Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 114790-39-5, name is Benzyl (2,2-dimethoxyethyl)carbamate, 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 114790-39-5, Recommanded Product: Benzyl (2,2-dimethoxyethyl)carbamate

Example 1B benzyl allyl(2,2-dimethoxyethyl)carbamate The product of Example 1A (281.0 g, 1.18 mol) in dry toluene (1.0 L) was treated with powdered KOH (291.2 g, 5.20 mol) and triethylbenzylammonium chloride (4.4 g, 0.02 mol). A solution of allyl bromide (188.7 g, 1.56 mol) in toluene (300 mL) was then added dropwise over 1 hour at 20-30 C. The mixture was stirred overnight at room temperature and then water (300 mL) was added over 20 minutes at 20-30 C. The layers were separated and the aqueous phase was extracted with toluene (2*300 mL). The organic phases were combined, washed with brine (2*100 mL), dried (K2CO3), filtered and the filtrate concentrated to provide the title compound. 1H NMR (MeOH-d4, 300 MHz) delta 3.32 (s, 3H) 3.37 (m, 5H), 3.97 (d, J=5.4 Hz, 2H), 4.40-4.50 (m, 1H), 5.15 (m, 4H), 5.75 (m, 1H), 7.23 (m, 5H); MS (DCI/NH3) m/z 297 (M+NH4)+, 280 (M+H)+.

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Reference:
Patent; Buckley, Michael J.; Ji, Jianguo; US2005/261348; (2005); 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. 153248-46-5, name is [1-[(Boc-amino)methyl]cyclopropyl]methanol, A new synthetic method of this compound is introduced below., Recommanded Product: 153248-46-5

Step 3: Synthesis of diethyl l-[(l-{[(tert- butoxycarbonyl)amino]methyl}cyclopropyl)methyl]-1H-indole-2,6-dicarboxylateTo a solution of tert-butyl { [l-(hydroxymethyl)cyclopropyl]methyl}carbamate (20 g, 99.5 mmol), diethyl 1H-indole-2,6-dicarboxylate (26 g, 99.5 mmol) and triphenylphosphine (52 g, 199 mmol) in THF (300 mL) is added diisopropyl azodicarboxylate (31 mL, 199 mmol) at room temperature. The reaction mixture is stirred for 60 h and the solvent is evaporated. The residue is purified by flash column chromatography using 12% EtOAc in petroleum ether to afford a mixture of diethyl 1- [(l-{ [(tert-butoxycarbonyl)amino]methyl}cyclopropyl)methyl]-1H-indole-2,6- dicarboxylate and diethyl 1H-indole-2,6-dicarboxylate (36 g) as a white solid. The mixture is used in the next step without further purification.

The synthetic route of 153248-46-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; GAO, Donghong, Amy; GUO, Xin; KIRRANE, Thomas, Martin, Jr.; SARKO, Christopher, Ronald; SNOW, Roger, John; SOLEYMANZADEH, Fariba; ZHANG, Yunlong; WO2011/71716; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 1314538-55-0, 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 1314538-55-0 as follows.

[01253] A mixture of 4-chloro-2-cyclopropyl-6-(trifluoromethyl)pyrimidine (500 mg, 2.25 mmol, 1.00 equiv), potassium tert-butyl N-[(trifluoroboranuidyl)methyl]carbamate (600 mg, 2.53 mmol, 1.13 equiv), Pd(PPh3)2C12 (150 mg, 0.21 mmol, 0.01 equiv), and sodium carbonate (750 mg, 7.07 mmol, 3.15 equiv) in ethanol (20 mL)/water(2 mL) was stirred for 3 hours at 80C under nitrogen. The resulting mixture was concentrated under vacuum. The residue was purified by a silica gel colunm eluting with ethyl acetate/petroleum ether (1/4) to afford the title compound (250 mg, 35%) as greenish oil. LCMS [M+H] 318.

According to the analysis of related databases, 1314538-55-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; VOLGRAF, Matthew; CHEN, Huifen; KOLESNIKOV, Aleksandr; VILLEMURE, Elisia; VERMA, Vishal; WANG, Lan; SHORE, Daniel; DO, Steven; YUEN, Po-wai; HU, Baihua; WU, Guosheng; LIN, Xingyu; LU, Aijun; (537 pag.)WO2016/128529; (2016); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 127-77-5, A common heterocyclic compound, 127-77-5, name is 4-Amino-N-phenylbenzenesulfonamide, molecular formula is C12H12N2O2S, 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: N1,N3-bis(4-(N-(5-methylisoxazol-3-yl)sulfamoyl)phenyl)malonamide (1). 5f (253 mg, 1 mmol) was dissolved in the solutionof THF (10 mL) and pyridine (1 mL) before 2a (240 mg, 2 mmol)wasdropwise added. Then the reaction mixture was stirred at roomtemperature overnight until the white solid was precipitated. Thecrude product was filtered and recrystallized with ethanol to give a1 as a light-yellow solid, yield 72%

The synthetic route of 127-77-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Wang, Lei; Li, Li; Zhou, Zi-Han; Jiang, Zheng-Yu; You, Qi-Dong; Xu, Xiao-Li; European Journal of Medicinal Chemistry; vol. 136; (2017); p. 63 – 73;,
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. 239074-29-4, name is tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: tert-Butyl (trans-4-(hydroxymethyl)cyclohexyl)carbamate

b) ((1r,4r)-4-(tert-Butoxycarbonylamino)cyclohexyl)methyl 4-methylbenzene-sulfonate A solution of 4-methylbenzene-1-sulfonyl chloride (2.28 g, 11.96 mmol) in dichloromethane was added to a solution of tert-butyl (1r,4r)-4-(hydroxymethyl)cyclohexylcarbamate (Preparation 50a, 2.11 g, 9.2 mmol) and triethylamine (1.59 mL, 11.4 mmol) in dichloromethane (50 mL) and the mixture was stirred overnight at room temperature. The mixture was washed with 1 M aqueous sodium hydroxide solution and the organic layer was dried (MgSO4) evaporated and the residue was purified by flash chromatography (diethyl ether/hexanes) to give the title compound (2.91 g, 83%) as a white solid. LRMS (m/z): 382 (M-H)+.1 H NMR (300 MHz, CDCl3) delta ppm 0.90 – 1.12 (m, 4H), 1.43 (s, 3H), 1.78 (dd, 2H), 1.99 (d, 2H), 3.34 (m, 1H), 3.46 (t, 1H), 3.81 (d, 2H), 4.37 (m, 1H), 7.34 (d, 2H), 7.77 (d, 2H).

According to the analysis of related databases, 239074-29-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 60144-53-8, 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. 60144-53-8, name is tert-Butyl (4-fluorophenyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

(4-Fluoro-phenyl)-carbamic acid terf-butyl ester (2.1 1 g, 10.0 mmol, ABCR, Karlsruhe, Germany) was added to a round bottom and purged with nitrogen. Anhydrous tetrhydrofuran (200 mL) was added to dissolve the solids and the flask placed in a dry ice / acetone bath (internal temperature -74 C uncorrected). terf-Butyl lithium (1 .7 M in pentane, 14.2 mL, 24.0 mmol) was added over 5 min causing a yellow color to develop. After the addition was complete the reaction was stirred in a -20 C bath for 1 h. At this point, 3-ethoxymethacrolein (1.43 mL, 12.0 mmol) was added dropwise over 5 min, keeping the temperature below -19 C. The reaction was stirred at -20 C for 2 h before slowly adding trifluoroacetic acid (14 mL) over 5 min. The red solution was stirred at room temperature for 16 h before bring to pH 12 with 1 N NaOH. This was extracted twice with ethyl acetate and the combined organics dried over MgS04. Purification by silica gel flash chromatography (ethyle acetate / heptanes) gave impure desired material. This was extracted into three portions of 1 N HCI, the combined aqueous layers were brought to pH 12 with 6 N NaOH, and then extracted into two portions of ethyl acetate. The combined organics were dried over MgS04 and concentrated in vacuo to give 6-fluoro-3-methyl-quinoline (48.0 mg) as an orange oil. 1 H NMR (400 MHz, CDCI3) delta 8.74 (s, 1 H) 8.07 (dd, J=9.1 , 5.4 Hz, 1 H) 7.88 (s, 1 H) 7.33 – 7.46 (m, 2 H) 2.53 (s, 3 H); MS (M+1 ): 162.1 .

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

Reference:
Patent; PFIZER INC.; DIDIUK, Mary; FILIPSKI, Kevin J.; GUZMAN-PEREZ, Angel; LEE, Esther C.; PFEFFERKORN, Jeffrey A.; STEVENS, Benjamin; TU, Meihua; WO2013/14569; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 49834-22-2,Some common heterocyclic compound, 49834-22-2, name is 3-Bromo-N-methylbenzamide, molecular formula is C8H8BrNO, 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.

[0121] In a dry 50 mL round bottom flask, 2-chloro-5-methyl-pyrirnidin-4-ylamine (0.3 g, 2.09 mmol, 1 equiv), 3-bromo-N-methyl-benzamide (0.489g, 2.29 mmol, 1.1 equiv), cesium carbonate (2.04.g, 6.27 mmol, 3 equiv), 4,5-bis(diphenylphosphino)-9,9-dimethyl xanthene (0.242 g, 0.418 mmol, 0.2 equiv) and tris(dibenzylideneacetone) dipalladium (0.191 g, 0.209 mmol, 0.1 equiv) were combined. Reactants were diluted with dioxane (20 mL), flushed with argon and outfitted with reflux condenser. Reaction was heated to reflux for 16 hours. Reaction was then transferred into centrifuge tube, spun down, decanted and evaporated. Resulting yellow solids were diluted with DCM and adsorbed onto silica gel. Chromatography (gradient of 50% ethyl acetate in hexanes up to 100% ethyl acetate) afforded the title intermediate 17 as a pale yellow powder (0.25 g, 43% yield). MS (ESI+): 277.01 (M+H), r.t. = 1.92 min.

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

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); A1;,
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 5338-44-3 as follows. Application In Synthesis of Ethyl 4-acetamidobenzoate

General procedure: Phosphorus oxychloride, 4.8 mL (7.7 g, 50 mmol) and 1.3 g (20 mmol) of NaN3 were added to a vigorously stirred solution of amide 2a-2e, 6, 11a-11e, 15, 19a, 19b, 22, 25a, 25b, or 27 (10 mmol) in 20 mL of acetonitrile. The mixture was refulxed for 5-7 h, acetonitrile was evaporated, the residue was dissolved in water with ice, and the solution was neutralized with saturated soda solution. The precipitate that formed was filtered off. Liquid tetrazoles were extracted with methylene chloride, and the solvent was evaporated in a vacuum.

According to the analysis of related databases, 5338-44-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Obushak, M. D.; Pokhodylo, N. T.; Shyyka, O. Ya.; Russian Journal of Organic Chemistry; vol. 56; 5; (2020); p. 802 – 812; Zh. Org. Khim.; vol. 56; 5; (2020); p. 753 – 765,13;,
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. 956434-30-3, name is tert-Butyl 8-chloro-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C13H17ClN2O3

(Step 1) A solution of the compound (0.300 g) obtained in Example 29, step 1, 2,5-dimethylpyrrolidine (258.0 muL) and tBuONa (0.152 g) in DME (2 mL) was degassed with argon gas, 1,3-bis-(2,4,6-trimethylphenyl)imidazol-2-ylidene-(allyl)-palladium(2)-chloride (0.051 g) was added, and the mixture was refluxed under argon atmosphere for 2 hr. The reaction mixture was poured into water, and the resultant product was extracted with ethyl acetate. The organic layer was washed with water and brine and dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0?35% ethyl acetate/hexane) and basic silica gel column chromatography (solvent gradient; 0?35% ethyl acetate/hexane) to give tert-butyl 8-(2,5-dimethylpyrrolidin-1-yl)-2,3-dihydropyrido[3,2-f][1,4]oxazepine-4(5H)-carboxylate (0.314 g, 86%) as a colorless oil. 1H-NMR(CDCl3): delta 1.29(6H,d,J=6.4Hz), 1.43(9H,s), 1.60-1.75(2H,m), 1.95-2.10(2H,m), 3.77(2H,t like), 4.09(2H,brs like), 4.19-4.40(4H,m), 6.06(1H,d,J=8.3Hz), 7.20-7.40(1H,m)

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 956434-30-3.

Reference:
Patent; Takeda Pharmaceutical Company Limited; EP2018863; (2009); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 50487-72-4,Some common heterocyclic compound, 50487-72-4, name is N,N-Diallyl-4-methylbenzenesulfonamide, molecular formula is C13H17NO2S, 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: The general procedure for metathesis reactions with ruthenium carbenes 10 was performed as follows: a certain amount of ruthenium carbene catalyst 10 (0.0005-0.0125mmol) and a solution of the substrate (0.5mmol) in 1.0mL dry CH2Cl2 (or toluene) was mixed in a reaction flask under nitrogen. The reaction mixture was stirred for 0.3-24h. At the end of the reaction (monitored by thin-layer chromatography (TLC)), the catalysts were separated by silica gel chromatography using CH2Cl2 as the eluent to remove trace amounts of Ru residues. Conversions were estimated by 1H NMR spectroscopy and obtained by comparing the ratios of the integrals of the starting materials with those of products. The catalytic activities of ruthenium carbene 10 for a variety of substrates are shown in Table 1.

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

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