Tag: M.W=300-400

Application of 120157-97-3, The chemical industry reduces the impact on the environment during synthesis 120157-97-3, name is N-Boc-2-(4-Bromophenyl)ethylamine, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of N-boc-2-(4-bromophenyl)ethylamine, the desiredarylboronic acid (a-m) (1.2 equiv), tetrakis(triphenylphosphine)-palladium(0) (0.04 equiv), Na2CO3 (5 equiv) in degassed toluene/H2O (5/2) was refluxed for 18 h. The reaction mixture was filteredthrough Celite and concentrated in vacuo. The resulting residuewas dissolved in in EtOAc (200 mL), washed with H2O (200 mL 2) and brine (200 mL). The organic layer was dried with anhydrousNa2SO4 and concentrated in vacuo. The residue was purified by columnchromatography on SiO2. Using Method E, 13 (0.50?g, 1.7?mmol), 4-(trifluoromethyl)phenylboronic acid (0.38?g, 2.0?mmol), tetrakis(triphenylphosphine)palladium(0) (0.08?g, 0.1?mmol), Na2CO3 (0.89?g, 8.3?mmol) in toluene/H2O (16?ml/6.6?ml), followed by 4.0?M HCl in dioxane (1.25?ml, 5.0?mmol) gave 14b as a white solid (0.28?g, 56%): Rf?=?0.00 (EtOAc 9: acetone 1): 1H NMR (DMSO-d6, 400?MHz) delta 3.01-3.11 (m, NH3CH2CH2), 7.44 (d, J?=?8.1?Hz, 2 ArH), 7.71-7.91 (m, 6 ArH), 8.37 (s, NH3); 13C NMR (DMSO-d6, 75?MHz) delta 33.0 (NCH2CH2), 124.8 (CF3, q, JC-F?=?270.1?Hz), 126.2 (q, JC-F?=?3.8?Hz), 127.6, 127.7, 128.2 (q, JC-F?=?31.7?Hz), 129.9, 137.4, 138.4, 144.3 (12 ArC).

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-Boc-2-(4-Bromophenyl)ethylamine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Yeon, Seul Ki; Choi, Ji Won; Park, Jong-Hyun; Lee, Ye Rim; Kim, Hyeon Jeong; Shin, Su Jeong; Jang, Bo Ko; Kim, Siwon; Bahn, Yong-Sun; Han, Gyoonhee; Lee, Yong Sup; Pae, Ae Nim; Park, Ki Duk; Bioorganic and Medicinal Chemistry; vol. 26; 1; (2018); p. 232 – 244;,
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Adding a certain compound to certain chemical reactions, such as: 316146-27-7, name is N-(4-Bromophenyl)-3-phenylpropanamide, 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 316146-27-7, HPLC of Formula: C15H14BrNO

b. Preparation of intermediate 10; The reaction was carried out twice . POCl3 (1.225 mol) was added dropwise at 10¡ãC to DMF (0.525 mol) . Then intermediate 9 (0.175 mol) was added at room temperature . The mixture was stirred overnight at 80¡ãC, poured out on ice and extracted with CH2Cl2 . The organic layer was dried (MgSO4), filtered, and the solvent was evaporated . Yield: 77.62 g of intermediate 10 (67 percent).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/436; (2007); 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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191170-76-0, The chemical industry reduces the impact on the environment during synthesis 191170-76-0, name is Benzyl 4-bromophenethylcarbamate, I believe this compound will play a more active role in future production and life.

A solution of H2SO4 (3 ml) and AcOH (6 mL) was cooled in an ice bath for 10 min. Paraformaldehyde (1.00 g, 33.3 mmol) and benzyl (4-bromophenethyl)carbamate (0.92 g, 2.75 mmol) were added to the cooled solution and the reaction was stirred for 10 min at 0 C, where upon the reaction was poured onto ice (ca. 50 g). When the ice melted, the aqueous solution was extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with a saturated aqueous solution of NaHCCb (1 x 50 mL), water (1 x 50 mL), and brine (1 x 50 mL). The organic layer was dried (Na2S04) and concentrated under reduced pressure. The crude material was purified via flash column chromatography eluting with EtOAc:hexanes (5:95) to give 720 mg (76%) of title co s consistent with literature.1

The chemical industry reduces the impact on the environment during synthesis Benzyl 4-bromophenethylcarbamate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; MARTIN, Stephen, F.; SAHN, James, J.; LINKENS, Kathryn, Taylor; (119 pag.)WO2017/190109; (2017); A1;,
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45267-19-4, Adding a certain compound to certain chemical reactions, such as: 45267-19-4, name is N-(3-(Dimethylamino)propyl)tetradecanamide, 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 45267-19-4.

2) Quaternization reaction: 92.3131.26g was added to a three-necked flask equipped with a reflux condenser.Myristyl propyl dimethyl tertiary amine and 13.40 g of sodium chloroacetate(The molar ratio of myristamide propyl dimethyl tertiary amine to sodium chloroacetate is 1: 1.15), add 30.50g of water to dissolve sodium chloroacetate exactly,Add 15.25g of isopropanol and adjust the pH between 7 and 8.The quaternization reaction was carried out by heating to 80 C, and the free amine value was measured every hour. After 6 hours, the conversion rate was no longer increased, and the reaction was stopped to obtain a crude product.Rotary evaporation to remove isopropanol and water from the crude product.Then add 3 volumes of isopropyl alcohol to dissolve and filter to remove unreacted sodium chloroacetate.Final rotary evaporation to recover isopropanol,Getting myristyl propyl lysine,That is, the betaine type amphoteric surfactant of the present invention has a yield of 94.86%.

According to the analysis of related databases, 45267-19-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Guangzhou University; Shang Xiaoqin; Wang Xinrui; Liu Peng; Liu Rufeng; Jiang Huihua; Chen Haoliang; (13 pag.)CN106800520; (2018); B;,
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The chemical industry reduces the impact on the environment during synthesis 24310-36-9, name is 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydrobenzo[b]azepin-5-one, I believe this compound will play a more active role in future production and life. 24310-36-9

A solution of compound from Example 1 step a (1.00 g, 0.003 mol) in DMF-DMA (10 mL) was stirred at 100oC for 12 hrs under N2. After cooling to room temperature, the precipitate was collected by filtration and washed by hexane to give the desired compound (900 mg, 77%) as a yellow solid. ESI MS m/z = 371.25 [M+1].

The chemical industry reduces the impact on the environment during synthesis 24310-36-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; YU, Jianming; SHOOK, Brian, C.; BLAISDELL, Thomas, P.; KIM, In, Jong; PANARESE, Joseph; MCGRATH, Kevin; NEGRETTI-ENMANUELLI, Solymar; OR, Yat, Sun; (301 pag.)WO2017/123884; (2017); A1;,
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The chemical industry reduces the impact on the environment during synthesis 811442-84-9, name is tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate, I believe this compound will play a more active role in future production and life. 811442-84-9

200 mg (0.594 mmol) of tert-butyl (14-amino-3,6,9,12-tetraoxatetradec-1-yl)carbamate, 111 mg (0.713 mmol) of (2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)acetic acid and 410 mul (2.4 mmol) of N,N-diisopropylethylamine were dissolved in 6 ml of dimethylformamide, and 339 mg (0.892 mmol) of HATU were added. The reaction mixture was stirred at RT for 1 h and purified directly by preparative RP-HPLC (column: Reprosil 250*30; 10mu, flow rate: 50 ml/min, MeCN/water/0.1% TFA). The solvents were evaporated under reduced pressure and the residue was dried under high vacuum. This gave 130 mg (43% of theory) of tert-butyl [17-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-16-oxo-3,6,9,12-tetraoxa-15-azaheptadec-1-yl]carbamate. LC-MS (Method 1): Rt=0.71 min; MS (ESIpos): m/z=474 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 811442-84-9. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; LERCHEN, Hans-Georg; REBSTOCK, Anne-Sophie; CANCHO GRANDE, Yolanda; MARX, Leo; STELTE-LUDWIG, Beatrix; TERJUNG, Carsten; MAHLERT, Christoph; GREVEN, Simone; SOMMER, Anette; BERNDT, Sandra; (684 pag.)US2018/169256; (2018); A1;,
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These common heterocyclic compound, 112-84-5, name is Erucamide, 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. 112-84-5

To a solution of LAH (2.30 g, 29.6 mmol) in dry THF (100 mL) was added a solution ofcis-docosenoamide (6) (10.0 g, 29.7 mmol) in dry THF (100 mL) and refluxed. After 12 hthe reaction mixture was cooled and Na2SO4¡¤10H2O was added slowly until the reactionceased. The solution was filtered and concentrated in vacuo to affordcis-docos-13-enylamine (9) (9.55 g, 29.6 mmol, quant.) as a pale yellow oil.

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 112-84-5.

Reference:
Article; Reimann, Marcel; Sandjo, Louis P.; Antelo, Luis; Thines, Eckhard; Siepe, Isabella; Opatz, Till; Beilstein Journal of Organic Chemistry; vol. 13; (2017); p. 1430 – 1438;,
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45267-19-4, 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. 45267-19-4, name is N-(3-(Dimethylamino)propyl)tetradecanamide, A new synthetic method of this compound is introduced below.

EXAMPLE 1 Preparation of a UV-Light-Absorbing Quaternary Polysiloxane According to the Invention and of the General Formula 5.5 g (0.0176 mol) of a tertiary amine of the general formula: are initially introduced together with 1.9 g (0.032 mol) of acetic acid and 16.5 g of cinnamic acid (0.111 mmol) and 30 ml of isopropanol into a 250 ml four-necked flask fitted with stirrer, dropping funnel, thermometer and reflux condenser. After 5 minutes, 42 g (0.14 mol of epoxy) of an epoxysiloxane of the general formula: are added dropwise, heated to reflux temperature and stirred for 6 hours. The mixture is then distilled at 100 C. under reduced pressure. A high-viscosity, yellow-brown product is obtained.

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; Ferenz, Michael; Gruening, Burghard; Leidreiter, Holger; Messinger, Erika; Pascaly, Matthias; Zuendorff, Astrid; US2006/188456; (2006); 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. 811442-84-9, name is tert-Butyl (14-amino-3,6,9,12-tetraoxatetradecyl)carbamate, A new synthetic method of this compound is introduced below., 811442-84-9

TSTU (70 mumol), DIEA (80 mumol) and Boc-NH-PEG4-NH2 (68 mumol) are added to BDP acid 12 (68 mumol) in 1 mL DMF at 0 C. After 10 min, the ice bath is removed and stirring is continued for 2 h at room temperature (RT). The reaction mixture is poured over 3 mL ice cold water and purified by preparative HPLC. After concentration and lyophilization, Boc amine monomer 13 is obtained which is further treated with 1 mL 95% trifluoroacetic acid (TFA), and the solution is stirred at RT for 2.5 h. The excess TFA is removed by N2 stream. After lyophilization, the BDP acid conjugated terminal amine monomer 14 (87%) is obtained without further purification.

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; Bhushan, Kumar Ranjan; Misra, Preeti; US2014/58071; (2014); A1;,
Amide – Wikipedia,
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