Category: amides-buliding-blocks

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 2886-65-9 as follows. Computed Properties of C15H10ClFN2O

EXAMPLE 5 8-Chloro-6-(2-fluorophenyl)-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid, ethyl ester Potassium t-butoxide, 1.29 g (0.0115 mol) was added to a stirred solution of 2.88 g (0.01 mol) of 7-chloro-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepine-2-one in 50 ml of tetrahydrofuran, that had been cooled in an ice bath and covered with a nitrogen atmosphere. After stirring for 5 minutes, 2.59 g (0.015 mol) diethyl chlorophosphate was added. After stirring for 5 minutes, a mixture of 2.26 g (0.02 mol) of ethyl isocyanoacetate in 50 ml of tetrahydrofuran that had been treated with 2.24 g (0.02 mol) of potassium t-butoxide just prior to the addition, was added. After 5 minutes, the ice bath was removed and the stirring was continued for 15 minutes. The mixture was acidified with 2 ml of glacial acetic acid, diluted with 200 ml of saturated sodium bicarbonate solution and extracted twice with 125 ml portions of toluene. The extracts were dried and evaporated and the residue was crystallized from ether to give the product with mp 195-197. For analysis, the material was recrystallized from methylene chloride/ether/hexane to give colorless crystals with mp 195-196. Anal. Calcd for C20 H15 ClFN3 O2: C, 62.59; H, 3.94; N, 10.95. Found: C, 62.59; H, 3.73; N, 11.01.

According to the analysis of related databases, 2886-65-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US4118386; (1978); A;,
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Reference of 85006-25-3, 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. 85006-25-3, name is tert-Butyl (tert-butoxycarbonyl)oxycarbamate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tert-butyl (tert-butoxycarbonyl) oxycarbamate (2.71 g, 11.64 mmol) and 1- (bromomethyl) -4-fluorobenzene (2 g, 10.58 mmol) in DCM To the solution was added NaOH (11.64 mL, 11.64 mmol) followed by tetrabutylammonium bromide (3.41 g, 10.58 mmol) and stirred overnight at room temperature. Water (100 mL) was added to the reaction mixture, and the product was extracted with ethyl acetate (3 * 100 mL), and the combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to give 5.5 g of crude material. The crude material was purified by Iscor using a 40 g silica gel column and the product was eluted with 10% ethyl acetate in petroleum ether to give tert-butyl (tert-butoxycarbonyl) oxy (4-fluorobenzyl) carbamate (3.1 g, 8.99 mmol, 85% yield) as a colorless sticky material.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl (tert-butoxycarbonyl)oxycarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Beu Lease Tol-mai Ground Wire Seukwp Keompeoni; I Seul-ram-, -i-ma-dul; Tang Ga-ti-ru-pa-ti-, -seu-ri-ni-ba-san; Wa Ri-e-reu-, -ja-ya-ku-ma-reu-san-ka-ra; Che Ru-ku-, -seu-ri-ni-ba-seu; Sye Ti-, -pu-reu-ni-ma; Ma Ko-reu-, -jon-i-.; (44 pag.)KR2018/64507; (2018); A;,
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Reference of 149632-73-5, 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 149632-73-5 as follows.

Under a nitrogen atmosphere, a solution of 3,6-difluoro-9-(oxiran-2-ylmethyl)-9H-carbazole(0.7 g) andtert-butyl (1-aminopropan-2-yl)carbamate(1.5 g) in ethanol (50 mL) was stirred at 70C for 16 hrs. The mixture was concentrated under reduced pressure and purified by silica gel column chromatography, eluting with a gradient of 0-20% methanol in dichloromethane to give an off-white foam (1.28 g). The product was used directly in the next step without additional purification:1H NMR (300 MHz, CDCl3): delta 7.67 (dd, 2H,J= 8.7, 2.7 Hz), 7.42-7.37 (m, 2H), 7.22 (td, 2H,J= 9.0, 2.7 Hz), 4.55-4.30 (m, 3H), 4.13 (m, 1H), 3.78 (br s, 1H), 2.88 and 2.82 (dd, 1H,J= 12.0, 3.6 Hz), 2.70-2.50 (m, 3H), 1.45 (s, 9H), 1.13 and 1.11 (d, 3H,J= 6.6 Hz). ESI (m/z): 434.0 (M+H).

According to the analysis of related databases, 149632-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Humphries, Paul S.; Bersot, Ross; Kincaid, John; Mabery, Eric; McCluskie, Kerryn; Park, Timothy; Renner, Travis; Riegler, Erin; Steinfeld, Tod; Turtle, Eric D.; Wei, Zhi-Liang; Willis, Erik; Bioorganic and Medicinal Chemistry Letters; vol. 28; 3; (2018); p. 293 – 297;,
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Electric Literature of 1032350-06-3, 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. 1032350-06-3, name is tert-Butyl (1-(4-bromophenyl)cyclobutyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

27.75 g (55 mmol) [1 -(4-Bromo-phenyl)-cyclobutyl]-carbamic acid tert-butyl ester,23.76 mmol (93.6 mmol) bis-(pinacolato)diboron, 25 g (255 mmol) potassium acetate and 2.08 g (2.55 mmol) 1 ,1 ‘-bis(diphenylphosphino)ferrocenedichloro- palladium(ll) in 500 mL degassed THF were heated for three hours at reflux. The colour of the reaction mixture turned from dark red to black. Due to an incomplete reaction heating was continued for another two hours. The reaction mixture was poured on water (400 mL) and diluted with ethyl acetate (700mL). After stirring for 30’ the organic phase was separated and the aqueous phase was reextracted twice with ethyl acetate (400 and 200 mL). The combined organic extracts were washed with brine (200 mL) and dried (sodium sulfate). After evaporation of the solvent the residue was purified by chromatography (Biotage) yielding 28.99 g (91 .3%) of the title compound.1 H NMR (400 MHz, d6-DMSO): delta 7.51 -7.67 (m, 3H), 7.38 (d, 2H), 2.22-2.42 (m, 4H), 1 .88-2.02 (m, 1 H), 1 .63-1 .80 (m, 1 H), 1 .00-1 .38 (m, 21 H) ppm.

The synthetic route of tert-Butyl (1-(4-bromophenyl)cyclobutyl)carbamate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; INCE, Stuart; HAEGEBARTH, Andrea; POLITZ, Oliver; NEUHAUS, Roland; BOeMER, Ulf; SCOTT, William; WO2012/7345; (2012); A2;,
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Synthetic Route of 118684-31-4,Some common heterocyclic compound, 118684-31-4, name is tert-Butyl (3-(hydroxymethyl)phenyl)carbamate, molecular formula is C12H17NO3, 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 the solution of 6 (5g, 22.4mmol) , and TEA (12.54mL, 89.6mmol) in DCM (100mL) was added MsCl (3.47mL, 44.8mmol) in DCM (20mL) dropwise over 20 min at -15 under nitrogen atmosphere. The resulting mixture was warmed to 0, and stir for 16h. The reaction mixture was poured into 100mL water, and stir for 5min. Collected the organic phase, concentrated in vacuo, and purified by column chromatography to give desired protuct 7 (1.86g, 27.6%) .

The synthetic route of 118684-31-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FUJIAN HAIXI PHARMACEUTICALS CO., LTD; FENG, Yan; WANG, Ruyong; LI, Junqing; ZHENG, Jianjia; LIAN, Xin; GONG, Xuan; FU, Yueli; KANG, Xinshan; (144 pag.)WO2019/174601; (2019); A1;,
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Synthetic Route of 89979-12-4, These common heterocyclic compound, 89979-12-4, name is 5-Chloro-2-(methylsulfonamido)benzoic acid, 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 solution of 5-chloro-N,6-dimethyl-2-[(1S)-1-(methylamino)propyl] pyrazolo[1,5-a] pyrimidin-7-amine (97 mg,0.361 mmol) and 5-chloro-2-(methylsulfonamido) benzoic acid(99 mg, 0.397 mmol) in N,N-dimethylformamide (1.0 mL)was added trimethylamine (0.25 mL, 1.80 mmol) and1-[bis(dimethylamino) methylene]-1H-1,2,3-triazolo[4,5-b]-pyridinium 3-oxide hexafluorophosphate (0.17 g, 0.433 mmol).After stirring at room temperature for 1 h, the reaction mixturewas purified by reversed-phase preparative HPLC toobtain 5-chloro-N-{(1S)-1-[5-chloro-6-methyl-7-(methylamino)-pyrazolo[1,5-a] pyrimidin-2-yl] propyl}-2-[(methanesulfonyl)-amino]-N-methylbenzamide (0.13 g, 0.904 mmol, 90%) as acolorless powder

The synthetic route of 89979-12-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yamaguchi-Sasaki, Toru; Tamura, Yunoshin; Ogata, Yuya; Kawaguchi, Takanori; Kurosaka, Jun; Sugaya, Yutaka; Iwakiri, Kanako; Busujima, Tsuyoshi; Takahashi, Ryo; Ueda-Yonemoto, Naoko; Tanigawa, Eiji; Abe-Kumasaka, Tomoko; Sugiyama, Hiroyuki; Kanuma, Kosuke; Chemical and Pharmaceutical Bulletin; vol. 68; 4; (2020); p. 345 – 362;,
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Electric Literature of 112257-19-9,Some common heterocyclic compound, 112257-19-9, name is tert-Butyl methyl(2-(methylamino)ethyl)carbamate, 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.

To a solution of Compound 79-4a (510 mg, 1.57 mmol) in DCE (5 mL) at 25¡ã C. was added tert-butyl N-methyl-N-[2-(methylamino)ethyl]carbamate (300 mg, 1.59 mmol, 1.01 eq). The mixture was stirred for 1 h, AcOH (52.50 mg, 0.874 mmol, 0.0556 eq) and NaBH(OAc)3 (666.47 mg, 3.14 mmol, 2 eq) were added and the mixture was stirred at RT for 3 hr, then partitioned between saturated aq. NaHCO3 (50 mL) and EtOAc (100 mL). The organic layer was washed with brine (50 mL), dried (Na2SO4), filtered and concentrated under reduced pressure to give the title compound (0.77 g, 1.38 mmol, 88percent yield) as yellow oil. MS (ES+) C26H42F2N4O3, requires: 496, found: 497 [M+H]+.

The synthetic route of 112257-19-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Board of Regents, The University of Texas System; DI FRANCESCO, Maria Emilia; JONES, Philip; MCAFOOS, Timothy Joseph; (166 pag.)US2019/270739; (2019); A1;,
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Adding a certain compound to certain chemical reactions, such as: 19047-31-5, name is 2-Chloro-N-cyclopropylacetamide, 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 19047-31-5, Computed Properties of C5H8ClNO

General procedure: To a solution of 5- bromine -2- chlorophenol (2.9g, 14.3mmol) in 50mL acetonitrile was added K2CO3 (2.5g,17.1mmol), and stirred for 30min intermediate product 10 was added and the solution was heated to 80C for 4h. The reaction solution was concentrated, water (100mL) was added, and extracted with EtOAc. The organic layer was collected and washed with water and brine for three times, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude material was purified by column chromatography to afford intermediate product 11.

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, 2-Chloro-N-cyclopropylacetamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yan, Guoyi; Pu, Chunlan; Lan, Suke; Zhong, Xinxin; Zhou, Meng; Hou, Xueyan; Yang, Jie; Shan, Huifang; Zhao, Lifeng; Li, Rui; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 667 – 686;,
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Synthetic Route of 37073-15-7, The chemical industry reduces the impact on the environment during synthesis 37073-15-7, name is 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, I believe this compound will play a more active role in future production and life.

A flame-dried, two necked, round bottomed flask was charged with methanesulfonyl benzotriazole (34b) (1.0 g, 0.005 mol), 2-furoic acid (0.57 g, 0.005 mol), dry triethylamine (2 ml_), and dry THF (20 ml_) under argon. The resulting solution was heated at reflux for 18 hours. After this time, the THF was removed under reduced pressure to afford a cream coloured residue, which was taken up in ethyl acetate and washed with 1 M HCI (3 chi 30 ml_). The ethyl acetate was dried (MgS04) and removed in vacuo to afford a white solid which was recrystallised from toluene to give the title compound (34c) as fluffy white crystals (0.82 g, 77.0 %); mp 171 – 172 C; Rf = 0.48 (DCM : petroleum ether, 5 : 5); Analysis Calcd. for Cn H7N302: C, 61.97; H, 3.31 ; N, 19.71 %. Found C, 61.73; H, 3.31 ; N, 19.71 %; vmax (KBr) / cm”1 3142 (NH), 1681 (C=0), 1556, 1447; deltaEta (d6-DMSO, 300 MHz) 8.30 (3H, m, H5, H8, H5), 8.08 (1 H, dd, 3. 4.= 3.8, Jy, v= 0.6, H3), 7.82 (1 H, td, J6, 5/ 7= 7.2, 6, 8= 1.2, H6), 7.65 (1 H, td, J7, 6/s=7.2, J7, 5= 1.2, H7), 6.94 (1 H, dd, 4. 3.= 3.8, 4. 5.= 1.8, H4); 5c(d6-DMSO, 75 MHz) 155.0 (CO), 150.8 (C5), 145.5 (C9), 144.4 (C2) 132.1 (C4), 131.3 (C6), 127.1 (C7), 125.4 (C3), 120.6 (C5 or C8), 114.7 (C5 or C8), 113.9 (C4).

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, 1-(Methylsulfonyl)-1H-benzo[d][1,2,3]triazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF SUNDERLAND; TODD, Adam; ANDERSON, Rosaleen Joy; SMALL, David Antony Philip; GROUNDWATER, Paul William; BENTON, Matthew Richard; WO2014/96864; (2014); 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. 402-46-0, name is 4-Fluorobenzenesulfonamide, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H6FNO2S

General procedure: A dry round bottom flask was cooled to rt under nitrogen, and was charged with Pd2(dba)3 (3.38mg, 0.0037mmol), cesium carbonate (361mg, 1.11mmol), and arenesulfonamide (69mg, 0.44mmol). Tertiary-butanol (2mL) was added, followed by ligand, xantphos (6.4mg, 0.011mmol) and 9-chloroacridine (80mg, 0.37mmol). The resulting suspension was stirred at rt for 5min, then heated to 80C for 12-17h. The reaction mixture was then cooled to rt and filtered through suction filtration. The organic fraction was evaporated, and the resulting residue was purified by silica gel chromatography with a hexane/Et-OAc as eluent (60:40).

The synthetic route of 402-46-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Chourasiya, Sumit S.; Wani, Aabid A.; Nagaraja; Chakraborti, Asit K.; Bharatam, Prasad V.; Tetrahedron; vol. 74; 27; (2018); p. 3634 – 3641;,
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