Amides-buliding-blocks

Synthetic Route of 1259224-00-4, 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. 1259224-00-4, name is tert-Butyl (1-(4-aminophenyl)cyclobutyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-chloro-3-(2-phenylethynyl)pyridine (426 mg, 2 mmol),Pd2(dba)3 (90 mg, 0.1 mmol), X-phos (190 mg, 0.4 mmol) and Cs2C03 (978 mg, 3 mmol) in Dioxane (8mL) was added tert-butyl l-(4-aminophenyl)cyclobutylcarbamate (524 mg, 2 mmol). The mixture degassed and charged with N2 for three times. And then the resulting mixture was stirred at 120 C for 60min by microwave irradiation. The reaction mixture was filtered by filter paper. The filtrate was concentrated under reduced pressure to get crude product, which was purified by flush column chromatography on silica gel (eluting with petroleum ether/ethyl acetate=l 00/1 -1/1) to yield the desired product tert-butyl l-(4-(3-(2-phenylethynyl)pyridin-2- ylamino)phenyl)cyclobutylcarbamate (220 mg, 25% yield^HNMR: MeOD 400MHz ? 8.08(s, lH), 7.71~7.69(d, 1H, J=8), 7.57~7.53(m, 4H), 7.38-7.36 (m, 5H), 6.75 (s, lH), 2.80-2.76 (m, 4H), 2.15-2.00 (m, 1H), 1.95-1.82 (m, 1H), 1.36 (s, 9H).

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-(4-aminophenyl)cyclobutyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; SKELTON, Nicholas; GRADL, Stefan; BLAKE, James F.; GRAHAM, James M.; GUNAWARDANA, Indrani W.; HENTEMANN, Martin; MARLOW, Allison L.; TANG, Tony P.; WO2013/78254; (2013); A1;,
Amide – Wikipedia,
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Related Products of 40545-33-3,Some common heterocyclic compound, 40545-33-3, name is 2-Amino-5-methylbenzamide, molecular formula is C8H10N2O, 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 3 To a solution of 2-amino-5-methylbenzamide (5.80 g, 38.6 mmol) and triethylamine (4.69 g, 46.3 mmol) in THF (200 mL) was added dropwise ethyl chloroglyoxylate (5.80 g, 42.5 mmol) under ice-cooling, and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with water and saturated brine, dried over sodium sulfate, and concentrated under reduced pressure. The residue was washed with ethanol to give ethyl ((2-(aminocarbonyl)-4-methylphenyl)amino)(oxo)acetate as a white powder (9.83 g, 100%).

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-5-methylbenzamide, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP1953148; (2008); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 25900-61-2, name is 3-Amino-N-methylbenzamide, molecular formula is C8H10N2O, 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 3-Amino-N-methylbenzamide

A solution of 7-methanesulfinyl-3-(2,6-dichloro-phenyl)-1-methyl-1H-pyrimido[4,5-e][1,3,4]oxadiazine (0.10 g, 0.28 mmol), N-methyl-3-amino-benzamide (84 mg, 0.56 mmol) and p-toluenesulfonic acid monohydrate (53.3 mg, 0.28 mmol) (Aldrich) in isopropanol (4 ML) was placed in a microwave reactor (SmithSynthesizer).The reaction mixture was heated at 170 C. for 1 h.The reaction mixture was concentrated and purified by RP-HPLC (C-18, eluding with MeCN/H2O) to obtain a solid which was recrystallized from methanol to afford the product. (Yield 34 mg, 28%). HRMS m/z Calculated for C20H16Cl2N6O2 [(M+H)+]: 443.0785. Found: 443.0791.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 25900-61-2, its application will become more common.

Reference:
Patent; Chen, Jian Jeffrey; Luk, Kin-Chun Thomas; US2004/97493; (2004); 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. 72080-83-2, name is Benzyl (2-aminoethyl)carbamate, A new synthetic method of this compound is introduced below., Quality Control of Benzyl (2-aminoethyl)carbamate

EDCI (260 mg, 1.35 mmol), HOBt (8 mg, 61 mumol) were added to a solution of diacid 12 (200 mg, 0.613 mmol) in CHCI3 (8 ml_) and the solution stirred for 5 minutes at room temperature. A solution of benzyl (2-aminoethyl)carbamate (262 mg, 1 .35 mmol) in CHCI3 (2 ml_) was added and the solution stirred at room temperature overnight. Water (25 ml_) was added and the aqueous phase extracted with EtOAc (3 * 30 ml_), the combined organic phases were washed with brine (1 * 30 ml_), dried (MgSO4) and the solvent removed to give a white resin. Analysis of the crude resin by 1H NMR spectroscopy indicated the presence of the desired compound, . purification by silica gel chromatography (EtOAc/Petrol 1 :1 ->; EtOAc/MeOH 9.5:0.5) gave diamide 13 (261 mg, 63%) as a white gum. umax (thin film/cm’1) 3341.8, 3067.4, 2926.3, 2855.1 , 1703.8, 1644.3, 1542.5, 1455.3, 1263.5, 1 145.6, 1034.5; deltaH (270 MHz, CDCI3) 7.56 (2H, br s, NH), 7.40 (1 H, br s, NH), 7.20 – 7.35 (10H, m), 6.00 (2H, br s, NH), 5.02 (4H, br s), 4.59 (1 H, t, J 4.7 Hz), 4.03 (1 H, d, J 4.8 Hz), 3.97 (1 H, d, J 4.8 Hz), 3.10 – 3.42 (8H, m), 2.45 – 2.60 (3H, m), 1.73 (1 H, d, J 10.0 Hz), 1.50 – 1.60 (2H, m, OCH2) 1.49 (1 H, d, J 10 Hz), 1.23 (10H, m), 0.85 (3H, m); deltac (67.5 MHz, CDCI3) 174.7, 172.6, 157.2 (x 2), 136.5, 128.6 (x 5), 128.2 (x 2), 128.1 (x 5), 104.0, 81 .6. 78.8, 66.9, 66.8, 46.6, 46.3, 44.0 (x 2), 40.7, 39.9, 39.7, 33.0, 32.1 , 31.9, 29.6, 29.3, 24.3, 22.7, 14.2; HRMS (+ve) Calcd for C37H5IN4O8 679.3701 [M+H] found 679.3724.

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; DEAKIN UNIVERSITY; PFEFFER, Frederick; HENDERSON, Luke; LI, Jian; NATION, Roger; WO2010/99573; (2010); A1;,
Amide – Wikipedia,
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Application of 67442-07-3, These common heterocyclic compound, 67442-07-3, name is 2-Chloro-N-methoxy-N-methylacetamide, 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.

n-Butyllithium (2.5 M in hexane, 2.58 mL, 6.44 mmol) was added dropwise to a mixture of diisopropylamine (0.87 mL, 6.18 mmol) in Et20 (30 mL) at -10 ¡ãC. After 30 min the mixture was cooled to -60 ¡ãC and a solution of 3-fluoropyridine (0.44 mL, 5.15 mmol) in Et20 (10 mL) was added dropwise at -60 ¡ãC. After 45 min a solution of 2-chloro-/V-methoxy-//- methylacetamide (708.49 mg, 5.15 mmol)l in Et20 (10 mL) was added dropwise at -60 ¡ãC and the mixture was stirred at -60 ¡ãC for 1 h. The cooling bath was removed and NH4CI (aq, 10 percent, 20 mL) was carefully added. The organic phase was collected, diluted with EtOAc, washed with NH4CI (aq, 10 percent), brine, dried (Na2S04), filtered through silica gel and concentrated. The residue was partitioned between H2O and CH2CI2 and the aq phase was washed with CH2CI2. The combined organic phases were dried (Na2S04) and concentrated to give the sub-title compound (750 mg, 4.32 mmol, 84 percent).

The synthetic route of 67442-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ATROGI AB; PELCMAN, Benjamin; BENGTSSON, Tore; (93 pag.)WO2019/53427; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 106984-09-2, A common heterocyclic compound, 106984-09-2, name is tert-Butyl (2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethyl)carbamate, molecular formula is C13H27NO6, 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.

This oil was dissolved in DCM and treated with p-toluenesulfonyl chloride (1.18 g, 6.21 mmol) and pyridine (0.84 mL, 10.4 mmol). After stirring at 40 C for 12 h, the mixture was diluted with DCM and washed with iN HC1 (2 x 10 mL), H20 (10 mL), and brine (10 mL), then dried over Na2SO4 and concentrated. Purification via flash column chromatography on silica gel gave 330 mg (36% yield over 2 steps) of the tosylate as a colorless oil.

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; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; THE SCRIPPS RESEARCH INSTITUTE; SHEN, Weijun; SCHULTZ, Peter, G.; MUPPIDI, Avinash; CRAMERI, Andreas; AHMAD, Insha; YANG, Pengyu; WO2015/38938; (2015); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 563-83-7, These common heterocyclic compound, 563-83-7, name is Isobutyramide, 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.

To a solution of 38 phosphorus pentasulfide (P2S5) (4.58mmol) in ether (8ml) was added 39 isobutylamide 11a (1gm, 11mmol) and the reaction mixture was stirred for 2h at room temperature. The reaction mixture was diluted with brine and extracted with ether. The organic layer was dried over Na2SO4 and evaporated to give crude 40 thioamide. The mixture of crude 40 thioamide and 42 ethyl alpha-bromopyruvate (11.42mmol) in 43 EtOH (10ml) was stirred at reflux temperature for 30min. The solvent was evaporated under vacuum, diluted with EtOAc and washed with 7% aqueous NaHCO3 (3¡Á30mL), the organic layer was dried over Na2SO4 and evaporated to get crude product, which was purified by column chromatography (n-hexane/EtOAc) to afford 44 12a.

Statistics shows that Isobutyramide is playing an increasingly important role. we look forward to future research findings about 563-83-7.

Reference:
Article; Karale, Uttam B.; Krishna, Vagolu Siva; Krishna, E. Vamshi; Choudhari, Amit S.; Shukla, Manjulika; Gaikwad, Vikas R.; Mahizhaveni; Chopra, Sidharth; Misra, Sunil; Sarkar, Dhiman; Sriram, Dharmarajan; Dusthackeer, V.N. Azger; Rode, Haridas B.; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 315 – 328;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 4424-80-0, 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 4424-80-0 as follows.

The starting material is prepared as follows: To a solution of 2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one (2.5 g) in chloroform (30 ml), phosphorus pentachloride (3.2 g) was added in portions, while maintaining the temperature at 0-5. When the addition was complete, iodine (30 mg) was added followed by bromine (2.5 g), which was added dropwise over 5 minutes. The mixture was then refluxed for 4 hours. The chloroform solution was evaporated and the residue was partitioned between ice-water (30 ml) and dichloromethane (75 ml). The organic phase was dried over magnesium sulfate and evaporated under reduced pressure. The crude residue was purified by chromatography over silica gel, eluding with ether and hexane (7:3). Concentration of the appropriate fractions yielded 3-bromo-2,3,4,5-tetrahydro-1H-[1]-benzazepin-2-one, m.p. 146-148.

According to the analysis of related databases, 4424-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Ciba-Geigy Corporation; US4575503; (1986); A;; ; Patent; Ciba-Geigy Corporation; US4410520; (1983); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 40724-47-8, A common heterocyclic compound, 40724-47-8, name is 4-Bromomethylbenzenesulfonamide, molecular formula is C7H8BrNO2S, 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.

General procedure: To a mixture of correspondingbromide (1.1 equiv) in 4 mL DMSO was added NaN3 (24 mg, 0.37 mmol).The mixture was stirred at room temperature for 1 h, and the 4mL H2O, sodium ascorbate (29 mg, 0.15 mmol),intermediate 5 (100mg, 0.37 mmol)and CuI (14 mg, 0.07 mmol). The reaction mixture was stirred at roomtemperature overnight, and extracted with ethyl acetate. The extract was driedover anhydrous MgSO4, and concentrated under reduced pressure. Theresidue was purified by silica gel column chromatography with dichloromethane/methanol (10:1) to affordthe desired products 1 and 6-32, respectively.

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:
Article; Li, Jia-Cheng; Zhang, Juan; Rodrigues, Mosar Correa; Ding, De-Jun; Longo, Joao Paulo Figueiro; Azevedo, Ricardo Bentes; Muehlmann, Luis Alexandre; Jiang, Cheng-Shi; Bioorganic and Medicinal Chemistry Letters; vol. 26; 16; (2016); p. 3881 – 3885;,
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. 354-38-1, name is 2,2,2-Trifluoroacetamide, A new synthetic method of this compound is introduced below., Recommanded Product: 2,2,2-Trifluoroacetamide

4-Bromo-N-isopropyl-N-(4-methoxy-2-methylphenyl)-3-methylsulfanylbenzenesulfonamide (565 mg; 1.27 mmol) and 2,2,2-trifluoroacetamide (215.6 mg; 1.91 mmol) dissolved in tetrahydrofuran (1.1 ml) are added slowly to 60% sodium hydride (45.8 mg; 1.14 mmol) suspended in tetrahydrofuran (2.8 ml) at 0-5 C., followed by addition of the solution of 1,3-dibromo-5,5-dimethylhydantoin (545.3 mg; 1.91 mmol) in tetrahydrofuran (1.13 ml). The medium is stirred for 2 hours at room temperature, hydrolyzed by addition of 10% citric acid solution and then extracted with ethyl acetate. The organic phases are combined, then washed with 25% sodium sulfite solution and then twice with saturated sodium chloride solution and dried (Na2SO4). The solvents are evaporated off. (0509) The crude product is chromatographed on silica gel (eluent: heptane/ethyl acetate, from 0 to 60% of ethyl acetate). The (E)-N-((2-bromo-5-(N-isopropyl-N-(4-methoxy-2-methylphenyl)sulfamoyl)phenyl)(methyl)-lambda4-sulfanylidene)-2,2,2-trifluoroacetamide (706 mg; 100%) is obtained in the form of a colorless oil with a compliant NMR. (0510) MS: [M-H]=557

The synthetic route of 354-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GALDERMA RESEARCH & DEVELOPMENT; MUSICKI, Branislav; BOUIX-PETER, Claire; OUVRY, Gilles; THOREAU, Etienne; (132 pag.)US2018/170869; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics