Amides-buliding-blocks

Electric Literature of 1151665-15-4, 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. 1151665-15-4, name is tert-Butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Ethyl 3-(2-chloro-7, 8-dihydro- 1, 6-naphthyridin- 6(5H)-yl)-2-methylpropanoate was prepared starting from tert-butyl 2-chloro- 7,8- dihydro- 1,6- naphthyridine- 6(5H) – carboxylate in accordance with scheme 6. Tert-butyl 2-chloro-7,8-dihydro-1,6- naphthyridine-6(5H)-carboxylate (3.22 g; 12 mmol; 1 eq) was dissolved in DCM (100 mL). TFA (13.7 g; 120 mmol; 10 eq) was added under stirring at RT. Themixture was stirred for 20h at RT. 50 mL of a saturated NaHCO3 solution was added followed by the addition of solid NaHCO3 while stirring until the pH of the aqueous phase was 7. After phase separation, the organic phase was dried with MgSO4 and evaporated. The aqueous phase was saturated with NaC1 under stirring foliowed by addition of 200 mL DCM and stirring for 30 mm. After phaseseparation, the organic phase was dried with MgSO4 and evaporated. The yield of the combined product 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine was 2.01 g (11.92 mmol; 99%).

The synthetic route of tert-Butyl 2-chloro-7,8-dihydro-1,6-naphthyridine-6(5H)-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; ABBVIE DEUTSCHLAND GMBH & CO. KG; LANGE, Udo; OCHSE, Michael; VAN DER KAM, Elizabeth; VAN BERGEIJK, Jeroen; TURNER, Sean; OELLIEN, Frank; WALLESER, Patrick; AMBERG, Wilhelm; HORNBERGER, Wilfried; GENESTE, Herve; MEZLER, Mario; HUTCHINS, Charles; (301 pag.)WO2017/36978; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

1520-70-3, name is Ethanesulfonamide, 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. HPLC of Formula: C2H7NO2S

A solution (0.05 M) of 3-cyclohexyl-1-[2(dimethylamino)-2-oxoethyl]-2-phenyl-1H- INDOLE-6-CARBOXYLIC acid (from Example 7) in CH2C12 was treated with DMAP (1.5 EQ.) and ethane sulfonamide (1.5 eq. ). EDCI (1.5 eq. ) was added and the mixture was stirred overnight. The volatiles were evaporated under reduced pressure and the residue was purified by RP-HPLC to afford the title compound (42 percent) as a solid. 1H NMR (400 MHz, DMSO-d6, 300 K) 8 1.20-1. 43 (m, 3H), 1.28 (T, J 7. 2 Hz, 3H) 1.63-1. 80 (m, 7H), 2.50-2. 58 (m, 1H, under DMSO), 2.80 (s, 3H), 2.90 (s, 3H), 3.51 (q, J 7. 2 Hz, 2H), 4.57 (s, 2H), 7.31-7. 36 (m, 2H), 7.49-7. 56 (m, 3H), 7.66 (d, J 9. 0 Hz, 1H), 7.85 (d, J 9. 0 Hz, 1H), 8.05 (s, 1H), 10.76 (br s, 1H) ; MS (ES+) m/z 496 (M+H) +.

The synthetic route of 1520-70-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P ANGELETTI SPA; WO2004/87714; (2004); 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. 107017-73-2, name is tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of tert-Butyl (1-(hydroxymethyl)cyclopropyl)carbamate

(1-((4-(3-(3-chloro-4-cyanophenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fl uorophenoxy)methyl)cyclopropyl)carbamate 2-Chloro-4-(3-(3-fluoro-4-hydroxyphenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolid in-1-yl)benzonitrile 35c (100 mg, 0.26 mmol) was dissolved in 5 mL of methylbenzene, followed by addition of tert-butyl (1-(hydroxymethyl)cyclopropyl)carbamate 6a (49 mg, 0.26 mmol), 1,1′-(azodicarbonyl)dipiperidine (106 mg, 0.42 mmol) and tri-n-butylphosphine (85 mg, 0.42 mmol) successively. The reaction solution was warmed up to 50C and stirred for 2 hours. The resulting solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with elution system B to obtain the title compound tert-butyl (1-((4-(3-(3-chloro-4-cyanophenyl)-5,5-dimethyl-4-oxo-2-thioxoimidazolidin-1-yl)-2-fl uorophenoxy)methyl)cyclopropyl)carbamate 35d (80 mg, yield 55.9%) as a white solid.

According to the analysis of related databases, 107017-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Hengrui Pharmaceutical Co. Ltd.; Jiangsu Hengrui Medicine Co. Ltd.; LU, Hejun; SUN, Piaoyang; FEI, Hongbo; JIANG, Hongjian; WANG, Haowei; DONG, Qing; EP2894151; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

22117-85-7, name is 2-Methoxy-5-sulfamoylbenzoic acid, 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. Application In Synthesis of 2-Methoxy-5-sulfamoylbenzoic acid

EXAMPLE 53 N-(1-Cyclohexyl-3-pyrrolidinyl)-2-methoxy-5-sulfamoylbenzamide To 3.7 g. (0.022 mole) of 3-amino-1-cyclohexylpyrrolidine in 100 ml. of pyridine was added dropwise with cooling 1.1 g. (0.008 mole) of phosphorous trichloride at 20C. After stirring one hour, 3 g. (0.013 mole) of 2-methoxy-5-sulfamoylbenzoic acid was added and refluxed 6 hrs. The solution was concentrated and the residue partitioned between dilute hydrochloride acid and isopropyl ether. The acid was made basic with ammonium hydroxide and extracted with chloroform which was dried (sodium sulfate) and concentrated. The residue was crystallized from ethyl acetate and recrystallized from isopropyl alcohol. Yield 1 g. (33%); m.p. 184-187C. Anaylsis: Calculated for C18 H27 N3 O4 S: C,56.67; H,7.13; N,11.02. Found: C,56.39; H,7.09; N,11.00.

The synthetic route of 22117-85-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; A. H. Robins Company, Incorporated; US3966957; (1976); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 67442-07-3, These common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, 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.

1L three bottles of iodine was added 20g2–chloro-7-fluoro-9,9-fluorene and 500mLTHF, clear solution. Temperature of the system was cooled to -10 deg.] C, was added dropwise 41g18percent of isopropylmagnesium chloride in tetrahydrofuran was incubated for 1 hour. Then a solution of toluene solution 54g20percent of active amide. Incubated for 1 hour. End of the reaction, with 40g15percent hydrochloric acid quenched stratification. Toluene and the combined organic phases. Removing solvent gave the crude product was recrystallized from toluene to give 2-chloro-1- (7-chloro-9,9-difluoro-9H-fluoren-2-yl) ethanone15g, a yield of 86.8percent.

The synthetic route of 67442-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Wansu Chemicals Co., Ltd; Xu, Zhi; Wang, Shaobo; Sun, Zhongyue; Du, Weiping; (19 pag.)CN105237384; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 749927-69-3, 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 749927-69-3 as follows.

A 200 liter reactor was charged with 4-bromo-2-fluoro-N-methylbenzamide (12.0 kg, 51.7 mole)1-Aminocyclobutane carboxylic acid(6.3 kg, 61.7 mole),Potassium carbonate (16.5 kg, 155 mole),2-acetylcyclohexanone (0.12 kg, 1.05 mole),1.2 liters of water, dissolved in 70 liters of DMF, under stirring with stirring CuI (0.2kg, 1.05mol)Heated to 110 degrees, the reaction 24 hours. After the reaction was completed, add water cooling 120 liters,Then add ethyl acetate extraction.The aqueous phase was retained, adjusted to pH = 1 with 1 N hydrochloric acid and the precipitated solid was filtered. Beating with water,Get pure 11.8 kg, product 86%.

According to the analysis of related databases, 749927-69-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Xipu Pharmaceutical Technology Co., Ltd.; Lianyungang Shengfeng Chemical Co., Ltd.; Qin Yong; Chen Yue; Bian Junjie; Yu Jianhua; Wang Mingfa; Dai Xiaoming; (6 pag.)CN107501237; (2017); 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. 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H17NO3

Reference Synthetic Example 14 Ethyl 2-(methylamino)ethyl carbonate hydrochloride To a mixture of tert-butyl 2-hydroxyethyl(methyl)carbamate (1.75 g) obtained in Reference Synthetic Example 1 and ethyl acetate (20 mL) were added pyridine (0.97 mL) and 4-dimethylaminopyridine (catalytic amount), and ethyl chlorocarbonate (1.25 mL) was added. After stirring overnight at room temperature, ethyl acetate (50 mL) was added to the reaction solution, and washed sequentially with water (50 mL), 5% aqueous solution of citric acid (50 mL), and saturated saline (50 mL), followed by drying over anhydrous magnesium sulfate. The solution was concentrated under reduced pressure, and to the residue was added 4N hydrogen chloride-ethyl acetate solution (10 mL). After stirring at room temperature for 2 hrs, diethyl ether (10 mL) was added thereto, and the depositting solid was collected by filtration. The solid was dried under reduced pressure to give title compound as white solid (1.66 g). 1H-NMR (DMSO-d6): 1.23 (3H,t,J=7.1Hz), 2.54(3H,s), 3.16-3.22(2H,m), 4.15 (2H,q,J=7.1Hz), 4.32-4.37(2H,m), 9.25(2H,br).

The synthetic route of 57561-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1602362; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 118684-31-4 as follows. name: tert-Butyl (3-(hydroxymethyl)phenyl)carbamate

[3-(2′,4′-Difluoro-biphenyl-4-yloxymethyl)-phenyl]-carbamic acid tert-butyl esterTo 10 mL of dry CH2Cl2 under argon, in an ice bath, was added 2′,4′-difluoro-biphenyl-4-ol (206 mg, 1.0 mmol) and triphenylphosphine resin (1.1 meq/g, 1.36 g, 1.5 mmol). The mixture was stirred for 20 min and DIAD (295 uL, 1.5 mmol) was added. The reaction was stirred an additional 5 min at ice bath temperature and [3-(2′,4′-difluoro-biphenyl-4-yloxymethyl)-phenyl]-carbamic acid tert-butyl ester (223 mg, 1.0 mmol) and triethylamine (209 uL, 1.5 mmol) were added. The mixture was stirred at ice bath temperature for 20 min and allowed to warm slowly to RT and stirred overnight. The reaction mixture was filtered, concentrated and purified by flash chromatography with a gradient of 0-10% ethyl acetate in hexanes to yield 235.4 mg (57%) of [3-(2′,4′-difluoro-biphenyl-4-yloxymethyl)-phenyl]-carbamic acid tert-butyl ester. 1H-NMR (CDCl3) delta ppm 1.52 (s, 2H), 6.51 (br. S, 1H), 6.82-6.98 (m, 2H), 7.03 (d, J=8.7 Hz, 2H), 7.08-7.17 (m, 1H), 7.28-7.39 (m, 3H), 7.42 (d, j=8.7 Hz, 2H), 7.50 (s, 1H).

According to the analysis of related databases, 118684-31-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US7939569; (2011); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 25216-74-4, 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. 25216-74-4, name is tert-Butyl (3-bromophenyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) A tetrahydrofuran (30 ml) solution of N-methyl-N-methyloxy-2-amino-5-chlorobenzamide (4.3 g) and N-tert-butoxycarbonyl-3-bromoaniline (3.79 g) was cooled to -78 C. To the solution was gradually added dropwise a hexane solution of n-butyl lithium (1.6 mol/L) (42 ml). To the mixture were added water (100 ml) and acetic acid ethyl ester (300 ml). The organic layer was washed with water and dried over anhydrous MgSO4. The _solvent was then distilled off, and the residue was purified by means of a silica gel column chromatography to give 2-amino-3′-tert-butoxycarbonylamino-5-chlorobenzophenone (0.7 g) as a yellow oily product.

The synthetic route of tert-Butyl (3-bromophenyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6352982; (2002); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, 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 85006-25-3, Computed Properties of C10H19NO5

Commercially available Compound 12 (6.7 g, 28.7 mmol), 2-methoxyethanol (2.267 mL, 28.7 mmol) and triphenylphosphine(9 g, 34.5 mmol) were dissolved in tetrahydrofuran (67 mL) under water-cooling bath, and 2.2 mol/L DEADtoluenesolution (15.67 mL, 34.5 mmol) was added dropwise to the solution over 30 minutes. Then, the reaction mixturewas stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the obtained residue was purified by silicagel column chromatography (hexane-ethyl acetate) to give Compound 13 (8.15 g, Yield 97.4%).LC/MS (Method 2) RT = 2.20, MS (m/z) = 292

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; Shionogi & Co., Ltd.; YUKIMASA, Akira; NAKAMURA, Kenichiroh; INAGAKI, Masanao; KANO, Kazuya; FUJIU, Motohiro; YAMAGUCHI, Hiroki; HATA, Kayoko; INOUE, Takatsugu; (253 pag.)EP3330256; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics