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. 1195768-19-4, name is Methyl 3-(2,6-difluorophenylsulfonamido)-2-fluorobenzoate, A new synthetic method of this compound is introduced below., Formula: C14H10F3NO4S

To a dry three-necked flask, 3- (2,6-difluorophenyl) -2- fluorobenzoate (2.05 g, 5.94 mmol), N, O- dimethylhydroxylamine hydrochloride ( under 743 mg, 7.62 mmol), nitrogen was added distilled tetrahydrofuran (15 mL), and the system was cooled to -15C , slowly dropping 3 M methyl magnesium bromide (9.9 mL), and then the addition was complete 0C transferred to conditions, for 5 hours, quenched with saturated aqueous ammonium chloride added, tetrahydrofuran was removed by rotary evaporation after extraction with ethyl acetate, the solvent was removed by rotary evaporation, the residue was purified by silica gel column chromatography (PE: EA = 10: 1 -1: 2) was isolated as a product (600mg, 31% yield).

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

Reference:
Patent; Tonghua Jida Pharmaceutical Co., Ltd.; Wu, yongqian; (22 pag.)CN103936728; (2016); 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. 16313-66-9, name is 2-Amino-5-bromobenzamide, This compound has unique chemical properties. The synthetic route is as follows., Formula: C7H7BrN2O

12468] To a solution of compound 69-2 (22.0 g, crude product) in dry THF (250 mE), compound 69-5 (7.6 g, 35.5 mmol) and 1M NaOH (aq. 85 mE, 85 mmol) were added in turn. At the end of addition, the mixture was stirred at rt for 1 hr. After the reaction was completed, the mixture was extracted with EtOAc (100 mEx3). The combined organic layers were washed with 1M NaOH aqueous solution (15.0 mE) and brine, dried over Na2504 and concentrated in vacuo to give the title compound 6 9-6. The compound was characterized by the following spectroscopic data:12469] MS (ESI, pos.ion) mlz: 446.5 [M+H]12470] ?H NMR (400 MHz, CDC13) oe (ppm): 9.06 (br, 1H),7.75 (d, 1H), 7.35, 7.33 (d, d, 1H), 7.28-7.22 (m, 5H), 6.69,6.67 (d, d, 1H), 5.68 (brs, 2H), 5.14-5.13 (m, 2H), 4.29-4.25 (m, 1H), 3.66-3.60 (m, 1H), 3.45-3.37 (m, 1H), 2.39-2.32 (m, 1H), 2.09-2.00 (m, 1H), 1.96-1.77 (m, 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 16313-66-9.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD; Zhang, Yingjun; Zhang, Jaincun; Xie, Hongming; Ren, Qingyun; Tan, Yumei; Luo, Huichao; US2015/79028; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 57561-39-4, name is tert-Butyl (2-hydroxyethyl)(methyl)carbamate, 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 57561-39-4, Formula: C8H17NO3

4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-IH-pyrazole (3.964 g, 20.43 mmol), DIAD (4.42 mL,22.47 mmol), triphenylphosphine (5.89 g, 22.47 mmol) and tert-butyl (2-hydroxyethyl)(methyl)carbamate (for a preparation see Intermediate 134, 3.58 g, 20.43 mmol) were dissolved in THF at 0 C under nitrogen for 48 h. The reaction mixture was concentrated and the orange oil triturated with diethyl ether. The precipitated solid was removed by filtration and washedwith more diethyl ether. The filtrate was concentrated to give 12.45 g of crude thick orange oil. This was purified by chromatography on silica (220 g cartridge, eluting with 0-100% ethyl acetate/cyclohexane over 13 CVs, collecting all fractions). Product fractions were combined to give the product (4.29 g, 12.21 mmol, 59.8%) as a yellow oil.LCMS (2 mm Formic): Rt = 1.07 mi [MH] = 352.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
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. 71510-95-7, name is Ethyl 3-(methylamino)-3-oxopropanoate, A new synthetic method of this compound is introduced below., Formula: C6H11NO3

In the reaction bottle to the drying of, sequentially metal catalyst calls into Yb (OTf)3(0.02mol), chiral ligand L-PiMe2(0.02mol), P-cinnamoyl -3,5 dimethyl pyrazole (0.2mol), replace the nitrogen 3 times, by adding 300 ml of methylene chloride in 35 C activation under 20 min, sequentially adding a single amide (0.2mol) and Et3N (0.2mol), for 30-50 C reaction under 60-80 hours, the reaction solution is washed with dilute hydrochloric acid, concentrated dry, with petroleum ether/ethyl acetate to obtain crystallization 51g of products of catalysis, the yield is 87%, HPLC purity is 94.65%, ee99 . 12%, product HPLC spectrogram as shown in Figure 2.

The synthetic route of 71510-95-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; Feng, Xiaoming; Zhang, Yu; Liu, Xiaohua; Yao, Gan; Lin, Lili; Zhu, Guoliang; (14 pag.)CN105418502; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 67341-01-9, 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. 67341-01-9, name is tert-Butyl (2-hydroxy-1-phenylethyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-(2,6-difluoro-benzyl)-5-nitro-1H-pyrimidine-2,4-dione (82 mg, 0.29 mmol), ((R)-2-hydroxy-1-phenyl-ethyl)-carbamic acid tert-butyl ester (69 mg, 0.29 mmol), and triphenylphosphine (114 mg, 0.44 mmol) were dissolved in anhydrous tetrahydrofuran (2 mL). To this solution was added diethyl azodicarboxylate (200mu?, 0.44 mmol), followed by stirring at room temperature for 4 hrs. The solution was concentrated, after which the residue was purified using silica gel chromatography (eluent: hexane/ethyl acetate/dichloromethane, 3/1/1) and dried in a vacuum to afford 67 mg of the compound as a colorless oil (yield 67%). 1H NMR (300MHz, CDCl3) delta 1.30(9H, s), 3.40(1H, d), 4.50(1H, m), 5.08-5.27(4H, m), 7.02(2H, t), 7.26-7.47(6H, m), 8.78 (1H, s)

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 (2-hydroxy-1-phenylethyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sk Chemicals Co., Ltd.; EP2390250; (2011); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 15910-91-5, name is 1-Methylcyclopropanecarboxamide, 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 15910-91-5, SDS of cas: 15910-91-5

Bromine (2. 87mol, 0. 056mol) was added to a solution of sodium hydroxide (13. 5g, 0. 338mol) in water (100ml) at 0-5 C. A slurry of 1- (1-methylcyclopropane) carboxamide (Method 51 ; 5.70g 0. 056mol) in water (sol) was then added and reaction mixture stirred at 5 C for 2 hours, then left to stand at ambient temperature for 24 hours. The mixture was then heated at 80 C for 2.5 hours, allowed to cool and mixture distilled to give the title compound (bp 75-80 C). NMR : 0.2 (q, 2H), 0.14 (q, 2H), 0.96 (s, 3H), 1.42 (s, 2H).

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2003/76436; (2003); 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 114790-39-5 as follows. Formula: C12H17NO4

A solution of benzyl N-(2,2-dimethoxyethyl)carbamate (50 g, 208.9 mmol) in toluene (180 mL) is treated with solid potassium hydroxide (51.6 g, 919.69 mmol) under nitrogen. After 10 minutes, benzyltriethylammonium chloride (0.8 g, 3.1 mmol) is added. After another 10 minutes a solution of allyl bromide (33 g, 272.8 mmol) in toluene (50 mL) is added dropwise over 10 minutes. The resultant mixture is stirred at 50 C for 48hours. The mixture is cooled to room temperature and quenched with water. The organic layer is separated, washed with brine, dried over magnesium sulfate, and concentrated to dryness to give the title compound (44 g, 75%). ES/MS (mlz): 280 (M+H).

According to the analysis of related databases, 114790-39-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; COATES, David Andrew; WOLFANGEL, Craig Daniel; (55 pag.)WO2016/122968; (2016); A1;,
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. 89976-75-0, name is 6-Amino-2H-1,4-benzoxazin-3(4H)-one, A new synthetic method of this compound is introduced below., Quality Control of 6-Amino-2H-1,4-benzoxazin-3(4H)-one

Example No. 26Preparation of 6- ( (5- (3 , 4 -dimethoxyphenyl) -IH-pyrazolo [4 , 3 – d] pyrimidin-7-yl) amino) -2H-benzo [b] [1 , 4] oxazin-3 (4H) -one 7-chloro-5- (3 , 4 -dimethoxyphenyl) -2- (4-methoxybenzyl) -2H- pyrazolo [4 , 3-d] pyrimidine (0.16 mmol) and 6-amino-2H- benzo [b] [1 , 4] oxazin-3 (4H) -one (0.3 mmol 2 eq. , ) were suspended in eOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140°C. The reaction mixture was concentrated and purified by semi- preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 418.1621 g/molHPLC-MS: analytical method Art: 2.218 min – found mass: 419 (m/z+H)

The synthetic route of 89976-75-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORIGENIS GMBH; ALMSTETTER, Michael; THORMANN, Michael; TREML, Andreas; TRAUBE, Nadine; WO2012/143144; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 123986-64-1, name is tert-Butyl 4-(hydroxymethyl)benzylcarbamate, molecular formula is C13H19NO3, 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. name: tert-Butyl 4-(hydroxymethyl)benzylcarbamate

Stage 3 – Preparation of te/t-butyl (4-formylbenzyl)carbamate; Stage 2 product (5.87g, 24.73mmol) was stirred in DCM (20OmL) with MnO2 (16.71g, 192.2mmol) for 16h at RT. The reaction was then filtered through celite and the solvent removed in vacuo to give the product as a yellow oil (4.63g, 80%). m/z = 258 [M+Na]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 123986-64-1, its application will become more common.

Reference:
Patent; CHROMA THERAPEUTICS LTD.; WO2008/40934; (2008); A1;,
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. 4424-80-0, name is 4,5-Dihydro-1H-benzo[b]azepin-2(3H)-one, A new synthetic method of this compound is introduced below., Formula: C10H11NO

To a solution of 1B (4.89 g, 30 mmol) in acetic acid (90 mL) was added dropwise a solution of bromine (9.6 g, 60 mmol) in acetic acid (20 mL) over 15 min. The mixture was stirred at rt for 6 h, and the resulting precipitate was collected and washed with additional HOAc. The desired product was recrystallized from MeOH/H2O as an off-white solid (4.78 g, 66%). LC/MS m/z 240 (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; Bristol-Myers Squibb Company; US2007/93470; (2007); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics