 27.6, 27.2,25.7 ppm. HRMS calcd for C14H15FN04S (M-H) : 312.0706, Found: 312.0707.

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 402-46-0.

Reference:
Patent; MERCK & CO., INC.; WO2005/118529; (2005); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics