Tag: M.W=200-300

Related Products of 209917-48-6, A common heterocyclic compound, 209917-48-6, name is N-tert-Butyl 4-Aminophenylsulfonamide, molecular formula is C10H16N2O2S, 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-(tert-butyl)-4-((5,ll-dimethyl-6-oxo-6,ll-dihydro-5H-benzo[e]pyrido[3,2- b ] [ 1 ,4] diazepin-2-yl)amino)benzenesulf onamide 2-Chloro-5,l l-dimethyl-5H-benzo[e]pyrido[3,2-b][l,4]diazepin-6(l lH)-one (17.2 mg, 0.0628 mmol, 1 eq), 4-amino-N-(/ert-butyl)benzenesulfonamide (17.2 mg, 0.0754 mmol, 1.2 eq), Pd2dba3 (2.9 mg, 0.00314 mmol, 5 mol%), XPhos (4.5 mg, 0.00942 mmol, 15 mol%) and potassium carbonate (34.7 mg, 0.251 mmol, 4 eq) were dissolved in tBuOH (0.63 mL, 0.1M) and heated to 100 C for 23 hours. The mixture was filtered through CELITE, washed with DCM/MeOH and concentrated under reduced pressure. Purification by column chromatography (ISCO, 12 g column, 0-10%MeOH/DCM, 15 minute gradient) gave the desired product as a yellow solid (24.79 mg, 0.0532 mmol, 84%). 1H NMR (400 MHz, Chloroform-J) delta 7.85 – 7.77 (m, 3H), 7.57 (d, J = 8.8 Hz, 2H), 7.38 (t, J = 8.5 Hz, 2H), 7.09 (dd, J = 7.8, 2.1 Hz, 2H), 6.72 (s, 1H), 6.58 (d, J = 8.5 Hz, 1H), 4.44 (s, 1H), 3.48 (s, 3H), 3.38 (s, 3H), 1.25 (s, 9H). 13C NMR (100 MHz, cdcl3) delta 168.67, 155.72, 151.67, 149.25, 144.22, 134.99, 132.95, 132.20, 131.97, 128.49, 126.92, 123.89, 123.13, 117.15, 116.82, 105.58, 54.52, 37.66, 36.11, 30.20. LCMS 466.47 (M+H).

The synthetic route of 209917-48-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; BRADNER, James, E.; GRAY, Nathanael; QI, Jun; MCKEOWN, Michael, R.; BUCKLEY, Dennis; WO2015/117083; (2015); 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. 39945-54-5, name is Benzyl (3-bromopropyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C11H14BrNO2

Step B N-Benzyloxycarbonyl-N-methyl-3-bromopropylamine N-Benzyloxycarbonyl-3-bromopropylamine (from Step A; 1.0 g, 3.68 mM) was dissolved in dry THF (4 mL) and methyl iodide (522 mg, 3.68 mM) was added. After cooling to 0 C., potassium t-butoxide (3.68 mL of a 1M solution in THF) was added dropwise to the reaction mixture. The crude reaction mixture was filtered over a pad of Celite and washed through with ether. The combined filtrate and washings were concentrated under reduced pressure. The residue was flash chromatographed over 125 mL silica gel, eluding with 8:1 hexane-EtOAc, to give 890 mg pale yellow liquid, homogeneous on TLC in 80:20 hexane-EtOAc; 1 H-NMR (300 MHz, CDCl3, ppm) delta2.06 (m, 2H), 2.94 (s, 3H), 3.38 (m, 4H), 5.11 (s, 2H), 7.34 (m, 5H). Mass spectrum (FAB) m/e 288 (M+1)+.

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 39945-54-5.

Reference:
Patent; Merck & Co., Inc.; US5411980; (1995); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 749927-69-3, These common heterocyclic compound, 749927-69-3, name is 4-Bromo-2-fluoro-N-methylbenzamide, 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.

To a stirred suspension of zinc powder (2.5 g, 38.5 mmol) in anhydrous N,N-d m ethyl form a ide (10 mL) under nitrogen was added iodine (200 mg). After 5 min, a solution of methyl (f?)-2-((/er/-butoxycarbonyl)amino)-3-iodopropanoate (5.0 g, 15.2 mmol) in A( A’-di m ethyl form a i de (10 mL) was added slowly over lOmin. The mixture was stirred at rt for 30min. A suspension of 4-bromo-2-fluoro-Af- methylbenzamide (2.8 g, 12 mmol), Pd2(dba)3 (280 mg, 0.3 mmol), and 2- dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (Sphos, 250 mg, 0.6 mmol) in /V,/V- dimethylformamide (10 mL) was added into the zinc reagent mixture. The reaction mixture was heated at 50C and stirred overnight. After cooling, the reaction mixture was quenched with water, diluted with EtOAc and filtered through Celite. The filter cake was washed with EtOAc and the filtrate was washed with brine, dried over anhydrous sodium sulfate, and concentrated. The residue was purified by flash column chromatography over silica gel (0-80% EtO Ac/hexane) to afford the desired product as a beige solid (4.0 g, 94%). LC-MS: 377.1 [M+Na]+; 1H NMR (400MHz, CDCl3) d 8.04 (t, 1H, J = 8.1 Hz), 7.02 (d, 1H, J = 8.0 Hz), 6.91 (d, 1H, J = 12.8 Hz), 6.70 (m, 1H), 5.02 (d, 1H, J = 8.0 Hz), 4.60 (m, 1H), 3.73 (s, 3H), 3.18 (dd, 1H, J = 13.8, 5.4 Hz), 3.07 (m, 1H), 3.03 (d, 3H, J = 4.6 Hz), 1.43 (s, 9H).

The synthetic route of 749927-69-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EPIODYNE, INC.; MEDINA, Julio Cesar; MCGEE, Larry; WEI, Zhi-Liang; SADLOWSKI, Corinne; SEIDL, Frederick; BHATT, Ulhas; WANG, Xiaodong; NGUYEN, Thomas; SPERANDIO, David; DING, Pingyu; NERURKAR, Alok; LI, Yihong; DUQUETTE, Jason; (307 pag.)WO2019/195634; (2019); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 127828-22-2, name is tert-Butyl (2-(2-aminoethoxy)ethyl)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 127828-22-2, Application In Synthesis of tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate

tert-Butyl 2-(2-aminoethoxy)ethylcarbamate (300 mg, 1.47 mmol) was taken up in CH2Cl2 (15 mL) along with 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoic acid (fenofibric acid, 467 mg, 1.47 mmol) and EDCI (310 mg, 1.47 mmol). The resulting reaction mixture was stirred at room temperature for 18 h. It was then brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (9:1 CH2Cl2/MeOH) to afford tert-butyl 2-(2-(2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanamido)ethoxy)ethylcarbamate (260 mg, 35%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, tert-Butyl (2-(2-aminoethoxy)ethyl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; Milne, Jill C.; Jirousek, Michael R.; Bemis, Jean E.; Vu, Chi B.; US2011/82210; (2011); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 40724-47-8, name is 4-Bromomethylbenzenesulfonamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromomethylbenzenesulfonamide

[0174] In a microwave tube was placed ethyl 2-(3 -([1,1? -biphenyll -3-yl)-4-(4,4 ,5 ,5- tetramethyl- 1,3 ,2-dioxaborolan-2-yl)- 1 H-pyrazol- 1 -yl)thiazole-4-carboxylate (91 mg, 0.1 mmol), 4-(bromomethyl)benzenesulfonamide (25.01 mg, 0.100 mmol), and Pd(Ph3P)4 (11.56 mg, 10.00 tmol). The tube was sealed and air was removed and re-filled with N2 (2-3 times). A mixture of toluene (0.75 ml, ratio: 2.500)/EtOH (0.3 ml, ratio: 1.000) was added, and then 2N Na2CO3(aq) (0.3 mL, 0.6 mmol, 6 equiv) was added. The mixture was stirred at 80 ¡ãC (pre-heated) for 2 h. The organic layer was separated, and the aqueous layer was extracted with EtOAc (2 mL x 3). The combined organic layer was dried (Na2504) and filtered. After removal of the solvent, the product was purified by silica gel chromatography using 30-60percent EtOAc/hexane as the eluent to give ethyl 2-(3-([1,1?-biphenyll-3-yl)-4-(4-sulfamoylbenzyl)- 1H-pyrazol-1-yl)thiazole-4-carboxylate 20 (35 mg, 0.064 mmol, 64.3percent yield) as a white solid. Some of the reduction product (ca. 30 mg) from either the reaction and/or from a previous step was collected and subjected to hydrolysis to give 22 (see Example 31, Scheme7A).

The synthetic route of 40724-47-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE UNITED STATES OF AMERICA AS REPRESENTED BY THE SECRETARY, DEPARTMENT OF HEALTH AND HUMAN SERVICES; VANDERBILT UNIVERSITY; MALONEY, David J.; JADHAV, Ajit; BANTUKALLU, Ganesha Rai; BRIMACOMBE, Kyle Ryan; MOTT, Bryan T.; YANG, Shyh Ming; URBAN, Daniel Jason; HU, Xin; SIMEONOV, Anton; KOUZNETSOVA, Jennifer L.; WATERSON, Alex Gregory; SULIKOWSKI, Gary Allen; KIM, Kwangho; CHRISTOV, Plamen; JANA, Somnath; (387 pag.)WO2016/109559; (2016); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of 147291-66-5, 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. 147291-66-5, name is tert-Butyl 3-aminobenzylcarbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of3 g (13.5 mmol) (3-amino-benzyl)-carbamic acid tert-butyl ester (WO 9740028 Al) and 1.81 ml (13.5 mmol) benzoyl isothiocyanate in 60 ml THF was stirred at room temperature for 1 h and afterwards evaporated under reduced pressure. 80 ml MeOH and 5.6 g (40.5 mmol) potassium carbonate in 80 ml water were added and the mixture was stirred at room temperature for 16 h. The mixture was concentrated under reduced pressure and extracted with ethyl acetate. The organic layers were washed with saturated NaHCO3 solution and concentrated under reduced pressure. The residue was purified by flash column chromatography on silica eluding with a gradient of hexane/ethyl acetate to yield after evaporation of the product fractions 3.56 g (94%) of the title compound as yellow amorphous solid. 1-H-NMR (300 MHz, DMSO d6) ?=1.39 (s, 9H, Boc), 4.10 (d, J=6.0 Hz, 2H, CH2), 6.9-7.4 (m, 7H, Ar+NHBoc+NH2), 9.69 ppm (s, 1H, NH). MS (m/e): 282.0 (MH+, 100%).

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, tert-Butyl 3-aminobenzylcarbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Neidhart, Werner; Nettekoven, Matthias Heinrich; Pflieger, Philippe; US2005/38089; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 21440-97-1, name is 6-Bromo-4,4-dimethyl-1,4-dihydrobenzo[d][1,3]oxazin-2-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 21440-97-1, SDS of cas: 21440-97-1

A solution of 61(500 mg, 1.95 mmol), benzyl mercaptan (0.34 mL, 2.92 mmol), i-Pr2NEt (1.03 mL, 5.90mmol), Pd2(dba)3 (90 mg, 0.098 mmol) and XantPhos (113mg, 0.195 mmol) in dioxane (10 mL) was degassed with N2 for 5 min.The mixture was then heated to 100 C for 5 h. The crude reaction mixture was dry-loaded onto silica gel and purified via ISCO flash column chromatography(eluting with 40% EtOAc in hexanes) to afford 62 (550 mg, 94%).

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:
Article; Lotesta, Stephen D.; Marcus, Andrew P.; Zheng, Yajun; Leftheris, Katerina; Noto, Paul B.; Meng, Shi; Kandpal, Geeta; Chen, Guozhou; Zhou, Jing; McKeever, Brian; Bukhtiyarov, Yuri; Zhao, Yi; Lala, Deepak S.; Singh, Suresh B.; McGeehan, Gerard M.; Bioorganic and Medicinal Chemistry; vol. 24; 6; (2016); p. 1384 – 1391;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Synthetic Route of 71026-66-9, 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. 71026-66-9, name is tert-Butyl (4-aminophenyl)carbamate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The aldehyde (294 mg, 1.68 mmol, 1 eq. ) was added to a solution of aniline (350 mg, 1.68 mmol, 1 eq. ) and MGS04 (420 mg, 3.36 mmol, 2 eq. ) in 10 mL of toluene. The reaction mixture was stirred at 25 C for 12h, and the solvents were evaporated to give the imine (85%).

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, tert-Butyl (4-aminophenyl)carbamate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CAREX S.A.; WO2004/72046; (2004); A2;,
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. 955406-36-7, name is Benzyl (3-hydroxycyclohexyl)carbamate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Benzyl (3-hydroxycyclohexyl)carbamate

Solid TBSCI (2.66 g, 17.6 mmol) was added to a stirring mixture of benzyl (3-hydroxycyclohexyl)carbamate (4.0 g, 16 mmol) and imidazole (1.63 g, 24 mmol) inDMF (16 mL). After 3 h the mixture was partitioned with 2 M HCI (100 mL) and Et20(100 mL). The layers were separated and the aqueous phase was extracted with Et20(2 x 50 mL). The combined organic extracts were concentrated and purified by flashchromatography to afford the desired cis diastereomer 53 (2.99 g, 73% based on 7:3 dr in starting material). H (400 mHz, CDCI3) 0.06 (6H, s), 0.89 (9h, s), 1.28-1.51 (4H, m), 1.60-1.71 (2H, m), 1.75-1.85 (1H, m), 1.86-1.93 (1H, m), 3.70-3.80 (1H, m), 3.83- 3.92 (1 H, m), 5.08 (2H, distorted ABq), 5.70 (1 H, br s), 7.27-7.37 (5H, m); (150mHz, CDCI3)-5.0, -4.8, 18.0, 25.8, 31.4, 34.0, 39.4 br, 47.4, 66.2, 68.9, 127.8, 127.85,155.5, 128.4, 136.9; m/z (ES+) 364.3 [M+H HRMS (ES+) exact mass calculated forC20H34NO3Si [M+H], 364.2308; found 364.2301. The stereochemistry was confirmedby conversion of a sample to the known cis-benzyl (3-hydroxycyclohexyl)carbamate byTBAF deprotection: H (400 MHz, CDCI3) 1.10-1.39 (4H, m), 1.67-1.89 (3H, m), 2.20-2.29 (1H, m), 3.53-3.89 (1H, m), 3.69-3.81 (1H, m), 5.09 (3H, brs), 7.27-7.40 (5H,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 955406-36-7.

Reference:
Patent; UNIVERSITY COLLEGE CORK; KATHOLIEKE UNIVERSITEIT LEUVEN; DEHAEN, Wim; BALZARINI, Jan; MAGUIRE, Anita; KEANE, Sarah Jane; FORD, Alan; MAGUIRE, Nuala; MULLINS, Nicholas, D.; WO2014/79903; (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. 459817-82-4, name is tert-Butyl 1,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide, A new synthetic method of this compound is introduced below., Recommanded Product: 459817-82-4

tert-Butyl l,2,3-oxathiazolidine-3-carboxylate 2,2-dioxide (2.76 g, 12.37 mmol) was added portionwise to ethyl 4-(2-chloro-5-methylpyrimidin-4-yl)-lH-imidazole-2-carboxylate (Intermediate 23; 3.0 g, 11.25 mmol), K2CO3 (4.66 g, 33.75 mmol) and 18-crown-6 ether (0.595 g, 2.25 mmol) in 1,4-dioxane (60 mL) at 100 C under air. The resulting solution was stirred at 100 C for 2 hours. The mixture was cooled, filtered and the resulting solid was washed with ethyl acetate. The filtrate was then concentrated under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 25 to 30% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford ethyl 1 -(2- ((tert-butoxycarbonyl)amino)ethyl)-4-(2-chloro-5-methylpyrimidin-4-yl)-lH-imidazole-2- carboxylate (Intermediate 22; 3.20 g, 69.4%) as a white solid. H NMR (400 MHz, DMSO, 20.2 C) delta 1.25 (9H, s), 1.35 (3H, t), 2.62 (3H, s), 3.35 (2H, dd), 4.37 (2H, q), 4.49 (2H, t), 6.93 (1H, t), 8.18 (1H, s), 8.61 (1H, s). m/z (ES+), [M+H]+ = 410

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; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; SWALLOW, Steven; GRAHAM, Mark, Andrew; DOBSON, Andrew, Hornby; MCCABE, James, Francis; (223 pag.)WO2017/80979; (2017); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics