Month: March 2021

Synthetic Route of 118753-70-1, A common heterocyclic compound, 118753-70-1, name is tert-Butyl bis(2-chloroethyl)carbamate, molecular formula is C9H17Cl2NO2, 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.

(4-Chloro-2-fluorophenyl)acetonitrile (2.3 g, 13.7 mmol, 1.0 equiv) was added to a suspension of NaH (2.1 g, 52.5 mmol, 3.8 equiv) in DMSO (20 mL) at 23 C. The resulting yellow suspension was stirred for 10 min and the color turned red-brown. Boc-N(CH2CH2Cl) (N,N-bis(2-chloroethyl)-t-butylcarbamate) (3.7 g, 15.3 mmol, 1.1 equiv) in DMSO (20 mL) was added to the reaction mixture (bubbling observed) and the resulting suspension was heated to 85 C. with stirring for an additional 1.5 hours. The reaction mixture was cooled to 23 C. then poured onto a 1:1 mixture of ethyl acetate and hexanes (300 mL). The organic fraction was washed with water (100 mL) and a saturated aqueous solution of NaCl (100 mL). The organic layer was dried over anhydrous sodium sulfate. The dried solution was then filtered and the filtrate was concentrated. The residue was purified by flash silica chromatography (0%-30% ethyl acetate in hexanes) to afford the bis-alkylation product 1,1-dimethylethyl 4-(4-chloro-2-fluorophenyl)-4-cyano-1-piperidinecarboxylate (1.9 g, 5.6 mmol, 38%) as a yellow crystalline solid. MS (ES) m/e 239 [M-Boc+H]+.

The synthetic route of 118753-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eidam, Hilary Schenck; Haile, Pamela A.; Hughes, Terry Vincent; Sehon, Clark A.; US2008/318990; (2008); A1;,
Amide – Wikipedia,
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Reference of 5466-88-6, 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. 5466-88-6, name is 2H-1,4-Benzoxazin-3(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

General procedure for compound 26:; To a solution of compound 21 (3.0 gm, 20.1 mmol) in DMF, potassium carbonate (8.3 gm, 60.4 moles) was added followed by methyl iodide (2 mL, 30.1 mmol) at room temperature. The resulting mixture was stirred for 2 hrs at the same temperature. After completion of the reaction, the mixture was washed with ethyl acetate and water and the organic layer was dried over Na2S04 and concentrated under reduced pressure to obtain a residue which turned into a solid compound 26 (2.5 gm, 78.12% yield) on washing with pentane solvent. The obtained product was used for further step directly without purification.

The chemical industry reduces the impact on the environment during synthesis 2H-1,4-Benzoxazin-3(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AGIOS PHARMACEUTICALS, INC.; SALITURO, Francesco, G.; SAUNDERS, Jeffrey, O.; WO2012/88314; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 24566-95-8, name is 1-(3-Aminopropyl)azepan-2-one, 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. name: 1-(3-Aminopropyl)azepan-2-one

General procedure: p-Chloro-N-alkylbenzenesulfonamides (1-8) (1 equiv.) andaminolactam N-(3-aminopropyl)-2-pyrrolidinone (APP)(1.25 equiv.) or N-(3-aminopropyl)-2-azepanone (APA)(1.25 equiv.) were added to a 50 mL round-bottomed flaskand dissolved in dimethylsulfoxide (10 mL) for a nucleophilicaromatic substitution reaction (SNAr). The contents were then stirred in a reflux system for 1-2 h at 85 C.Afterward, the solvent was removed with frozen water andthe product was treated with diluted HCl (5 %) for removalof amino-lactam excess. The crude product was filtered offand recrystallized from 1:1 ethyl ether-petroleum ether (bp60-80 C). All obtained compounds were structurally confirmedby 13C and 1H NMR analyses (see Supplementarymaterial).

The synthetic route of 1-(3-Aminopropyl)azepan-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Article; Martins, Carina C.; Bassetto, Carlos A. Zanutto; Santos, Jandyson M.; Eberlin, Marcos N.; Magalhaes, Alvicler; Varanda, Wamberto; Gonzalez, Eduardo R. Perez; Amino Acids; vol. 48; 2; (2016); p. 445 – 459;,
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98-10-2, name is 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. Recommanded Product: 98-10-2

General procedure: To a mixture of sulfonamide (2 mmol) and alcohol (10 mmol) in 1,4-dioxane (3 mL) was added Tf2O (2 mmol). The mixture was then sealed and stirred at 120 C until the reaction was completed as judged by TLC. After quenching with satd. aq. NaHCO3, the reaction mixture was extracted three times with EtOAc, dried over Na2SO4 and concentrated in vacuo. The residue was purified by flash chromatography with PE and EtOAc (3: 1) as the eluent to give the pure product.

The synthetic route of 98-10-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yu, Ting Ting; Qi, Lan-Jun; Cui, Dong-Mei; Zhang, Chen; Zhao, Yan; Bulletin of the Chemical Society of Japan; vol. 88; 4; (2015); p. 610 – 612;,
Amide – Wikipedia,
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Related Products of 2623-33-8, 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. 2623-33-8, name is 4-Acetamidophenyl acetate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 6 Preparation of 4-Acetoxy-2-nitroacetanilide (V) A 500 mL, Erlenmeyer flask equipped with a magnetic stirring bar and a thermocouple was charged with 4-acetoxyacetanilide (10.3 g, 0.05 mol), methylene chloride (50 mL), and acetic anhydride (16.2 g, 0.16 mol). The mixture was stirred at ambient temperature for 15 minutes (incomplete solution), and then was cooled to 0C (ice-salt bath). Nitric acid (5.0 mL, 0.08 mol, 70% acid, d=1.42) was added over a 30 second period. The ice bath was removed and the mixture was heated to boiling (42.5C) and maintained at that temperature for 30 minutes. The reaction temperature was slowly increased to 75C to distill methylene chloride, and then the mixture was allowed to cool slowly to ambient temperature and stand for 16 hours. The crystalline precipitate was isolated by filtration and vacuum dried to yield 7.1 g, 0.03 mol of 4-acetoxy-2-nitroacetanilide (mp 143-146C).

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

Reference:
Patent; IOLAB CORPORATION; EP282294; (1988); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 50487-72-4, name is N,N-Diallyl-4-methylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Quality Control of N,N-Diallyl-4-methylbenzenesulfonamide

General procedure: A solution of 18 (0.001-0.0025 mmol, 1.00 mol%-10.0 mol%) was added to a solution of alkene (0.10 mmol) in toluene (0.10 mL; 1.0 M) under nitrogen. The resulting mixture was stirred at 100 C for 2-12 h. Then, the solvent was removed under reduced pressure to yield a crude product, which was purified by flash chromatography (c-hexane-CH2Cl2) to remove the Ru residue. Conversions were obtained as confirmed by 1H NMR spectroscopy by comparing the ratios of the integrals of the starting materials with those of the products. The catalytic activities of ruthenium carbyne 18 to a variety of substrates are shown in Table 1.

The synthetic route of 50487-72-4 has been constantly updated, and we look forward to future research findings.

Reference:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 108-13-4, name is Malonamide, molecular formula is C3H6N2O2, 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: Malonamide

(1) Production of 1,2-dihydro-2-oxo-6-(trifluoromethyl)pyridine-3-carboxamide; Sodium methoxide (74g, 1.37 mol) was dissolved in methanol (1,000 mL), and malon diamide (100g, 0.979 mol) was added to this solution at room temperature. To this mixture, 4-ethoxy-1,1,1-trifluoro-3-buten-2-one (191g, 1.14 mol) was added dropwise at a temperature between 25 and 30C, and the resultant mixture was refluxed under heating for 2 hours. After cooling to 45C, concentrated hydrochloric acid was added to the mixed solution to give a pH of 3 to 4, and 500 mL of methanol was distilled off at normal pressure. To the residue, water (500 mL) was added, and the mixture was stirred for a day at room temperature. The resultant product was precipitated while cooling with ice. Thus obtained crystal was collected by filtration, washed with water, and then dried under reduced pressure, to obtain 167g of a subject compound (yield: 83%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 108-13-4, its application will become more common.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD.; EP1982978; (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. 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H13NO5S

Methyl 4-chloro-lH-pyrrolo[2,3-b]pyridine-2-carboxylate (2 g, 9.50 mmol) was taken up in DMF (30 ml), cooled to 0 C and KOtBu (1.1 g, 9.80 mmol) was added. After 30 min tert-butyl 2,2-dioxooxathiazobdine-3-carboxylate (2.3 g, 10.3 mmol) was added, the cooling bath removed, and the mixture stirred at rt for 1.5 h. Aq. 10% citric acid (50 ml) and EtOAc (30 ml) were added and the organic layer separated. The aqueous layer was extracted with EtOAc (3 x 15 ml) and the combined organics were washed with water (3 x 20 ml), brine (20 ml), dried over Na^SOr. filtered and concentrated to give the product as a gum, which solidified upon standing (2.9 g, 86%). MS ES+ m/z 354 [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; PETRA PHARMA CORPORATION; KESICKI, Edward A.; RAVI, Kannan Karukurichi; LINDSTROeM, Johan; PERSSON, Lars Boukharta; LIVENDAHL, Madeleine; VIKLUND, Jenny; GINMAN, Tobias; FORSBLOM, Rickard; RAHM, Fredrik; HICKEY, Eugene R.; DAHLGREN, Markus K.; GERASYUTO, Aleksey I.; (478 pag.)WO2019/126733; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. Safety of tert-Butyl 7-benzyl-3,7-diazabicyclo[3.3.1]nonane-3-carboxylate

To a solution of 3 (350 mg, 1.11 mmol) in 30mL of dry ethanol was added 28 % of the Pd, 10 wt. % on activated carbon, and H2 was bubbled through the reaction mixture for 4 hrs. The reaction was monitored by TLC. The solution was filtered through a sintered funnel and evaporated to yield 230 mg of the product 4. Yield: 92 %. (HRMS): calcd for C12H23N2O2 m/z 227.1760, found m/z 227.1750

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

Reference:
Article; Haridas; Sadanandan, Sandhya; Sharma, Yogesh K.; Chinthalapalli, Srinivas; Shandilya, Ashutosh; Tetrahedron Letters; vol. 53; 6; (2012); p. 623 – 626;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 478832-21-2, name is tert-Butyl 4-hydroxyazepane-1-carboxylate, molecular formula is C11H21NO3, 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 4-hydroxyazepane-1-carboxylate

To a solution of tert-butyl 4-hydroxyazepane-i-carboxylate (3.0 g, 14.0 mmol, 1.0 equiv.) and N,N-diisopropylethylamine (3.2 mL, 18.0 mmol, 1.3 equiv.) in (1574) dichloromethane (70 mL) was added methanesulfonyl chloride (1.2 mL, 15.0 mmol, 1.1 equiv.). The reaction mixture was stirred at room temperature for 1 hour and then water was added. The organic layer was separated and then washed twice with water, once with brine, dried over sodium sulfate, filtered and concentrated in vacuo to give the title compound (3.87 g, 95 %). (1575) NMR (CDC13) delta 4-97 – 4-76 (m, 1 H), 3.62 – 3.24 (m, 4 H), 3.00 (s, 3 H), 2.14 – 1.83 (m, 4 H), 1.68 (q, 2 H), 1.45 (s, 9 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 478832-21-2, its application will become more common.

Reference:
Patent; INFLAZOME LIMITED; COOPER, Matthew; MILLER, David; MACLEOD, Angus; VAN WILTENBURG, Jimmy; THOM, Stephen; ST-GALLAY, Stephen; SHANNON, Jonathan; (352 pag.)WO2019/8025; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics