Month: September 2021

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 1262407-18-0 as follows. Computed Properties of C9H16N2O2

To a solution of 4-((2-fluoro-4-(methylsulfonyl)phenoxy)methyl)cyclohexanone (0.30 g, 1.0 mmol) and tert-b tyl 3,6-diazabicyclo[3.1.0]hexane-3-carboxylate (0.20 g, 1.1 mmol) in DCE (5 mL) at room temperature under nitrogen was added acetic acid (0.11 mL, 2.0 mmol) and sodium triacetoxyborohydride (0.53 g, 2.5 mmol). The mixture was heated at 45 C overnight. The reaction formed a major side product (alcohol) from the ketone starting material. The mixture was quenched with saturated NaHC03 (aq.). The organic layer was separated and the aqueous layer was extracted once with DCM. The combined organic phases were concentrated under reduced pressure and purified by preparative HPLC. Pure fractions were combined, neutralized with saturated NaHC03 (aq.), and concentrated. The resulting suspension was filtered to afford the title compound as a white solid (0.026 g, 5.5%). Exact mass calculated for C23H33FN2O5S: 468.2, found: LCMS m/z = 469.4 [M+H]+; lU NMR (400 MHz, CDC13) delta ppm 1.00-1.14 (m, 2H), 1.20-1.32 (m, 1H), 1.41 (s, 9H), 1.45-1.61 (m, 2H), 1.82-2.03 (m, 5H), 2.26 (s, 2H), 3.03 (s, 3H), 3.32 (dd, J = 17.56, 11.49 Hz, 2H), 3.55 (t, J = 10.99 Hz, 2H), 3.89 (dd, J = 5.94, 1.89 Hz, 2H), 7.05 (t, J = 8.08 Hz, 1H), 7.61-7.66 (m, 1H), 7.67 (d, J = 9.35 Hz, 1H). The cis analog was also obtained as a white solid (0.052 g, 11.1%).

According to the analysis of related databases, 1262407-18-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; JONES, Robert M.; BUZARD, Daniel J.; HAN, Sangdon; KIM, Sun Hee; LEHMANN, Juerg; YUE, Dawei; ZHU, Xiuwen; WO2012/145361; (2012); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Application of 869494-16-6, 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. 869494-16-6, name is tert-Butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of tert-butyl 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate (266 mg, 1.34 mmol), 2,5- dichloropyrazine (260 mg, 1.74 mmol) and K2C03(s) (927 mg, 6.71 mmol) in DMSO (1.5 mL)was stirred for 2 h at 80 °C, then overnight at 85 °C. After cooling to ambient temperature, the mixture was diluted with water and stirred vigorously until the ensuing exotherm dissipated. The aqueous mixture was extracted with Et20, and the biphasic mixture was filtered and separated. The aqueous phase was extracted with DCM, and the Et20 and DCM extracts were combined. The combined organic extracts were dried over anhydrous MgSO4(), filtered, and concentrated in vacuo. The residue was purified by silica chromatography (10percent EtOAc in DCM with 0.05percent NH4OH as the eluent) to cleanly provide the title compound (286 mg, 69percent yield). MS (apci) m/z = 311.0 (M+1); 313.2 (M+2) with Cl pattern.

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 3,6-diazabicyclo[3.1.1]heptane-6-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 78191-00-1, 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 78191-00-1 as follows.

To the product of step (a) (110 g, 0.46 mol) in 1.0 L OF THF AT-78 C was added 236 mL (0.51 mol) of 2.14 M n-butyllithium in hexanes via a dropping funnel. After 30 minutes, N-methyl-N-methoxy acetamide (71 g, 0.69 mol, available from TCI) was added. After 2 hours, the reaction mixture was quenched with water, diluted with 2.0 L of 1.0 M aqueous phosphate buffer (pH = 7. 0) and extracted once with diethyl ether. The diethyl ether phase was washed once with brine, dried over NA2S04, filtered and concentrated under reduced pressure to give a light orange oil. The oil was dissolved in a –122– minimum volume of ethyl acetate, diluted with hexanes, and to give the title compound as a crystalline solid.

According to the analysis of related databases, 78191-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THERAVANCE, INC.; WO2004/89892; (2004); A2;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 40545-33-3, A common heterocyclic compound, 40545-33-3, name is 2-Amino-5-methylbenzamide, molecular formula is C8H10N2O, 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.

A mixture of 2-amino-5-methylbenzamide (150 mg, 1 mmol)), Benzaldehyde (106 mg, lmmol), Water (1 · OmL)And then added to 5mL single-mouth bottle. The mixture was reacted at reflux temperature for 2 hours and then cooled to room temperature. Then join[Cp * Ir (H20) 3] [0Tf] 2 (6.8 mg, 0. ol mmol, 1 mol%) was reacted at reflux temperature for 1 hour and then cooled to room temperatureTheThe solvent was removed under vacuum under reduced pressure and then passed through a column chromatography (developing solvent): Ethyl acetate / n-hexane) to give the pure title compoundObjects,Yield: 81%.

The synthetic route of 40545-33-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing University of Science and Technology; LI, Feng; LU, Lei; MA, Juan; CHENG, Rui; (18 pag.)CN106518789; (2017); A;,
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. 6331-71-1, name is 4-Amino-N,N-dimethylbenzamide, A new synthetic method of this compound is introduced below., Formula: C9H12N2O

To a mixture of B-02b (1.68 g, 10.2 mmol) in 30 mL concentrated hydrochloric acid at -10 0C is added a solution of sodium nitrite (755 mg, 10.9 mmol) in 7 mL water. The reaction mixture is stirred for 1 h at 0 0C and then at -5 0C a solution of tin(II) chloride dehydrate (4.81 g, 21.4 mmol) in 10 mL concentrated HCl is added. The cooling bath is removed and the reaction mixture is stirred for 1 h at RT. The reaction mixture is basified with 8 M aqueous sodium hydroxide and extracted with ethyl acetate. The combined organic phases are dried over MgSO4 and concentrated in vacuo. The residue is taken up in diethyl ether and 2 M HCl in diethyl ether is added until no more precipitate is formed. The precipitate is filtered of and dried in vacuo at 40 0C. Yield: 213 mg.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/112565; (2009); 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. 4141-08-6, name is 2-Amino-N-methylbenzamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: amides-buliding-blocks

2-amino-N-methylbenzamide (1.53 g, 10 mmol), potassium carbonate (2.07 g, 15 mmol), DMF (15 mL) were added in a 100 mL reaction flask, 2,4,5-trichloropyrimidine (1.85 g, 10 mmol) was added with stirring. The reaction solution was stirred at 75 C for 5 hours, the reaction solution was poured into water, and the solid precipitated, and the filter cake was collected by filtration. The filter cake was beaten with 50% acetonitrile-water and dried to give 2 g of pale yellow solid II-01 in 67% yield.

The synthetic route of 4141-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beijing Normal University; Zhang Huabei; Fang Yu; Wang Dawei; Qi Yueheng; Liu Jianping; Gao Hang; (43 pag.)CN106905303; (2017); A;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Related Products of 63920-73-0, 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 63920-73-0 as follows.

A mixture of 2-amino-4,6-dimethoxy-benzamide (0.71 g, 3.71 mmol), 3,5-dimethyl-4-benzyloxy benzaldehyde (0.94 g, 3.90 mmol), sodium hydrogensulfite (0.68 g, 3.90 mmol) and p-toluenesulfonic acid (70 mg, 0.37 mmol) in N,N-dimethylacetamide (25 mL) was stirred at 150 C. for 16 h. The reaction mixture was cooled to room temperature and diluted with water (200 mL). The resulting solid was collected by filtration and washed with hexanes to afford 2-(4-benzyloxy-3,5-dimethyl-phenyl)-5,7-dimethoxy-3H-quinazolin-4-one as a white solid (1.2 g, 79%).

According to the analysis of related databases, 63920-73-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter Ronald; US2013/281397; (2013); A1;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Electric Literature of 7341-96-0, 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. 7341-96-0, name is Propiolamide belongs to amides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The imine (0.2mmol), rhodium acetate (0.002mmol), Molecular sieve (300 mg) and the mixture is dissolved 1.5 ml dichloromethane solvent, into mixed solution 1, in 20 C stirring for 10 minutes. Then the propargyl amide (0.24mmol) and phenyl diazonium acetic acid methyl ester (0.24mmol) dissolved in 1.0 ml methylene chloride solvent, into solution 2. The solution 2 for 20 C lower, in 1 hour for adding and mixing the solution in the injection pump 1. The reaction mixture is purified by rapid column chromatography, to obtain the pure product, its structure is shown as formula (f) is shown. The yield is 89%, dr value is equal to the 88:12. The product of the1As shown in Figure 11, H NMR schematic view thereof13C NMR schematic view as shown in Figure 12.

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, Propiolamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EAST CHINA NORMAL UNIVERSITY; HU, WENHAO; WU, YONG; WANG, WENKE; TANG, MIN; (29 pag.)CN106146334; (2016); A;,
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. 4141-08-6, name is 2-Amino-N-methylbenzamide, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Amino-N-methylbenzamide

In a 250 mL reaction flask,A solution of 15 g (0.1 mol) of 2-amino-N-methylbenzamide,80 mL of acetonitrile was added,Ice bath temperature control below 10 ,33.75 g (0.25 mol) of sulfonyl chloride was slowly added dropwise,30min drops finished,Stirred at room temperature for 3 h,Most of the acetonitrile was distilled off under reduced pressure,With 20% Na2CO3 aqueous solution to adjust the pH to neutral,Filter,Washed,19.8 g of an off-white solid,Yield 90.4%.

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 4141-08-6.

Reference:
Patent; Qingdao University of Science and Technology; XU, LIANGZHONG; TIAN, SHUAIWANG; WANG, MINGHUI; (9 pag.)CN105153113; (2016); B;,
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics