Amides-buliding-blocks

Synthetic Route of 1122-56-1, 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. 1122-56-1, name is Cyclohexanecarboxamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of cyclohexane carboxamide (1.1 g, 8.56 mmol) and Lawesson’s reagent (2.08 g, 5.14 mmol) in THF (35 mL) was stirred at 50 C. for 5 h. The reaction mixture was cooled, concentrated in vacuo, and purified by silica gel column chromatography (0-50% EtOAc in hexanes) to yield cyclohexane thioamide (938 mg, 77%).

The synthetic route of Cyclohexanecarboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VICURON PHARMACEUTICALS INC.; US2006/211603; (2006); 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. 96-72-0, name is 2-Chloro-5-nitrobenzenesulfonamide, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 96-72-0

An aqueous solution of NaOH (3.66 g; 92 mmol; 10% w/v) was added to a solution of 3-iodophenol (18.30 g; 83 mmol) in acetone (130 mL). Evaporation under reduced pressure afforded the crystals of the sodium salt 5, which were added to a solution of sulfonamide 4 (3.94 g; 17 mmol) in acetonitrile (24 mL). The mixture was refluxed and potassium carbonate (1.62 g; 12 mmol) was added. After completion of the reaction (48 h, monitored by TLC), the solution was acidified using 12M HCl, diluted with water and extracted with ethyl acetate (¡Á3). The combined organics were dried (MgSO4), and concentrated in vacuo. The crude product was purified using column chromatography (SiO2; pentane/ethyl acetate, 3:1), yielding the title compound 6 as a colorless solid (5.84 g; 84%). M.p. 153-155 C. (lit. 153-154 C.).

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 96-72-0.

Reference:
Patent; University College Dublin, National University of Ireland, Dublin; Kinsella, B. Therese; Reid, Helen; (104 pag.)US2016/102051; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 480452-05-9,Some common heterocyclic compound, 480452-05-9, name is N-Boc-2-methyl-1,3-propanediamine, molecular formula is C9H20N2O2, 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 1) A solution of tert-butyl (3-amino-2-methylpropyl)carbamate (200 mg, 1.06 mmol), 4-cyanobenzoic acid (156 mg, 1.06 mmol), HATU (525 mg,1.38 mmol) and TEA (0.444 mL, 3.19 mmol) in DMF (5 mL) was stirred at room temperature for 16 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 10 to 50% ethyl acetate/hexane) to give tert-butyl (3-(4-cyanobenzamido)-2-methylpropyl)carbamate (311 mg, 0.980 mmol, 92%) as a white powder. 1H-NMR(300MHz,CDCl3) :delta0.83(3H,d,J=6.8Hz), 1.37(9H,s), 1.74-1.93(1H,m), 2.76-3.00(2H,m), 3.05-3.25(2H,m), 6.82(1H,t,J=5.7Hz), 7.93-8.02(4H,m), 8.65(1H,t,J=5.5Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route N-Boc-2-methyl-1,3-propanediamine, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; YAMAMOTO, Satoshi; SHIRAI, Junya; FUKASE, Yoshiyuki; TOMATA, Yoshihide; SATO, Ayumu; OCHIDA, Atsuko; YONEMORI, Kazuko; NAKAGAWA, Hideyuki; EP2759533; (2014); 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. 112253-70-0, name is 2-Amino-4-bromobenzamide, A new synthetic method of this compound is introduced below., Computed Properties of C7H7BrN2O

2-Amino-4-bromobenzonitrile was dissolved in 4: 1 AcOHZH2SO4 to form a suspension. The mixture was stirred for 4 h until it became clear and all starting material was consumed as monitored by LC-MS. The solution was poured into ice water and extracted by EtOAc three times. The combined organic layer was washed with brine and dried over Na2SO4. After filtration, the solvent was removed to provide 11-1. Substituted benzyloxy acetic acid (1.1 equiv) was treated with 2 M oxalyl chloride in DCM for 3 h and concentrated to give the corresponding acid chloride, which was then added to a stirred solution of 11-1 and pyridine (5 equiv) in DCM. The reaction mixture was stirred for 3 h until 11-1 was consumed as monitored by LC-MS. The precipitate was collected by filtration and was dried under vacuum to provide 11-2 as white solid. 11-2, potassium carbonate (4 equiv), boronic ester (1.5 equiv) and Pd(PPh3 )4( 10%) were dissolved in 4: 1 dioxane/water and sealed in a microwave tube. The reaction mixture was degassed and heated by microwave for 30min at 140 0C. The solvent was removed and the residue was subjected to preparative HPLC to provide product 11-3 as a TFA salt.

The synthetic route of 112253-70-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FENG, Yangbo; LOGRASSO, Philip; BANNISTER, Thomas; SCHROETER, Thomas; FANG, Xingang; YIN, Yan; CHEN, Yen Ting; SESSIONS, Hampton; CHOWDHURY, Sarwat; LUO, Jun-Li; VOJKOVSKY, Tomas; WO2010/56758; (2010); 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. 123986-64-1, name is tert-Butyl 4-(hydroxymethyl)benzylcarbamate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl 4-(hydroxymethyl)benzylcarbamate

EXAMPLE 8-1 4- {[(tert-butoxycarbonyl)amino]methyl} benzyl(3aR, 7aR)-1 -(7H-pyrrolo[2,3-d]pyrimidin-4-yl)octahydro-4-pyrrolo[3,2-b]pyridine-4-carboxylate To a stirred solution of CDI (20 mg, 0.12 mmol) in THF (0.20 mL) was added (4-hydroxymethyl-benzyl)-carbamic acid tert-butyl ester (29 mg, 0.12 mmol) in THF (0.20 mL) at -10 C. The resulting suspension was allowed to stir for 1 hour at ambient temperature. In a separate flask, enantiomer 2 of Example 2 was dissolved in THF (0.20 mL) and DBU (0.019 mL, 0.12 mmol) followed by Et3N (0.017 mL, 0.12 mmol) was added and allowed to stir at ambient temperature for 5 minutes. The activated alcohol solution was added to the suspension of amine in DBU and the resulting suspension was allowed to stir at ambient temperature for 18 hours. The reaction mixture was partitioned between EtOAc (25 mL) and saturated aqueous sodium bicarbonate (25 mL). The layers were separated, and the organic layer was collected, dried over sodium sulfate, and concentrated in vacuo. The crude reaction mixture was purified by column chromatography on silica gel eluting with EtOAc/hexane (0-100%) followed by DCM:MeOH (90:10). The product fractions were concentrated in vacuo to afford the desired product. LRMS calc’d for C27H34N6O4 [M+H]+, 507; found 507. Jak1 activity: +.

The synthetic route of 123986-64-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; GUERIN, David Joseph; BRUBAKER, Jason, D.; MARTINEZ, Michelle; JUNG, Joon, O.; ANTHONY, Neville, J.; SCOTT, Mark, E.; HOFFMAN, Dawn Marie Mampreian; WOO, Hyun Chong; DINSMORE, Christopher, J.; (75 pag.)EP2629777; (2018); B1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 1314538-55-0,Some common heterocyclic compound, 1314538-55-0, name is Potassium (((tert-butoxycarbonyl)amino)methyl)trifluoroborate, molecular formula is C6H12BF3KNO2, 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.

102201 Into a reaction vessel was placed, compound 14-4, prepared in accordance with Example13, (52 mg, 0.1 mmol), commercial Potassium N-Boc-amino-methyltrifluoroborate (47 mg, 0.2 mmol), Cs2CO3 (97 mg, 0.3 mmol), Pd(dppf)C12 CH2C12 Adduct (8.1 mg, 9.93 jimol) dissolved in degassed water (0.5 ml) and 1 ,4-dioxane (5 ml). The mixture was heated to 90 C overnight, cooled to room temperature (rt) and diluted with EA, then washed with water brine and dried over Na2504. After filtration and concentration, the crude residue was taken up with DCM (5 mL), then TFA (1 mL) was added. The mixture was stirred at rt for 1 hour and concentrated. The concentrate was purified by reverse phase chromatography (5-75% MeCN in water w/ 0.1% TFA, C 18 column) to yield 19-1 as the TFA salt. ?H NMR oe (ppm)(DMSO-d6): 7.89 (1 H, d, J = 5.79 Hz), 7.71-7.77 (2 H, m), 7.46 (1 H, t, J = 7.75 Hz), 7.37 (1 H, d, J = 7.65 Hz), 7.09 (1 H, d, J = 10.04 Hz), 6.92 (1 H, dd, J = 7.92, 1.98 Hz), 6.58 (1 H, dd, J = 8.02, 2.48 Hz), 5.88-5.93 (1 H, m), 4.24- 4.33 (2 H, m), 2.45 (3 H, s), 1.93 (3 H, d, J = 7.08 Hz). HRMS C22H20F2N4045 [M+H] calc:475.1246, obs: 475.1242

The synthetic route of 1314538-55-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; PERO, Joseph, E.; LEHMAN, Hannah, D. G. F.; KELLY, Michael, J., III; ZHAO, Lianyun; ROSSI, Michael, A.; LI, Dansu; GILBERT, Kevin, F.; WOLKENBERG, Scott; MULHEARN, James; LAYTON, Mark, E.; DE LEON, Pablo; WO2014/66490; (2014); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

These common heterocyclic compound, 518057-72-2, name is 5-Amino-2-fluorobenzamide, 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. Safety of 5-Amino-2-fluorobenzamide

A mixture of 5-benzyloxy-2-fluoro-6-[4-(trifluoromethoxy)phenoxy]-3- (trifluoromethyl)benzoic acid (40 mg, 0.082 mmol), 5-amino-2-fluoro-benzamide (14 mg, 0.09 mmol), HATU (38 mg, 0.10 mmol) and DIPEA (50 mu, 0.2871 mmol) in DMF (700 mu was stirred at room temperature for 3 hours. The reaction mixture was quenched with water and the precipitated solid was filtered and washed with water. The solid was taken up in DCM, dried over MgSO/i, filtered and concentrated in vacuo. Product was purified by silica gel chromatography (0-50% ethyl acetate/hexanes) to afford 5-benzyloxy-N-(3-carbamoyl-4-fluoro-phenyl)-2-fluoro-6-[4-(trifluoromethoxy)phenoxy]-3- (trifluoromethyl)benzamide (28 mg, 52%). ESI-MS m/z calc. 626.11, found 627.2 (M+l)+; retention time (Method B): 2.09 minutes (3 minutes run). NMR (400 MHz, DMSO-d6) delta 11.01 (s, 1H), 7.89 (dd, J = 6.4, 2.8 Hz, 1H), 7.74 (d, J = 6.7 Hz, 1H), 7.71 – 7.63 (m, 3H), 7.36 – 7.18 (m, 6H), 7.09 – 7.04 (m, 2H), 6.97 – 6.92 (m, 2H), 5.17 (s, 2H) ppm.

The synthetic route of 5-Amino-2-fluorobenzamide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 207405-68-3,Some common heterocyclic compound, 207405-68-3, name is tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate, molecular formula is C12H22N2O2, 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: Azabicyclic amine (7a-c, 1.2 mmol) and Hunig?s base (4.0 mmol) were added to a solution of compound (4or 5, 1.0 mmol) in n-BuOH (2 ml) and the resulting mixture was stirred at reflux for 1 day. The reaction mixture was cooled to room temperature, concentrated under reduced pressure, and the residue was purified by column chromatography (CHCl3/MeOH 200:1) to obtain product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate, its application will become more common.

Reference:
Article; Pham, Tuan-Anh N.; Yang, Zunhua; Fang, Yuanying; Luo, Jun; Lee, Jongkook; Park, Haeil; Bioorganic and Medicinal Chemistry; vol. 21; 5; (2013); p. 1349 – 1356;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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 1943-79-9 as follows. category: amides-buliding-blocks

General procedure: alpha-amino methyl ester hydrochloride (2 mmol) and carbamate (2.2 mmol) were dissolved in amixture of acetonitrile (12 ml) and triethylamine (6 ml) and reaction mixture was refluxed for 10h. Then, NaOH (5 mmol) was added and reaction was continued for another 8 hours. After thecompletion of the reaction, solvents were distilled off, and the residue was partitioned betweenethyl acetate and 0.1N aqueous HCl and extracted. The organic layer was washed with brine followed by drying over anhydrous Na2SO4. The concentration of the organic layer gave thecrude product which was purified either by recrystallization (hexane-ethyl acetate mixture) or bycolumn chromatography (hexane:ethylacetate) to afford the desired product.

According to the analysis of related databases, 1943-79-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tanwar, Dinesh Kumar; Ratan, Anjali; Gill, Manjinder Singh; Synlett; vol. 28; 17; (2017); p. 2285 – 2290;,
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. 79722-21-7, name is tert-Butyl benzyloxycarbamate, A new synthetic method of this compound is introduced below., name: tert-Butyl benzyloxycarbamate

General procedure: Nucleophile (1-3 mol equiv), tris-(dibenzylideneacetone)dipalladium (2.5 mol %), tris-(2-furyl)phosphine (10 mol %) and potassium carbonate (2 mol equiv) were added to a solution of the aryl halide (1 mmol) in dry dimethylformamide (10 mL) in a Schlenk tube. The reaction mixture was then degassed using the freeze, pump, thaw (F.P.T.) technique (one cycle). Allene gas was then introduced at the required pressure (1 atm) and the Schlenk tube contents stirred and heated at 80 C for 16 h. After cooling and venting, DCM (20 mL) was added and the mixture filtered to remove inorganic salts. The filtrate was concentrated in vacuo and the residue was purified by column chromatography.

The synthetic route of 79722-21-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Elboray, Elghareeb E.; Gao, Chuanjun; Grigg, Ronald; Tetrahedron; vol. 68; 14; (2012); p. 3103 – 3111;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics