Tag: M.W=200-300

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. 177906-48-8, name is trans-N-Boc-1,4-cyclohexanediamine, A new synthetic method of this compound is introduced below., 177906-48-8

To a stirred solution of 1-benzyl-3-methyl-1H-pyrazole-5-carboxylic acid (0.150 g, 0.69 mmol) in DMF (5 mL) was added HATU (0.393 g, 1.0 mmol) and diisopropylethylamine (0.24 mL, 1.4 mmol). The solution was stirred for 10 min at 0oC. tert-Butyl ((1r,4r)-4-aminocyclohexyl)carbamate (0.147 g, 0.69 mmol) was added and the reaction stirred at rt for 2 h. The progress of the reaction was monitored by TLC. After complete consumption of starting material, the reaction was quenched with water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous Na2SO4and concentrated under reduced pressure to obtain a crude residue which was purified by column chromatography to afford tert-butyl ((1r,4r)-4-(1- benzyl-3-methyl-1H-pyrazole-5-carboxamido)cyclohexyl)carbamate (0.08 g, 25%)

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; Epizyme, Inc.; Poley, Megan Allen Clunan; Kunz, Kevin Wayne; Mills, James Edward John; Mitchell, Lona Helen; munckhof, Michael John; Harvey, Darren Martin; (303 pag.)KR2017/45749; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

108468-00-4, Name is 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene, 108468-00-4, belongs to amides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

EXAMPLE 134 N-(4-tert.butoxycarbonylaminomethyl-phenylmethyl)-3-(4′-trifluoromethylbiphenyl-2-carbonylamino)-benzoic acid amide Prepared analogously to Example 34 from 3-(4′-trifluoromethyl-biphenyl-2-carbonylamino)-benzoic acid, 4-(tert.butoxycarbonyl-aminomethyl)-benzylamine, TBTU and N-ethyldiisopropylamine in dimethylformamide. Yield:89% of theory Rf value:0.70 (silica gel; dichloromethane/ethanol 9:1)

Statistics shows that 1-(N-Boc-aminomethyl)-4-(aminomethyl)benzene is playing an increasingly important role. we look forward to future research findings about 108468-00-4.

Reference:
Patent; Priepke, Henning; Hauel, Norbert; Thomas, Leo; Mark, Michael; Dahmann, Georg; US2002/32238; (2002); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

A common compound: 6292-59-7, name is 4-(tert-Butyl)benzenesulfonamide, belongs to amides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 6292-59-7

At room temperature, the appropriate amount of organic solvent (volume ratio of 1: DMAC 2 and the mixture of PEG-200), addOn the lOOmmol formula , compounds, lOmmol catalyst 150mmol formula (II) (as 8mmol triple error (A1C13) 2mmol chloride and zinc iodide (Znl2) mixture), 50mmol oxidant Phi (TFA) 2,18mmol aid 85mmol of niobium pentachloride and trifluoromethanesulfonic acid; and then warmed to 75 ¡ã C, and the reaction was stirred at this temperature for 2.5 hours;After the [0051] reaction, the reaction system was cooled to room temperature, followed by addition of a saturated aqueous solution of sodium thiosulfate was sufficiently washed with acetone was added and extracted 3 times, the combined organic phase was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure , the residue by flash column chromatography on silica gel, ethyl acetate and an equal volume of petroleum ether mixture as eluent, to afford the compound of formula (III), in a yield of 97.3percent

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, 6292-59-7, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhang Wei; Zhang, Wei; (10 pag.)CN105294518; (2016); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Some common heterocyclic compound, 144-80-9, name is N-((4-Aminophenyl)sulfonyl)acetamide, molecular formula is C8H10N2O3S, 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. 144-80-9

General procedure: A mixture of appropriate sulfonamide 1 (10 mmol) in DMF (20 mL) and the appropriate isothiocyanate (10 mmol) in dioxin (20 mL) was heated on a water bath for 1 h, cooled and then poured onto ice cooled water. The pale yellow solid thus obtained was filtered and recrystallized from ethanol as needles.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 144-80-9, its application will become more common.

Reference:
Article; Faidallah, Hassan M.; Khan, Khalid A.; Journal of Fluorine Chemistry; vol. 142; (2012); p. 96 – 104;,
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. 51-06-9, name is 4-Amino-N-(2-diethylaminoethyl)benzamide, A new synthetic method of this compound is introduced below., 51-06-9

To a solution of procainamide (26 mg, 0.112 MMOL) in DICHLOROMETHANE (1.5 mL) under inert atmosphere were triethylamine (31 uL) and 4-trifluoromethoxyphenyl isocyanate (30 , uL, 0.145 MMOL) added. The reaction was stirred for three days. PS-Trisamine (0. 16 g, 3.58 mmol/g, 0.56 MMOL) was added and the reaction was stirrede for two more days. The resin was filtered off and the reaction mixture was concentrated in vacuo. The crude product was purified by acidic ion exchange chromatography (SCX-colon) giving 29 mg (59%) of the title product. LCMS (AN20P10) : RT = 5.52 min, (M-1) = 439.0 m/z.

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; 7TM PHARMA A/S; LITTLE, Paul Brian; WO2004/48319; (2004); 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. 621-38-5, name is 3-Bromoacetanilide, A new synthetic method of this compound is introduced below., 621-38-5

Step 1: To DMF (16 mL) was added POCI3 (48.8 mL. 523 mmol) dropwise via cannula over 30 minutes at 0 C. and the reaction mixture was stirred for another 30 minutes at this temperature. Then, N-(3-brornophenyi)acetamide (16 g, 75 minol) was added to the mixture and the reaction was stirred at 80 C for 2 It The solvent was then removed under reduced pressure to afford crude residue which was diluied with 200 mL of saturated aqueous NaHCO3 and extracted with1000 inL of EtOAc. The organic phase was washed with water (600 mL), brine (300 mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluted with 20% EtOAc/PE) to afford 7-brorno-2.-chloroquinoline-3-carbaldehyde as a solid. Then, 7-bromo-2- cliloroquinoline-3-carbaldehyde (1.8 g, 6.65 mmol) was coevaporated with toluene (5 rnL) threetimes. To a. solution of 7-brorno-2-chloroquinohne-3-carbaldehvde (1.8 g, 6.65 mmol) in DCM(27 ni) was added DAST (1.76 mL, 13.31 mmol) at 0 C, and the nixiure was then stuffed at50 C for 1.5 h. The reaction was diluted with 50 rnL of saturated aqueous Nal-{C03 at 0 C andextracted with 250 rnL EtOAc. The organic phase was washed with water (100 mL), brine (100mL), dried over anhydrous sodium sulfate, filtered, and the filtrate was concentrated underreduced pressure. The resulting residue was purified by silica gel column chromatography(eluted with 30% DCM/PE) to afford 7-brorno-2-chloro-3-(difluorornethyl)quinoline as a solid.MS: 292/294 (M ¡À 1/M ¡À 3).

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; MERCK SHARP & DOHME CORP.; IDENIX PHARMACEUTICALS LLC; MACHACEK, Michelle; WITTER, David; GIBEAU, Craig; HUANG, Chunhui; KAWAMURA, Shuhei; SLOMAN, David, L.; SILIPHAIVANH, Phieng; QUIROZ, Ryan; WAN, Murray; SCHNEIDER, Sebastian; YEUNG, Charles, S.; REUTERSHAN, Michael, H.; HENDERSON, Timothy, J.; PAPARIN, Jean-Laurent; RAHALI, Houcine; HUGHES, Jonathan, M., E.; SANYAL, Sulagna; YE, Yingchun; CANDITO, David, A.; FIER, Patrick, S.; SILVERMAN, Steven, M.; (277 pag.)WO2020/33288; (2020); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

68524-30-1, 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. 68524-30-1, name is 2-[(Diphenylmethyl)thio]acetamide, A new synthetic method of this compound is introduced below.

2-(Benzhydrylthio)acetamide obtained according to Example 4 (30 g-HPLC 97.9%) and acetic acid (120 ml) are loaded into a 1000 ml round-bottom flask. The mixture is heated to 40 C., slowly added with 35% hydrogen peroxide (11.7 g) and reacted at 40 C. for about 6 hours. The mixture is then cooled to 30 C., added with water (900 ml) and further cooled to 15 C. The product is filtered and washed with water. The wet product (49.4 g) thus obtained (HPLC: 95.73%, 0.083% (sulfone)) is dried at 50 C. under reduced pressure. Yield: 29.7 g. Crude modafinil is recrystallized from methanol (193 ml), by heating under reflux and cooling then to 15 C. The precipitate is filtered, washed with cold methanol and dried at 50 C. under reduced pressure. Yield: 23.4 g (HPLC: 99.9%, 0.01% (sulfone)).

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; PROCOS S.P.A.; US2004/106829; (2004); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

The chemical industry reduces the impact on the environment during synthesis 22117-85-7, name is 2-Methoxy-5-sulfamoylbenzoic acid, I believe this compound will play a more active role in future production and life. 22117-85-7

example 35 by following general method D using 0.84 g. of 6-methoxy-3-sulfamoylbenzoic acid and 0.6 g. of N-benzyl-N-methylethylenediamine, 1.2 g. of N-[2-(N’-benzyl-N’-methylamino)ethyl]-6-methoxy-3-sulfamoylbenzamide was obtained. Melting point: 202-203 C. (recrystallized from a mixture of methanol and isopropanol). Elemental analysis for C18 H23 N3 O4 S:

The chemical industry reduces the impact on the environment during synthesis 22117-85-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US4097487; (1978); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 22726-00-7 name is 3-Bromobenzamide, 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. 22726-00-7

Step 1: 3-(3-Bromophenyl)-1H-1,2,4-triazole (alternate reparation) A slurry of 3-bromobenzamide (77.4 g; 387 mmol) in DMF-DMA (150 mL) was prepared at room temperature and heated to 80 C. for 5 h. The mixture was cooled, poured into ice water (~2L) and stirred at room temperature 2 h. Precipitated solid was collected by filtration and washed with water (3*500 mL) and hexanes (2*200 mL), and the cake was air-dried on the filter. The above solid was added to a solution of hydrazine monohydrate (18.0 mL; 370 mmol) in acetic acid (500 mL) at room temperature (internal temp RT?~40 C. during addition). The mixture was stirred 5 min and heated to 90 C. for 90 min. The mixture was cooled, and partially concentrated in vacuo to approximately 100 mL. The mixture was poured into ice water (~3 L) and stirred 1 h. Precipitated solid was collected by filtration, washed with water and the cake was air-dried on the filter overnight. The solid was recrystallized from benzene, affording the title compound as a colorless solid. LC/MS (method E) tR 0.61 min, m/z 224, 226 (M+H Br isotopes).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Bromobenzamide, and friends who are interested can also refer to it.

Reference:
Patent; IGNAR, DIANE MICHELE; US2010/113512; (2010); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

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. 112101-81-2 name is R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, 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. 112101-81-2

EXAMPLE 2: Formation of tamsulosin amide (4) A 500 ml three-necked, round bottom flask was charged with 15.12g of amine 3 and 76 mi of THF. With moderate stirring under nitrogen, a heavy white suspension was formed. The suspension was then cooled in an ice-water bath to 0- 5C. With moderate stirring, 65 ml of a 1 M solution of diisobutylaluminum hydride in THF was added to the suspension at a rate such that the batch temperature was maintained at 5-10C. After the addition was completed, the mixture was stirred at 5-10C for 5 minutes to give a light white suspension. The cooling bath was removed and the mixture was allowed to warm to 20-25C and agitated for 1 hour at this temperature. With moderate agitation, 13.02 g of 2 in toluene was charged into the mixture via a syringe. The resulting reaction mixture was stirred at 20-25C for 16 hours and then cooled in an ice-water bath to 0-5C. With vigorous agitation, HCI was charged in slowly such that the reaction temperature was maintained at 20- 25C. A heavy white suspension was formed. The above suspension was transferred to a 1 L Erlenmeyer flask equipped with a magnetic stirring bar with the aid of CH2CI2. This mixture was stirred vigorously for 30 minutes at 20-25C to give a biphasic solution. The layers were separated and the lower organic layer was collected and washed with water. The cloudy solution was filtered and concentrated via distillation under atmospheric pressure. The solution was cooled to 40-50C and ethanol was added. The resultant solution was again concentrated via distillation under atmospheric pressure to generate a heavy white suspension. The heavy white suspension obtained above was cooled to 20-25C. With moderate stirring, MTBE was charged. The resultant mixture was stirred for 5 minutes and then cooled in an ice-water bath to 0-5C. Agitation continued for another 30 minutes. The white solid in the suspension was collected by suction filtration while cold. The cake was collected and dried under vacuum at 45C for 16 hours to give 20.2 g of the amide 4 with a yield of 77%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, R-5-(2-Aminopropyl)-2-methoxybenzenesulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; TORCAN CHEMICAL LTD.; WO2005/51897; (2005); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics