Month: August 2021

63920-73-0, name is 2-Amino-4,6-dimethoxybenzamide, 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. Computed Properties of C9H12N2O3

4-bromo-ethyl – benzoic acid ethyl ester (4.0g, 16.46mmol) was added in THF (30mL) solution of N- ethylpiperazine (3.76g,32.92mmol), The reaction mixture was stirred at room temperature for 16 hour. The reaction mixture was diluted withwater and the product was extracted with ethyl acetate. The combined organiclayers were washed with water, brine, Na 2SO 4dry. The solvent was removed togive 4.61g of crude 4- (4-ethyl-piperazin-1-yl-methyl) – benzoic acid ethylester (100% yield). The LAH (0.792g, 20.86mmol)was added to a dry 3-necked flask, THF (60mL) under cooling. Was slowly added under cooling 4- (4-ethyl-piperazin-1-yl-methyl) – benzoic acid ethyl ester(4.61g, 16.69mmol) in THF (10mL) was added. After the addition was complete,the reaction mixture was heated at reflux for 2 hours. The reaction mixture was cooled to 0 deg.]C, was added 10% NaOH solution, then water was added. The organic layer wasseparated, the aqueous layer was extracted with ethyl acetate. The combinedorganic layers were washed with water, brine, Na 2SO 4dry. The solvent wasremoved to give 2.78gof crude (4- (4-ethyl-piperazin-1-yl-methyl) phenyl) -methanol, 78% yield.anhydrous CH2Cl2 cooled to -78 deg.] C containingthe (100 mL) 3-necked flask was added oxalyl chloride(1.8g, 14.25mmol) and DMSO (1.85g, 23.76mmol),at -78 deg.] C and the mixture was stirred for 15 minutes. It was added at -78 (4- (4- ethyl-piperazin-1-yl-methyl) phenyl) – methanol(2.78g, 11.88mmol) in CH2Cl 2The (10 mL) was stirred at -78 1 hour. Was then added at -78 Et 3N (4.8g,47.52mmol). The reaction mixture was brought to room temperature. Water was added, the organiclayer was separated. The aqueous layer was extracted with CH 2Cl 2extraction.The combined organic layers were washed with water, brine, Na 2SO 4dry. Then, the solvent was removedto give crude 4- (4-ethyl-piperazin-1-yl-methyl)benzaldehyde (2.5g, 91%). 2-amino-4,6-dimethoxy – benzamide (150mg, 0.76mmol) and 4-(4-ethyl-piperazin-1-yl-methyl) benzaldehyde (177mg, 0.76mmol) in N , N- dimethylacetamide(10 mL) was added NaHSO 3(150mg,0.84mmol) and p-TSA (319mg, 1.68mmol), thereaction mixture was at 150 was heated for 5 hours. The reactionmixture was cooled to room temperature, water was added, the mixture was treated with NaHCO 3neutralize. The solventwas removed under reduced pressure to give the crude product, which waspurified by column chromatography to give 2- (4 -((4-ethyl-piperazin-1-yl) methyl) phenyl) -5,7 dimethoxy – quinazolin -4 (3H) -one (87mg, 27%), converted to the hydrochloride salt. Selected data: MS(ES) m / z: 409.11; MP278-280 (decomposition

The synthetic route of 63920-73-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RESVERLOGIX CORP; HANSEN, H; (62 pag.)CN103319408; (2016); B;,
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Synthetic Route of 2895-21-8, 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. 2895-21-8, name is N-Isopropyl-2-chloroacetamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(1) The compound 1 (500 mg), the compound 2 (677 mg) and sodium carbonate (529 mg) were suspended inacetonitrile (10 mL), and the reaction mixture was stirred for 18 hours at 60 C. The reaction mixture was cooled toroom temperature, and then diluted with ethyl acetate, washed with water and brine, and dried over anhydroussodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silicagel column chromatography (eluent: ethyl acetate-methanol; gradient: 100:0-95:5) to give the compound 3 (711 mg)as a colorless solid.MS (APCI) 300 [M+H]+

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

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; USHIROGOCHI, Hideki; SASAKI, Wataru; ONDA, Yuichi; SAKAKIBARA, Ryo; AKAHOSHI, Fumihiko; (158 pag.)EP3135668; (2017); A1;,
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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. 108448-77-7, name is (1R)-(+)-2,10,Camphorsultam, A new synthetic method of this compound is introduced below., Formula: C10H17NO2S

12.16 parts of sodium hydride, 400 parts of toluene and 41.48 parts of a compound (trade name: 2,10-camphorsultam, purchased from Aldrich) represented by the formula (II-1) were charged, After stirring for a minute, 25.69 parts of the compound (trade name: chloroacetyl chloride, purchased from Tokyo Kasei) represented by the formula (III-1) was added to the obtained mixture, and the mixture was stirred at 23 C. for 20 hours.200 parts of ion exchanged water and 300 parts of ethyl acetate were added to the obtained reaction product, and the mixture was stirred at 23 C. for 30 minutes and then separated. 92 parts of a 1 M aqueous sodium hydrogen carbonate solution was added to the recovered organic layer, and the mixture was stirred at 23 C. for 30 minutes and then separated. 180 parts of ion-exchanged water was added to the recovered organic layer, and the mixture was stirred at 23 C. for 30 minutes and then separated. This washing was carried out three times. After concentrating the obtained organic layer, 130 parts of methanol was added and the mixture was stirred at 23 C. for 30 minutes and then filtered to obtain 24.21 parts of the compound represented by the formula (IV-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; Sumitomo Chemical Co., Ltd.; Ichikawa, Koji; Ochiai, Mitsuyoshi; Kim, Gyeongju; (85 pag.)JP5664312; (2015); B2;,
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Synthetic Route of 24310-36-9,Some common heterocyclic compound, 24310-36-9, name is 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydrobenzo[b]azepin-5-one, molecular formula is C17H17NO3S, 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 2. Preparation of (+/-) (3, 5-Bis-trifluoromethyl-benzyl)- [1- (toluene-4-sulfonyl)- 2,3, 4, 5-tetrahydro-1H-benzo [b] azepin-5-yl]-amine. A mixture of (+/-) 1- (Toluene-4-sulfonyl)-1, 2,3, 4-tetrahydro-benzo [b] azepin-5- one (500 mg, 1.58 mmol), 3,5-Bis (trifluoromethyl) benzylamine (423 mg, 1.74 mmol) and titanium (IV) isopropoxide (0.59 ml, 1.97 mmol) in diglyme (2 ml) is stirred at room temperature for 22 hours. The mixture is diluted with methanol (7 ml) and treated with sodium borohydride (90 mg, 2.37 mmol), then stirred at room temperature for 6 hours. The mixture is treated with 0. 1N aqueous NaOH (15 ml) and stirred for 10 minutes, then filtered. The filter cake is washed with 1: 1 ethanol : diethyl ether. The filtrate is diluted with water (70 ml) and extracted with ethyl acetate (2×30 ml). The combined organic extracts are washed with brine, dried (Na2SO4) and concentrated to an oil. The oil is < purified by silica gel column chromatography (eluent, 15 % ethyl acetate in hexanes) to give the title compound as a solid. Mass spectrum (ES+): 543 (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 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydrobenzo[b]azepin-5-one, its application will become more common. Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37796; (2005); 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. 132289-57-7, name is N,2-Dimethoxy-N-methylacetamide, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 132289-57-7

B) 1-(3-fluoro-4-(trifluoromethoxy)phenyl)-2-methoxyethanone To a mixture of 4-bromo-2-fluoro-1-(trifluoromethoxy)benzene (25.0 g) and N,2-dimethoxy-N-methylacetamide (15.4 g) and tetrahydrofuran (400 mL) was gradually added 1.6M n-butyllithium/hexane solution (72.4 mL) under a nitrogen atmosphere at -78 C. The reaction mixture was stirred under a nitrogen atmosphere at -78 C. for 20 min. After stirring, the mixture was neutralized with 0.1M hydrochloric acid, and extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate) to give the title compound (15.7 g). 1H NMR (300 MHz, CDCl3) delta 3.50 (3H, s), 4.63 (2H, s), 7.42 (1H, ddd, J=8.6, 7.3, 1.5 Hz), 7.75-7.81 (1H, m), 7.83 (1H, dd, J=10.2, 1.9 Hz).

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 132289-57-7.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 121496-39-7, A common heterocyclic compound, 121496-39-7, name is tert-Butyl benzyl(2-hydroxyethyl)carbamate, molecular formula is C14H21NO3, 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.

TRIPHENYLPHOSPHINE (0.0125 mol) in dry THF (10 mL) was added to BENZYL- (2- hydroxy-ethyl) -carbamic acid tert-butyl ester 111-8 in THF (30 mL) at 0 C under nitrogen via a cannula. Diisopropyl azodicarboxylate (DIPAD) (0. 013 mol) was then added dropwise and the solution was stirred for 20 min at 0 C after the addition of DIPAD. Diphenyl phosphonic azide (DPPA) (0.0125 mol) was added at 0 C and the solution was stirred for 5 h at room temperature (TLC monitor the amount of 111-8). The solution was then concentrated in vacuo and the crude residue was purified by column chromatography to yield azide intermediate (silica gel, hexanes: EtOAc, 9.5 : 0.5). To a solution of above azide intermediate in THF (5 mL) were added Ph3P (0. 012 mol) and water (0.03 mol) at 0 C. THE mixture was stirred 2 h at 0 C and 21 h at room temperature. The solvent was removed under reduced pressure, and the residue was treated with 10 % citric acid (30 ML) and EtOAc (15 mL). The aqueous layer separated was washed EtOAc (10 mL X 2). Then the aqueous layer was basified with 2M NAOH and the alkaline solution was extracted with CH2C12 (30 ML X 3). The extracts were dried over anhydrous MgS04, and the solvent was then removed under reduced pressure to give pure product.

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; NORTHWESTERN UNIVERSITY; WO2005/26111; (2005); 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. 869494-16-6, name is tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C10H18N2O2

A mixture of 6-ethoxy-4-(6- fluoropyridin-3 -yl)pyrazolo[ 1,5 -a]pyridine-3 -carbonitrile (Intermediate P6; 347 mg, 1.23 mmol), tert-butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate (365.6 mg, 1.844 mmol) and K2C03(s) (1.699 g, 12.29 mmol) in DMSO (6.15 mL) was stirred for 3 days at 80°C. The reaction mixture was cooled to ambient temperature, then diluted with water and extracted with DCM. The combined organic extracts were washed with brine, then dried over anhydrous Na2SO4(), filtered and concentrated in vacuo. The crude residue was purified by silica chromatography (50-100percent EtOAc in Hexanes as the gradient eluent) to cleanly provide the title compound (434.5 mg, 77percent yield). MS (apci) m/z = 461.2 (M+H).

The synthetic route of 869494-16-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 459817-82-4, The chemical industry reduces the impact on the environment during synthesis 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, I believe this compound will play a more active role in future production and life.

Compounds 6 and 7 were obtained by the standard procedures as outlined abovewithout purification of aldehyde 6. Compound 7 was purified with flash-chromatography with 11 % overall Yield: over 2 stages after purification. Alkylation of 7 with 3 was conducted in DMF at room temperature with 1.2 eq of NaH (mixed at 0C then stirred atambient temperature for 18 h). Compound 8was purified by flash-chromatography(hexane-ethyl acetate 1: 3) with resulted 100% purity; yield: 32%. After hydrolysis ofthe Boc-protection the resulting title compound was purified with HPLC chromatography; yield: 74%. H PLC-MS (Positive mode) mlz 372 (M+H). Retention time1.083mm.

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 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; WILL, David William; REID, George; CHARAPITSA, Iryna; LEWIS, Joe David; (187 pag.)WO2018/229193; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 28797-48-0, 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. 28797-48-0, name is 11-(2-Chloroacetyl)-5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 36 11-[[4-[2-[2-(Diethylamino)ethoxy]ethyl]-1-piperidinyl]-acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one Prepared analogously to Example 1 from 11-(chloroacetyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 4-[2-[2-(diethylamino)ethoxy]ethyl]piperidine (Bp0.009 mmHg 96-102 C.) in a yield of 46% of theory. Colourless crystals, m.p. 130-131 C. (acetonitrile).

The synthetic route of 11-(2-Chloroacetyl)-5H-benzo[e]pyrido[3,2-b][1,4]diazepin-6(11H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Karl Thomae, GmbH; US5175158; (1992); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5202-85-7, name is 2-Amino-5-chlorobenzamide, 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 5202-85-7, Recommanded Product: 5202-85-7

General procedure: The 2-aminobenzamide (1 equiv), the orthoester (2-3 equiv) and absolute ethanol (2-3 mL) wereplaced in a 15-mL Chemglass screw-cap pressure tube (No. CG-1880-01, Chemglass, Vineland, NJ,USA). Glacial acetic acid (3 equiv) was added, N2 was introduced to the vessel and the cap wastightened. The vessel was heated at 110 C for 12-72 h, then cooled and concentrated to give thequinazolinone, which was purified by crystallization from absolute ethanol or trituration from 5%ether in pentane. The following compounds were prepared:

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:
Article; Gavin, Joshua T.; Annor-Gyamfi, Joel K.; Bunce, Richard A.; Molecules; vol. 23; 11; (2018);,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics