Month: July 2021

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. 227940-71-8, name is tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: amides-buliding-blocks

7-Benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylic acid tert-butyl ester (0.49 g, 1.6 mmol) was dissolved in methanol (20 ml.) and 20% Pd(OH)2/C (wet) (~ 2 g) was added under a nitrogen atmosphere. This mixture was warmed to about 50 0C and shaken for 2 h under 55 psi of hydrogen. The resulting mixture was filtered and concentrated to give 0.32 g (94% yield) of the title compound (MS m/z 227 (M+H)).

The synthetic route of 227940-71-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGACEPT, INC.; WO2009/111550; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 17193-28-1, A common heterocyclic compound, 17193-28-1, name is 1-Amino-1-cyclopentanecarboxamide, molecular formula is C6H12N2O, 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 -Fluoropentanoic acid (22, 350 mg, 2.91 mmol) were dissolved in dry dimethylfor- mamide (= DMF) (5 ml_) and triethylamine (= Et3N) (486 mI_, 353 mg, 3.49 mmol) was added. Then 1 -aminocyclopentanecaroxamide (373 mg, 2.91 mmol) and (2- (1 FI-benzotriazol-1 -yl)-1 ,1 ,3,3-tetramethyluronium hexafluorophosphate) (= FIBTU) (1324 mg, 3.49 mmol) were added. The mixture was stirred for 24 h at room tem- perature (= r.t.). Then water was added and the mixture was extracted wit ethyl ac- etate (3x). The combined organic layer was washed with water, saturated NaFIC03 solution and brine (2x), dried over Na2S04, filtered and evaporated to dryness in vacuo. The residue was purified by flash column chromatography (dichloro- methane/methanol = 98/2; Rf = 0.2) to yield 23 (668 mg, 99%) as colorless solid.1H NMR (400 MHz, CDCIs): d = 4.76 (t, J = 5.7 Hz, 1 H), 4.61 (t, J = 5.7 Hz, 1 H), 2.43 – 2.34 (m, 2H), 2.30 – 2.22 (m, 2H), 2.07 – 1 .99 (m, 2H), 1 .94 – 1 .73 (m, 8H) ppm.13C NMR (101 MHz, CDCIs): d = 175.57, 170.07, 82.94, 69.19, 34.94, 34.64,29.77, 29.62, 23.00, 21 .95 ppm.MS: 231 .05 [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; JULIUS-MAXIMILIANS-UNIVERSITAET WUERZBURG; CHEN, Xinyu; DECKER, Michael; HIGUCHI, Takahiro; HOFFMANN, Matthias; (0 pag.)WO2019/134765; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 115643-59-9, 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. 115643-59-9, name is 2-Amino-6-fluorobenzamide, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Asolutionoftheappropriatesubstituted2-aminobenzamide(1.0eq)inTHF(2.5mLpermmolsubstrate)wascooledto0Candtriethylamine(2.0eq)thentheappropriateacidchloride(1.2eq)inTHF(2mLpermmolsubstrate)wereaddedtothestirredsolution.ThereactionwasstirredatroomtemperatureuntilcompletionasindicatedbyTLC,whenthemixturewasdilutedwithEtOAcandquenchedwithNaHSO4(20mL).TheaqueousphasewasextractedwithEtOAc(320mL),combinedorganicphasesdriedoverMgSO4,excesssolventremovedinvacuoandtheresiduepurifiedbyFCC.

The chemical industry reduces the impact on the environment during synthesis 2-Amino-6-fluorobenzamide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Sutherell, Charlotte L.; Ley, Steven V.; Synthesis; vol. 49; 1; (2017); p. 135 – 144;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 174799-52-1, name is tert-Butyl (2-(benzylamino)ethyl)carbamate, 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. Application In Synthesis of tert-Butyl (2-(benzylamino)ethyl)carbamate

Tert-butyl(2-(benzylamino)ethyl)carbamate (Formula II, 50 g, 0.200 moles), 1,8-Diazabicycloundec-7-ene (61.12 ml, 0.401 moles) and DMF (300 ml) were charged in round bottom flask at RT and stirred to get heterogeneous solution. The reaction mixture was cooled to 0-5 C. and methyl vinyl ketone (75.3 ml, 0.903 moles) was added to the reaction mixture slowly over a period of 30 min. The resulting reaction mixture was stirred at room temperature for 16 h. After completion of the reaction, the reaction mixture was cooled to 0-5 C. and diluted with water (500 ml). The aqueous solution was extracted with ethyl acetate (250 ml*2). The organic layer was washed with 1N HCL (200 ml). The pH of aqueous layer was adjusted to 8 with saturated NaHCO3 solution (200 ml) and extracted with ethyl acetate (250 ml*2). The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure at 45-50 C. to give tert-butyl(2-(benzyl(3-oxobutyl)amino)ethyl)carbamate (Formula III, 30 g, yield 46.87%) as a dark brown color liquid.

The synthetic route of tert-Butyl (2-(benzylamino)ethyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DR. REDDY’S LABORATORIES LIMTED; IQBAL, Javed; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; KANDAGATLA, Bhaskar; (23 pag.)US2016/168138; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 90-16-4, name is Benzo[d][1,2,3]triazin-4(3H)-one, 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 90-16-4, Product Details of 90-16-4

Place benzotriazinone (1g) and 1,4-dioxane (10mL) in a 100mL three-necked flask and stir. After warming to 50 C, a 35% formaldehyde solution (7mL) is added dropwise. The temperature of the reaction system was raised to 80 C, and the reaction was completed in 5 hours. Dichloromethane extraction, desolvation, recrystallization from anhydrous methanol gave a white solid with a yield of 62%.

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; Guizhou University; Xue Wei; Zhang Juping; Zhang Cheng; Chen Lijuan; Wang Yihui; Li Pu; Li Qin; Ruan Xianghui; Wang Xiaobin; Wu Xiaoqiong; Wang Jun; (24 pag.)CN107602493; (2019); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 1346674-23-4,Some common heterocyclic compound, 1346674-23-4, name is 7,7-Dimethyl-2,3,4,6,7,8-hexahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one, molecular formula is C12H16N2O, 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 128a 2-Bromo-6-{4,4-dimethyl-9-oxo-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-10-yl}-4-fluorobenzaldehyde 128a A 100-mL round-bottomed flask equipped with a reflux condenser was charged with 4,4-dimethyl-1,10-diazatricyclo[6.4.0.02,6]dodeca-2(6),7-dien-9-one 103e (1.0 g, 4.90 mmol, 1.0 eq.), 2-bromo-6-chloro-4-fluorobenzaldehyde (2.76 g, 9.8 mmol, 2.0 eq.), Pd2(dba)3 (224 mg, 0.24 mmol, 0.050 eq.), Xantphos (283 mg, 0.49 mmol, 0.10 eq.), potassium acetate (1.44 g, 14.7 mmol, 3.0 eq.), and 1,4-dioxane (50 mL). The system was evacuated and refilled with N2. The reaction mixture was heated at 80 C. for 5 h. After this time the reaction was cooled to room temperature and filtered. The filtrate was concentrated under reduced pressure and the residue was purified on silica-gel column eluting with 80:1 dichloromethane/methanol to afford 128a as a yellow solid (992 mg, 50%). MS: [M+H]+ 405.1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7,7-Dimethyl-2,3,4,6,7,8-hexahydro-1H-cyclopenta[4,5]pyrrolo[1,2-a]pyrazin-1-one, its application will become more common.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Young, Wendy B.; US2013/116245; (2013); 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. 75175-77-8, name is 3-(4-Fluorophenyl)-N,N-dimethylacrylamide, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-(4-Fluorophenyl)-N,N-dimethylacrylamide

General procedure: The dihydro-6H-quinolin-5-one (3a-v) were synthesized based on aliterature method as following: aryl and heteroaryl methylketones(1a-k, 5.23 mmol) were treated with dimethylformamide-dimethylacetal(DMF-DMA) (20.92 mmol) in refluxing xylene for 7 h to form beta-enaminones (2a-k), and reacted with cyclohexane-1,3-dione/5,5-dimethylcyclohexane-1,3-dione (0.16 g, 1.2 mmol) ammonium acetate(2.0 mmol) in 2-propanol (5 mL) were added CeCl3·7H2O (0.2 mmol),NaI (0.2 mmol) and refluxed for 4 h (monitored by TLC). The reactionmixture was cooled to room temperature; a solid precipitate was filteredand washed with cold 2-propanol. The combined solvent wasevaporated, and the crude residue obtained was subjected to columnchromatography (hexane: ethyl acetate) to obtain dihydro-6H-quinolin-5-one derivatives (3a-v) as solids in very good yields.

According to the analysis of related databases, 75175-77-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kantevari, Srinivas; Krishna, Vagolu Siva; Marvadi, Sandeep kumar; Sridhar, Balasubramanian; Srilakshmi Reshma, Rudraraju; Sriram, Dharmarajan; Surineni, Goverdhan; Bioorganic Chemistry; vol. 96; (2020);,
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. 1172623-95-8, name is tert-Butyl (1-(methoxy(methyl)amino)-1-oxopent-4-yn-2-yl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H20N2O4

Under N2 protection, 2,3,5-trifluorobromobenzene (42.2 g, 200 mmol) was dissolved in dry toluene (50 ml),cooled to -10C or lower in an ice salt bath, and a solution of isopropyl magnesium chloride/lithium chloride in tetrahydrofuran(100 ml, 2.2 mol/l) was added dropwise, followed by stirring at about -10C for 1 hour. 1D (25.6 g, 100 mmol)was dissolved in dry tetrahydrofuran (250 ml), and added dropwise to the reaction solution while the temperature wasmaintained at -10C. When the addition was complete, the reaction was allowed to proceed at room temperature for 4hours. The temperature was lowered to about -10C, and a saturated ammonium chloride solution (100 ml) was added dropwise, followed by stirring for 10 min. The pH was adjusted to 5 to 6 with a 3 mol/l hydrochloric acid solution, to allowsettling and partitioning. The aqueous phase was extracted with methyl t-butyl ether (150 ml32). The organic phaseswere combined, washed with a saturated sodium chloride solution (100 ml32), dried by addition of anhydrous sodiumsulfate thereto, filtered, concentrated, and separated by column chromatography (petroleum ether/ethyl acetate (v/v) =50:1 to 8:1), to obtain a white solid 3A (27 g, yield 82.6%).

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 1172623-95-8.

Reference:
Patent; Sichuan Haisco Pharmaceutical Co., Ltd.; ZHANG, Chen; WANG, Jianmin; LI, Caihu; WEI, Yonggang; (64 pag.)EP3159344; (2017); 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. 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, A new synthetic method of this compound is introduced below., Product Details of 144-80-9

Example 9 – Preparation N-Acetyl-4-isothiocvanato-benzenesulfonamide 13 in Scheme 2Un(substituted) amine and or lambda/-Acetyl-4-amino-benzenesulfonamide was dissolved in DCM 25 ml_ and added to a solution of 0.934 g of CaCO3 and0.534 ml_ of thiophosgene dissolved in 15 ml_ of water. The reaction mixture was stirred overnight. The resulting mixture was extracted in to DCM and dried to leave compound 13 (0.462g, 38.6%) as 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; SUPERGEN, INC.; WO2008/55233; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 6228-73-5, 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. 6228-73-5, name is Cyclopropanecarboxamide, This compound has unique chemical properties. The synthetic route is as follows.

Cyclopropanecarboxamide (58.7g, 690 mmol) in 1,4-Dioxane (1600 ml) was added 2-bromoacetyl bromide (59.9 ml, 690 mmol) at room temperature and stirred for 4h at 600C. The reaction mixture was concentrated to dryness. The residue was dissolved in EtOAc and carefully washed with satd. NaHCObeta, water then with brine solution, dried over Na2SO4 and concentrated to get N-(2- bromoacetyl) cyclopropanecarboxamide(138 g, 670 mmol, 97 % yield) as an off white solid. This material was used without purification. ESI-MS :m/z 208.0 (M+2H)+.

The chemical industry reduces the impact on the environment during synthesis Cyclopropanecarboxamide. I believe this compound will play a more active role in future production and life.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BRESSI, Jerome, C.; CHU, Shaosong; ERICKSON, Philip; KOMANDLA, Mallareddy; KWOK, Lily; LAWSON, John, D.; STAFFORD, Jeffrey, A.; WALLACE, Michael, B.; ZHANG, Zhiyuan; DAS, Sanjib; WO2010/19899; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics