Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 142-26-7, name is N-Acetylethanolamine, 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 142-26-7, HPLC of Formula: C4H9NO2

A mixture of the compound 37 (120 mg, 0.328 mmol), N-(2-hydroxyethyl)acetamide (50.8 mg, 0.493 mmol), N-methylmorpholine (99.7 mg, 0.985 mmol), HOBT (66.6 mg, 0.493 mmol) and DMF (5 mL) was added with EDCI in an ice-water bath, and then stirred overnight at room temperature. The reaction solution was added with water (20 mL), and extracted with ethyl acetate (15 mL¡Á3). The combined organic phase was then washed with water (15 mL) once more. After the solvent was removed by means of reduced pressure distillation, the product was purified by using a silica column (200 to 300 mesh silica gel, ethyl acetate for elution), to obtain 2-(3-cyano-4-isopropylthiophenyl)-4-methyl-selenazole-5-carboxylic acid-(2-N-acetyl)ethyl ester (79). 1H NMR (DMSO-d6, 400 MHz) delta 8.39 (d, J=2.0 Hz, 1H), 8.22-8.19 (m, 1H), 8.07-8.04 (m, 1H), 7.72 (dd, J=4.0, 8.4 Hz, 1H), 4.24 (t, J=5.2 Hz, 2H), 3.89-3.82 (m, 1H), 3.41-3.29 (m, 2H), 2.68 (s, 3H), 1.87 (s, 3H), 1.37-1.36 (m, 6H). MS (EI, m/z): 449.9 [M-H]-.

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, N-Acetylethanolamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Atom Bioscience and Pharmaceutical Co. Ltd.; SHI, Dongfang; FU, Changjin; WU, Jie; LIU, Jun; EP2927219; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 141449-85-6, name is tert-Butyl hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate, molecular formula is C11H20N2O2, 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. Recommanded Product: 141449-85-6

Example 90A 5-(6-Chloro-pyridazin-3-yl)-hexahydro-pyrrolo[3,4-c]pyrrole-2-carboxylic Acid tert-butyl Ester The product of Example 6c (1.5 g, 7.1 mmol) was dissolved in 1,4-dioxane (35 mL). 3,6-Dichloropyridazine (Aldrich, 1.37 g, 9.2 mmol), tris(dibenzylideneacetone)dipalladium (0) (Pd2(dba)3, Strem, 0.28 g, 0.31 mmol), 1,3-bis(2,6-di-1-propylphenyl)imidazolium chloride (Strem, 0.38 g, 0.90 mmol), and Cs2CO3 (6.97 g, 21.2 mmol) were added and the mixture was stirred at 85 C. for 18 h, then cooled to room temperature, filtered and concentrated under vacuum. The residue was triturated with 80% EtOAc-hexanes (50 mL) and the resulting solid was filtered and dried under vacuum to give 0.81 g of the title compound (2.5 mmol, 35% yield). MS (DCl/NH3) m/z 325 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 141449-85-6, its application will become more common.

Reference:
Patent; Basha, Anwer; Bunnelle, William H.; Dart, Michael J.; Gallagher, Megan E.; Ji, Jianguo; Li, Tao; Pace, Jennifer M.; Ryther, Keith B.; Tietje, Karin R.; Mortell, Kathleen H.; Nersesian, Diana L.; Schrimpf, Michael R.; US2005/101602; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 121-30-2,Some common heterocyclic compound, 121-30-2, name is 4-Amino-6-chlorobenzene-1,3-disulfonamide, molecular formula is C6H8ClN3O4S2, 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 kg of 4-amino-6-chloro-1,3-benzenedisulfonamide was mixed with 10 kg of purified water, stirred and heated to 80 C, and 0.5 kg of formaldehyde was added dropwise, and the addition was completed in about two hours. And reacted at 100 C for 0.5 hour. Cooling to 15 , adding 0.3 kg of sodium hydroxide, 0.07 kg of medicinal charcoal, 60 C stirring for 30 minutes, insulation filter. The filtrate stirring to adjust the pH value of 5.5, cooling down to 20 below the centrifugal dehydration, and with a small amount of purified water leaching, drying wet boutique. After drying crushed and packaged, the product of hydrochlorothiazide.The product was white crystalline powder and was detected by high performance liquid chromatography, which was consistent with the retention time of the main peak of the hydrochlorothiazide standard. The UV spectrum was detected at 273nm and 323nm, and the absorbance at the wavelength of 273nm was the same as that at 323nm The absorbance ratio was 5.7; consistent with the infrared absorption profile of the hydrochlorothiazide standard.The residual methanol in the product does not exceed 0.3%, the ethanol does not exceed 0.5%, the weight loss is not more than 0.5%, the ignition residue does not exceed 0.1%, the pH, chloride, heavy metal and microbial limit are in accordance with the provisions of the Chinese Pharmacopoeia 2010 edition The Calculated according to dry goods, C7H8ClN3O4S2 content of 99.2%.

The synthetic route of 121-30-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anyang Jiuzhou pharmaceutical Co., Ltd; Cao, Junhua; (4 pag.)CN103396381; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 758-96-3, A common heterocyclic compound, 758-96-3, name is N,N-Dimethylpropionamide, molecular formula is C5H11NO, 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.

Step alb: compound A5 (3-(3-methoxyphenyl)-N,N,2-trimethyl-3-oxopropanamide)To 2,2,6,6-tetramethylpiperidine (17.5 g, 125 mmol) in 50 ml dry THF were added dropwise 72 ml (115 mmol) of a n-buthyllithium solution in n-hexane (1.6 M) at -30C. After 30 minutes of stirring, 5.0 g (50 mmol) Nu,Nu-dimethylpropionamide (A1) (dissolved in 50 mL dry THF) were added and the mixture was cooled to -70C and stirred for 1 h at this temperature. 22.5 g (125 mmol) ethyl-3-methoxybenzoate (dissolved in 30 mL dry THF) were slowly added dropwise and the resulting mixture was stirred for another 2 h at -70C. After the mixture had been allowed to warm to RT, it was hydrolyzed by employing a diluted aqueous solution of HCI (36 mL). The mixture was then washed with diethyl ether several times. The combined organic layers were dried over MgS04. The organic solvents were evaporated under reduced pressure and the remaining residue was dried in vacuo. CC (eluent: n-hexane/ethyl acetate (1 :4)) yielded 6.5 g (55%) of A5 in form of a colorless oil.

The synthetic route of 758-96-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GRUeNENTHAL GMBH; BUSCHMANN, Helmut, Heinrich; HOLENZ, Joerg; WO2011/157390; (2011); A2;,
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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate, A new synthetic method of this compound is introduced below., Computed Properties of C11H14FNO2

To a solution of 4-fluorophenylcarbamic acid terf-butyl ester (1.02 g, 4.6 mmol) in tetrahydrofuran (15 mL) was added sodium hydride (60% dispersion in mineral oil, 206 mg, 5.1 mmol). After the initial gas evolution had ceased, the reaction was allowed to stir for 15 minutes. Tetra-n-butylammonium iodide (189 mg, 0.5 mmol) was then added followed by the addition of 1-(4-chloromethyl-thiazol-2-yl)-piperidine (1.1 g, 5.1 mmol) prepared above. The mixture was heated to reflux for 1 hour. After cooling, the reaction was carefully neutralized with cold saturated sodium bicarbonate (10 ml_) and extracted with ethyl acetate (2 x 20 mL). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and the solvent removed under reduced pressure to provide an oil. Flash chromatography (silica gel; 10% ethyl acetate in hexanes) provided (4-fluorophenyl)-(2-piperidin-1-yl-thiazol-4- ylmethyl)-carbamic acid te/t-butyl ester (1.25 g, 3.2 mmol) as a white solid.

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; WYETH; WO2008/73461; (2008); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 112253-70-0,Some common heterocyclic compound, 112253-70-0, name is 2-Amino-4-bromobenzamide, molecular formula is C7H7BrN2O, 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.

Oxalyl chloride (2.9 mL, 33 mmol) was added drop wise to the mixture of compound PR-1 (5 g, 22 mmol), 2-amino-4-bromobenzamide (4.7 g, 22 mmol) and pyridine (50 mL). The mixture was stirred for 1 hour at room temperature. The solvent was removed in vacuo. The obtained residue was purified by chromatography (petroleum ether: acetate ether=5: l) resulting in a intermediate (3.6 g). Method A2; Rt: 1.15 min. m/z=:447.7 (M+Na)+ Exact mass: 425.1 The above obtained intermediate (3.6 g,), Na2C03 (2.7 g. 25.4 mmol), H20 (20 mL) and CH3CH2OH (20 mL) were stirred for 2 hours under reflux. Most of CH3CH2OH was removed in vacuo. The residue was extracted with ethyl acetate (3 x 20 mL). The organic layer was dried over Na2S04 and concentrated in vacuo. The residue was washed with t-butyl methyl ether resulting in compound QA-6 (3.4 g)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-4-bromobenzamide, its application will become more common.

Reference:
Patent; JANSSEN R&D IRELAND; VANDYCK, Koen; VERSCHUEREN, Wim, Gaston; RABOISSON, Pierre, Jean-Marie, Bernard; WO2013/98313; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

35303-76-5, name is 4-(2-Aminoethyl)benzenesulfonamide, 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. Quality Control of 4-(2-Aminoethyl)benzenesulfonamide

General procedure: To a cooled solution of triphosgene (1.41mmol) in THF at 0¡ãC, a mixture of primary amine (3.52mmol) and N,N-diisopropylethylamine (DIPEA, 7.04mmol) was added. The reaction mixture was stirred at the same temperature for 30min and then the other amine (3.52mmol) was added. The reaction mixture was slowly allowed to attain ambient temperature and further stirred for 8h. After the completion of the reaction, water was added to the reaction mixture and extracted using ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and evaporated under reduced pressure. The crude mixture was subjected to column chromatography to obtain the pure compounds.

The synthetic route of 35303-76-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Manickam, Manoj; Jalani, Hitesh B.; Pillaiyar, Thanigaimalai; Boggu, Pulla Reddy; Sharma, Niti; Venkateswararao, Eeda; Lee, You-Jung; Jeon, Eun-Seok; Son, Min-Jeong; Woo, Sun-Hee; Jung, Sang-Hun; European Journal of Medicinal Chemistry; vol. 143; (2018); p. 1869 – 1887;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 683-57-8, These common heterocyclic compound, 683-57-8, name is 2-Bromoacetamide, 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.

The product of Example 3041 (0.048 g, 0.11 mmol) in N,N-dimethylformamide (2 ML) was reacted with cesium carbonate (0.15 g, 0.45 mmol), bromoacetamide (0.026 ML, 0.18 mmol), and a catalytic amount of tetrabutylammonium iodide at 25 C. for 3 hours.The reaction was concentrated under a stream of nitrogen stream of nitrogen warmed through a manifold heated to 165 C. and the resulting residue was triturated with water, filtered and dried.The resulting solid was triturated in hot ethyl acetate, filtered, and dried to give the title compound (0.020 g, 37%). MS (ESI-) m/z 482 (M-H)-. 1H NMR (300 MHz, DMSO-d6) delta ppm 1.59 (m, 2 H) 1.99 (m, 4 H) 3.60 (m, 1 H) 4.49 (s, 2 H) 6.08 (d, J=6.62 Hz, 1 H) 7.05 (t, J=7.17 Hz, 1 H) 7.20 (m, 3 H) 7.40 (s, 1 H) 7.50 (m, 1 H) 7.65 (m, 2 H) 8.05 (d, J=7.72 Hz, 1 H) 16.25 (s, 1 H).The sodium salt of the title compound was prepared according to the procedure of Example 1D. 1H NMR (300 MHz, DMSO-d6) delta ppm 1.59 (m, 1 H) 1.99 (m, 4 H) 3.61 (m, 2 H) 4.49 (s, 2 H) 6.08 (d, J=6.62 Hz, 1 H) 7.05 (m, 1 H) 7.21 (m, 2 H) 7.40 (s, 2 H) 7.50 (m, 1 H) 7.64 (m, 2 H) 8.06 (dd, J=7.91, 1.29 Hz, 1 H) 8.32 (s, 1 H).

Statistics shows that 2-Bromoacetamide is playing an increasingly important role. we look forward to future research findings about 683-57-8.

Reference:
Patent; Pratt, John K.; Betebenner, David A.; Donner, Pemela L.; Green, Brian E.; Kempf, Dale J.; McDaniel, Keith F.; Maring, Clarence J.; Stoll, Vincent S.; Zhang, Rong; US2004/87577; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, 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. Computed Properties of C3H4F3NO2

To a solution of 2-chloro-6-methylbenzoic acid (2.0 g, 11.72 mmol) in cone H2SO4 (4 mL) was added 2,2,2-trifluoro-N-(hydroxymethyl)acetamide (1.26 g, 8.80 mmol). The mixture was stirred at rt for 16 h. The reaction mixture was poured into ice-water and stirred for 2 h. The precipitate was collected by filtration and dried to afford 1.80 g of the title product and 6- chloro-2-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid as mixture of products. A solution of 2-chloro-6-methyl-3-((2,2,2-trifluoroacetamido)methyl)benzoic acid (1.70 g, 5.75 mmol) in cone. HC1 (10 mL) and dioxane (2 mL) was heated at reflux for 12 h. The reaction mixture was concentrated and the concentrate was dissolved in THF (1 mL). The solution was treated with NaOH (690 mg, 17.25 mmol) in H20 (2 mL) at 0C followed by iert-butyl dicarbonate (2.51 g, 11.50 mmol). The reaction mixture was stirred rt for 16 h. The reaction mixture was acidified with IN HC1 and the pH was adjusted to 2-3. The reaction mixture was extracted with 5% MeOH in CHCl3. The organic layer was separated, dried, filtered and concentrated. The concentrate was dissolved in CH3CN (20 mL) and the solution was treated with K2CO3 (1.60 g, 11.50 mmol) and CH3I (11.50 mmol) at rt. Then the reaction mixture was heated at 50 C for 1-2 h before it was quenched with water and was extracted with EtOAc. The organic layer was washed with brine, separated, dried, filtered and concentrated. The concentrated was purified by column chromatography to provide 1.4 g of the title product and methyl 3-(((ierf-butoxycarbonyl)amino)methyl)-6-chloro-2- methylbenzoate as mixture of products.

The synthetic route of 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; BANERJEE, Abhisek; PAWAR, Mahesh Yashwant; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2013/38308; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1129-26-6, A common heterocyclic compound, 1129-26-6, name is 4-Methoxybenzenesulfonamide, molecular formula is C7H9NO3S, 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.

(1) 0.0040g iridium catalyst [Cp * IrCl2] 2,0.0076 g silver salt bis(trifluoromethanesulfonyl)imide silver,0.825g oxidant silver acetate,31.4 muL acetophenone-O-methyl oxime and0.0748 g of p-methoxybenzenesulfonamide was placed in a reaction tube.Add 2mL of dichloromethane as a solvent,Heating and stirring reaction,The temperature of heating and stirring is 60C.Reaction time 24h.(2) After the reaction is over,Separation by column chromatography (300-400 column chromatography silica gel column packing,Eluent: ethyl acetate: petroleum ether = 12:100 v/v),Can get the productN-[2-(1-Methoxyimino)ethyl]phenyl-4-methoxybenzenesulfonamide.Yield 97%

The synthetic route of 1129-26-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Jinan; Zhao Huaiqing; Zhang Wei; Xu Xiangwen; Wu Wei; (40 pag.)CN107739322; (2018); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics