Amides-buliding-blocks

Synthetic Route of 63069-49-8, A common heterocyclic compound, 63069-49-8, name is 2-Amino-5-fluorobenzamide, molecular formula is C7H7FN2O, 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.

o-Anisoyl chloride (15.7 g, 92 mmol) was added dropwise to a solution ofaminobenzamide 2-amino-5-fluorobenzamide (13.0 g, 84 mmol) and triethylamine (16 mL, 110 mmol) in tetrahydrofuran (100 mL) cooled in an ice bath. Immediately a precipitate started forming. Stirring of the solution was continued for 5 hours at room temperature. The formed precipitate was collected by filtration and was washed twice with diethyl ether and dried at 50 C in vacuo. The dried solid was suspended in 2 N aqueous sodium hydroxide solution (250 mL) and heated at reflux until a clear solution was obtained (3 hours). The reaction mixture was cooled to room temperature and filtered. The filtrate was acidified to pHPatent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/28904; (2006); A1;,
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Electric Literature of 627-12-3,Some common heterocyclic compound, 627-12-3, name is Propyl carbamate, molecular formula is C4H9NO2, 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: CuI (10mol%) and EDA (10mol%) were added to a mixtureof O-alkyl carbamate (1mmol), NaOtBu (1.5mmol) and aryl halide (1mmol) in 2mL toluene and the mixture wasstirred for the appropriate time, which was determined byTLC monitoring, at 100C. After completion of the reaction,the catalyst was removed by filtration and 20mL H2Owas added to the filtrate. The resultant mixture was extractedwith CHCl3.Then the organic phase was washed with water(2 ¡Á 10mL) and dried over anhydrous Na2SO4.After evaporationof CHCl3under reduced pressure, the correspondingcrude product was purified by flash chromatography to givethe desired pure cross-coupling product in good to excellentyield. In the case of using arylboronic acids as couplingpartners, Cu(OAc)2 was employed instead of CuI.

The synthetic route of 627-12-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sardarian, Ali Reza; DindarlooInaloo, Iman; Zangiabadi, Milad; Catalysis Letters; vol. 148; 2; (2018); p. 642 – 652;,
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Adding a certain compound to certain chemical reactions, such as: 3984-14-3, name is N,N-Dimethylsulfamide, 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 3984-14-3, COA of Formula: C2H8N2O2S

To a solution of 4-((5-chloro-6-fluoropyridin-3-yl)oxy)-2,5-difluorobenzoic acid (Preparation 19, 490 mg, 1 .62 mmole) in DCM (100 mL) was added N,N- dimethylsulfamide (Preparation 29, 241 mg, 1 .94 mmol), followed by addition of HOBt (2 mg, 120 umol), DMAP (237 mg, 1 .94 mmol) and EDCI (31 1 mg, 1 .62 mmol). The reaction mixture was stirred at 30 C for 16 hours. The solvent was removed in vacuo then 2M HCI (20 mL) was added and extracted with EtOAc (3x 15 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo to afford the title compound (570 mg, 86%) that was used directly in library protocol 1 . 1 H NMR (400 MHz, DMSO) delta ppm 2.85 (s, 6H), 7.35 (s, 1 H), 7.75 (s, 1 H), 8.20 (s, 1 H), 8.25 (s, 1 H), 1 1 .95 (s, 1 H). LCMS Rt 2.82 min MS m/z 408 [M-H]”

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, N,N-Dimethylsulfamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; BROWN, Alan Daniel; GALAN, Sebastien Rene Gabriel; MILLAN, David Simon; RAWSON, David James; STORER, Robert Ian; STUPPLE, Paul Anthony; SWAIN, Nigel Alan; WO2013/102826; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 640-61-9, name is N,4-Dimethylbenzenesulfonamide, 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 640-61-9, category: amides-buliding-blocks

The reaction mixture, which was prepared from Bromoethynylbenzene (1.38 g, 7.31mmol), N-Methyl-p-toluenesulfonamide (1.23 g, 6.65 mmol), K2CO3 (1.83 g, 13.3mmol), CuSO4?5H2O (0.17 g, 0.66 mmol) and 1,10-Phenanthroline (0.24 g, 1.33mmol) in Toluene (8 mL), was stirred at 60 C for 40 h. After cooled to rt, the resulting mixture was filtered on celite, and the volatiles were removed under reduce pressure. The residue was separated by column chromatograpy on silica gel(Hexane/EtOAc = 3:1) to provide 1f (1.74 g, 92%). IR (KBr) nu 2233, 1339, 1189 cm-1; 1H NMR (400 MHz, CDCl3) delta 2.46 (s, 3H), 3.15(s, 3H), 7.07-7.32 (m, 3H), 7.32-7.64 (m, 4H) 7.84 (d, J = 8.2 Hz, 2H); 13C NMR(100 MHz, CDCl3) delta 21.6, 39.2, 68.9, 83.9, 122.6, 127.7, 127.8, 128.2, 129.7, 131.3,133.1, 144.8; EI-LRMS m/z 285 (M+), 130, 105, 89; EI-HRMS m/z calcd for C16H15NO2S (M+) 285.0823, found 285.0817.

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, N,4-Dimethylbenzenesulfonamide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wakamatsu, Hideaki; Yanagisawa, Rika; Kimura, Sho; Osawa, Nao; Natori, Yoshihiro; Yoshimura, Yuichi; Synlett; vol. 28; 16; (2017); p. 2135 – 2138;,
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Adding a certain compound to certain chemical reactions, such as: 20348-09-8, name is 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-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 20348-09-8, category: amides-buliding-blocks

To a solution of compound 15 (1 g, 6.66 mmol) in DMF (30 mL) was added dropwise bromine (0.480 mL, 9.32 mmol). The reaction mixture was stirred overnight at room temperature. Water was added and a precipitate was formed which was collected by filtration and dried in lyophilizer overnight to afford title compound 16 (1.16 g, 76% yield). IH NMR (DMSO-d6) delta (ppm): 11.43 (s, IH), 8.04 (d, J = 2.0 Hz, IH), 7.65 (d, J = 2.0 Hz, IH), 4.67 (s,2H).

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, 2H-Pyrido[3,2-b][1,4]oxazin-3(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; METHYLGENE INC.; WO2009/100536; (2009); A1;,
Amide – Wikipedia,
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Electric Literature of 50667-69-1, These common heterocyclic compound, 50667-69-1, name is 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide, 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-(Hydroxymethyl)trifluoracetamide (0.82 g; 5.73 mmol) was added to a mixture of 10 mL conc. H2SO4 and 2-chlor-6-fluorobenzoic acid (1 g; 5.73 mmol) under ice bath cooling and stirred at rt overnight. The mixture was poured into ice, DCM was added, the resulting precipitate was filtered, washed with DCM and water and dried. The residue was purified by HPLC.Yield: 400 mg (23%; Purity: 95%) MS: [M-H]-=298

Statistics shows that 2,2,2-Trifluoro-N-(hydroxymethyl)acetamide is playing an increasingly important role. we look forward to future research findings about 50667-69-1.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/263556; (2011); A1;,
Amide – Wikipedia,
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Synthetic Route of 143557-91-9, These common heterocyclic compound, 143557-91-9, name is tert-Butyl 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate, 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.

[0178] A reaction flask was charged with crude compound 2 (5.5 g) in dry DMF (25 mL) under argon. NaH (60% in oil, 0.968 g, 24.2 mmol) was added in portions and the mixture was stirred at 50 C for 1 h. The mixture was cooled to rt and bromomethylcyclopropane (3.252 g, 24.2 mmol) was added followed by stirring at rt for 20 h under argon. The reaction mixture was quenched with water and the product extracted into ethyl acetate. The combined organic phases were dried over Na2S04, filtered, and concentrated. The product was purified by flash column chromatography (Si02; n-heptane/ethyl acetate 2: 1) to give the compound 3, 3a- cyclopropylmethoxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (3.354g). 1H NMR (CDCI3) delta 3.98 – 3.94 (m, 2H), 3.44 – 3.40 (m, 1H), 3.05 (d, 2H), 1.96 – 1.88 (m, 2H), 1.79 – 1.62 (m, 6H), 1.29 (s, 9H), 0.88 – 0.79 (m, 1H), 0.35 – 0.30 (m, 2H), 0.04 – 0.00 (m, 2H); 13C NMR (CDCI3) delta 153.4, 78.9, 73.0, 72.5, 52.7, 34.9, 28.5, 28.1, 10.9, 2.8.

Statistics shows that tert-Butyl 3-endo-3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate is playing an increasingly important role. we look forward to future research findings about 143557-91-9.

Reference:
Patent; ACADIA PHARMACEUTICALS INC.; BURSTEIN, Ethan, S.; ESKILDSEN, Jorgen; OLSSON, Roger; LUHRS, Lauren, M.; WHEELER, Larry, A.; GIL, Daniel, W.; WO2014/152144; (2014); A1;,
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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. 194920-62-2, name is tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of tert-Butyl (3-(2-(2-(3-aminopropoxy)ethoxy)ethoxy)propyl)carbamate

To a solution of t-butyl N-(13-amino-4,7,10-trioxatridecyl) carbamate (85.1 mg, 0.266 mmol),7-(diethylamino)coumarin-3-carboxylic acid hydrochloride (70.0 mg, 0.235 mmol), and 4-methylmorpholine (26.0 muL,0.235 mmol) in MeOH (1 mL) was added DMT-MM (77.5 mg,0.280 mmol) at rt. After being stirred for 3 h at rt, the solvent was removed under vacuum. The residue was loaded on asilica gel column and eluted with CHCl3/MeOH (97 : 3) to give a crude product (173.5 mg, inseparable amine adduct of dimethoxytriazine was contained), which was dissolved in dioxane (0.5 mL), and then treated with conc. HCl (0.5 mL) at rt for 3 h. The solvent of the resulting mixture was removed under vacuum. The crude compound was purified by decantation with MeOH (containing 0.5 M HCl)-Et2O at rt to give the desired compound as a yellow solid (105.1 mg, 83% over 2steps). mp: 251-252C. 1H-NMR (methanol-d4) delta: 1.23 (6H, t,J=7.0 Hz), 1.82-1.97 (4H, m), 3.12 (2H, t, J=6.4 Hz), 3.46-3.74(18H, m), 6.58 (1H, d, J=2.5 Hz), 6.83 (1H, dd, J=2.5, 9.2 Hz),7.56 (1H, d, J=9.2 Hz), 8.63 (1H, s). 13C-NMR (methanol-d4)delta: 12.7, 28.0, 30.4, 38.3, 40.3, 46.0, 70.1, 70.5, 71.0, 71.1, 71.2,71.4, 97.3, 109.5, 110.1, 111.7, 132.7, 149.3, 151.6, 159.2, 164.0,165.4. IR (CHCl3) cm-1: 3007, 1697, 1616, 1540, 1511, 1134.FAB-MS m/z: 464.2755 (Calcd for C24H38N3O6: 464.2761). MS(ESI) m/z: 464 (M-72)+.

The synthetic route of 194920-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kunishima, Munetaka; Kato, Daiki; Nakanishi, Shuichi; Kitamura, Masanori; Yamada, Kohei; Terao, Keiji; Asano, Tomoya; Chemical and Pharmaceutical Bulletin; vol. 62; 11; (2014); p. 1146 – 1150;,
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Reference of 35303-76-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 35303-76-5 name is 4-(2-Aminoethyl)benzenesulfonamide, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of 3- (4-fluorophenyl) propan-l-amine hydrochloride(2.11 mmol) in THF (10 ml)Was added DIPEA (6.32 mmol) and triphosgene (0.843 mmol)And the reaction mixture was stirred at 0 ¡ã C for 30 minutes.Then, 4- (2-aminoethyl) benzenesulfonamide (2.11 mmol) was added thereto,The reaction mixture was warmed to room temperature and stirred for 16 hours.To the reaction mixture was added 10percent [v / v] sodium hydrogencarbonate solution (20 ml) and extracted with ethyl acetate (3×50 ml). The ethyl acetate layer was collected and dried over anhydrous sodium sulfate and concentrated under reduced pressure. The crude extract thus obtained was purified by silica gel flash column chromatography (eluting with hexane solution containing 50 to 80percent [v / v] ethyl acetate) to give 4- – (3- (3- (4-fluorophenyl) propyl) ureido) ethyl) benzenesulfonamide was obtained

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(2-Aminoethyl)benzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; The Industry & Academic Cooperation in Chungnam National University (IAC); Jung, Sang-Hun; Woo, Sun-Hee; Kim, Sang- Kyum; Jeon, Eun-Seok; Lee, Yu-Jung; Meunikam, Manoj; Jalani, Hiteshkumar; Sharma, Niti; (205 pag.)KR2016/108281; (2016); A;,
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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. Recommanded Product: Isobutyramide

General procedure: To a mixture of amide (2 mmol) and amine (2.6 mmol) ina 10 mL round bottomed ask was added [PyPS]3PW12O40 (140 mg, 0.04 mmol). The reaction mixture was stirred at the corresponding temperature under MW (700 W). The progress of the reaction was monitored by TLC. On completion, the mixture was diluted with ethyl acetate (20 mL) with stirring for 30 min. The insoluble catalyst was recovered by filtration or centrifugation. The filtrate was evaporated and the residue in almost pure form. Recrystallization or column chromatography could be used for further purication.

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

Reference:
Article; Fu, Renzhong; Yang, Yang; Chen, Zhikai; Lai, Wenchen; Ma, Yongfeng; Wang, Quan; Yuan, Rongxin; Tetrahedron; vol. 70; 50; (2014); p. 9492 – 9499;,
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