Tag: M.W=100-200

Reference of 450-91-9, The chemical industry reduces the impact on the environment during synthesis 450-91-9, name is 4-Fluoro-2-methoxyaniline, I believe this compound will play a more active role in future production and life.

Ice bath,4-Fluoro-2-methoxyaniline (6.5 g, 46 mmol) was dissolved in concentrated sulfuric acid (50 mL)After stirring for 30 minutes in an ice bath,Potassium nitrate (5.2 g, 51 mmol) was added portionwise,After the addition, the reaction was allowed to proceed to room temperature and the reaction was stirred for 12 hours.After completion of the reaction,The reaction was poured into ice and the pH was adjusted to 8 with the addition of ammonia, Ethyl acetate (200 mL × 3), dried over anhydrous sodium sulfate,Concentrated, and purified by column chromatography (petroleum ether: ethyl acetate = 3: 1) to give the title compound (6.9 g, yield 80%).

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, 4-Fluoro-2-methoxyaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Shandong Xuanzhu Pharmaceutical Technology Co., Ltd; Wu, Yongqian; (68 pag.)CN105884695; (2016); A;,
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These common heterocyclic compound, 658-89-9, name is 4-(Trifluoromethoxy)benzene-1,2-diamine, 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. Quality Control of 4-(Trifluoromethoxy)benzene-1,2-diamine

To a solution of 1, 2-diamino-4-trifluoromethoxybenzene (35g, 180 mmol) in tetrahydrofuran (350 ml) was added urea (32 g, 180 mmol). The solution was refluxed at 7O0C overnight, concentrated under vacuum to a volume of about 100 mL and diluted with water (500 mL). The suspension was stirred at room temperature overnight and filtered. The solid was washed with water and dried under vacuum to obtain a white crystalline solid. LC-MS: m/e (M+l) = 219. 1H NMR (DMSO, 500 MHz) delta 10.85 (d, J=8Hz, 2H), 6.97 (d, J=8.5Hz, IH), 6.90 (d, J=I lHz, 2H).

The synthetic route of 4-(Trifluoromethoxy)benzene-1,2-diamine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2006/22954; (2006); A2;,
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Adding a certain compound to certain chemical reactions, such as: 4393-09-3, name is (2,3-Dimethoxyphenyl)methanamine, belongs to ethers-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 4393-09-3, Safety of (2,3-Dimethoxyphenyl)methanamine

In a 20 mL scintillation vial, 4-amino-5-cyano-6-ethoxy-pyrindine-2-carboxylic acid (19 mg, 0.09 mmol) was dissolved in DMA (0.7 mL). Then TBTU (30 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added, followed by the addition of 2,3-dimethoxylbenzylamine (17 mg, 0.11 mmol, 1.2 eq.) in DMA (0.6 mL). Then TEA (9.37 mg, 0.09 mmol) dissolved in DMA (0.7 mL) was added. The mixture was shaken at room temperature for 24 hours. The crude mixture was purified using reverse phase HPLC (TFA). 1H NMR (500 MHz, DMSO-D6/D2O) delta ppm 1.28 (t, 3H) 3.80 (d, 6H) 4.26-4.66 (m, 4H) 6.67-7.19 (m, 4H) 8.87 (t, 1H). MS (ESI) positive ion 357 (M+H)+; negative ion 355(M-H)-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (2,3-Dimethoxyphenyl)methanamine, and friends who are interested can also refer to it.

Reference:
Patent; Liu, Gang; Sham, Hing L.; Szczepankiewicz, Bruce G.; Xin, Zhili; Zhao, Hongyu; Serby, Michael D.; Liu, Bo; Liu, Mei; US2006/173050; (2006); A1;,
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These common heterocyclic compound, 592-55-2, name is 1-Bromo-2-ethoxyethane, 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. Product Details of 592-55-2

2-(2-ethoxyethoxy)-1 ,3-dimethylidene-2,3-dihydro-1 H-isoindole (1-18) The N-hydroxypthalimide (4.0 g) and 1 -bromo-2-ethoxyethane (11 .25 g) were dissolved in DMF (40.0 ml) and CH3000Na (10.0 g) was added to the solution at room temperature. The reaction mixture was allowed to stir at 70 00 for 12 hours. Thereaction mixture was allowed to cool to room temperature and was and was poured in water and then extracted two times by ethyl acetate. The organic layer was concentrated under reduce pressure and was purified by column chromatography using silica gel. The desired product was eluted with 0-30% ethyl acetate in hexane. Evaporation of pure product fractions gave 4.8 g of 2-(2-ethoxyethoxy)-1 ,3-dimethylidene-2,3-dihydro-1H-isoindole (1-18) (Yield: 83.3 %). 1H-NMR (DMSO-d6): (ppm) 0.98 (t, 3H),3.39 (q, 2H), 3.73 (t, 2H), 4.27 (t, 2H), 7.87 (s, 4H). LC-MS: mlz= 236.2 (M+H).

The synthetic route of 1-Bromo-2-ethoxyethane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INFLECTIS BIOSCIENCE; GUEDAT, Philippe; (110 pag.)WO2016/1390; (2016); A1;,
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Adding a certain compound to certain chemical reactions, such as: 22236-10-8, name is 4-(Difluoromethoxy)aniline, belongs to ethers-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 22236-10-8, Quality Control of 4-(Difluoromethoxy)aniline

General procedure: Step-1:4-amino-2,6-dichloro pyrimidine: 2,4,6-trichloro pyrimidine (1.0 mmol) in ethanol (5 mL) was treated with an aromatic amine (1.1 mmol) in the presence of Na2CO3 (1.1 mmol) at rt. The mixture was stirred at reflux for 2-4 h until completion of the reaction. The reaction progress was followed by TLC. After completion of the reaction, an equal volume of water was added with cooling. The resulting white precipitate was filtered, washed with water, and dried in vacuum over night to yield 4-substituted 2,6-dichloro pyrimidine. In case of no precipitation, ethanol was removed by rota vap., and the residue was dissolved in CH2Cl2. The organic layer was washed twice with water, brine, dried (Na2SO4), filtered, and concentrated. The resulting crude was purified by column chromatography to afford the 4-amino-2,6-dichloro pyrimidines in 85-95% yield. Step-2: 2,4-diamino-6-chloropyrimidine: 4-amino-2,6-dichloro pyrimidine (1.0 mmol) prepared from the above procedure was treated with another aliphatic amine or aromatic amine (2.0 mmol) in the presence of DIEPA (5.0 mmol) in n-BuOH (5 mL) at rt. For an aliphatic amine the reaction mixture was stirred at rt for overnight. For an aromatic amine the reaction mixture was refluxed for 24-72 h or placed in microwave (150 C, 2-7 h) until completion of the reaction. The reaction progress was followed by TLC. After completion of the reaction, solvents were removed by rota vap., and the residue was dissolved in CH2Cl2. The organic layer was washed twice with water, brine, dried (Na2SO4), filtered, and concentrated. The resulting crude was purified by column chromatography (EtOAc/hexane) to afford the 2,4-diammino-6-chloropyrimidines in 85-90% yield. Step-3: 2,4,6-triaminopyrimidine: 2,4-diamino-6-chloropyrimidine (1.0 mmol) prepared from the above procedure was treated with another suitable aliphatic amine or aromatic amine (3.0 mmol). For an aliphatic amine, 2,4-diamino-6-chloropyrimidine (1.0 mmol) was treated with aliphatic amine (3.0 mmol) and DIPEA (5.0 mmol) in n-BuOH (5 mL) and placed in microwave (150 C) for 3-7 h. After the completion of the reaction (monitored by TLC), solvents were removed and the residue was dissolved in EtOAc. The organic layer was washed twice with water, brine, dried (Na2SO4), filtered, and concentrated. The resulting crude was purified by column chromatography to afford the 2,4,6-triaminopyrimidines 90-95% yield. For aromatic amine; 2,4-diamino-6-chloropyrimidine (1.0 equiv) was dissolved in dioxane under argon and to that were added Pd2(dba)3 (10 mol %), Xantphos (10 mol %), aromatic amine (1.2 mmol), t-BuOK (1.2 mmol). The resulting solution was degassed with argon for 5 min and heated to 85 C for overnight. The reaction mixture was filtered through a pad of celite, washed with CH2Cl2 (2 × 10 mL) and the resulting filtrate was concentrated. The resulting crude was purified by flash column chromatography to yield 2,4,6-triaminopyrimidines in 90-95% yield.

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, 4-(Difluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sagi, Vasudeva Naidu; Liu, Tianyu; Lu, Xiaoying; Bartfai, Tamas; Roberts, Edward; Bioorganic and Medicinal Chemistry Letters; vol. 21; 23; (2011); p. 7210 – 7215;,
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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. 33170-72-8, name is 2-Bromo-1,1-dimethoxypropane, A new synthetic method of this compound is introduced below., Recommanded Product: 33170-72-8

[0157] To a stirred solution of 3,5-bis(methylthio)-l ,2,4-triazin-6-amine (10.0 g, 53.19 mmol) and 2-bromo- 1 , 1 -dimethoxypropane (19.6 g, 319.14 mmol, 2 times added), in CH3CN (120 mL) was added (+/-)-camphor-10-sulfonic acid (3.70 gm, 15.95 mmol) and MS-4A (2 g). and the mixture was heated at 85 C for 40 h. The mixture was cooled to RT and concentrated under reduced pressure to reduce the volume to 30 mL. The obtained solid was filtered and washed with CH3CN (10 mL). The solid was dissolved in 20% MeOH in CH2CI2 and filtered, and the filtrate was concentrated under reduced pressure to afford 7- methyl-2,4-bis(methylthio)imidazo[l ,2-f][1,2,4]triazine as a pale brown solid (7 g, 58%). 1H NMR (300MHz, DMSO-J6) delta 7.59 (br s, IH), 2.63 (s, 3H), 2.60 (s, 3H), 2.48 (s, 3H); MS (ESI) m/z 227.12 [M+H]+.

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; KALYRA PHARMACEUTICALS, INC.; BUNKER, Kevin, Duane; ABRAHAM, Sunny; HOPKINS, Chad, Daniel; PINCHMAN, Joseph, Robert; HUANG, Peter, Qinhua; SLEE, Deborah, Helen; (122 pag.)WO2016/183094; (2016); A1;,
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Related Products of 6346-09-4, A common heterocyclic compound, 6346-09-4, name is 4,4-Diethoxybutan-1-amine, molecular formula is C8H19NO2, 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-Fmoc-4-amino-butyraldehyde diethyl acetal4-Amino-butyraldehyde diethyl acetal (8.0 g, 0.050 mol) was Fmoc protected following Procedure 16 to give the desired N-Fmoc-4-amino-butyraldehyde diethyl acetal (22.08 g, MS m/e [M+Na]+ calcd 406.2, found 406.1), which was carried through to the next step without further purification; Procedure 16: Protection of Amine by Fmoc GroupTo a stirring solution of the amine (0.049 mol) in DCM (100 mL), was added DIPEA (16 mL, 0.099 mol) and the reaction mixture was cooled to O0C. Fmoc- Cl (12.8 g, 0.049 mol) was then added portion-wise over several minutes, and the reaction was allowed to warm to room temperature for 2 hr. The organic layer was washed with water (2 x 50 mL) and brine (50 mL), dried over Na2SO4, filtered and concentrated to dryness to yield the Fmoc protected amine (90-95% yield).

The synthetic route of 6346-09-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACHAOGEN, INC.; BRUSS, Jon, B.; MILLER, George, H.; AGGEN, James, Bradley; ARMSTRONG, Eliana, Saxon; WO2010/132777; (2010); A2;,
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Application of 79128-08-8, The chemical industry reduces the impact on the environment during synthesis 79128-08-8, name is 1,3-Diisopropoxybenzene, I believe this compound will play a more active role in future production and life.

2- (2-hydroxy-4-pyrrolidinylbenzoyl) benzoic acid(1-A, 0.015 mmol, synthesized by the method described in Kamino et al., Org. Lett., 2014, 16, 258)And 1,3-diisopropoxybenzene(2-D, 0.074 mmol, synthesized by the method described in Kamino et al., Biorg. Med. Chem. Lett., 2008, 18, 4380)Was added to methanesulfonic acid (5 mL), and the mixture was stirred at 110 C. for 24 hours. The reaction solution was made basic with saturated aqueous sodium hydrogen carbonate solution and extracted with chloroform.After drying the organic layer with magnesium sulfate, the solvent was distilled off under reduced pressure. The obtained crude product was dissolved in chloroform and subjected to silica gel column chromatography to separate the compound ABPX 105-a and the compound ABPX 105-b.At this time, the compound ABPX 105 – a had flowed out first, and then the compound ABPX 105 – b flowed out. The yield was 74% in total of ABPX 105-a and ABPX 105-b. The reaction formula is shown below.

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, 1,3-Diisopropoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RIKEN; Kamino, Shinichiro; Sawada, Daisuke; Enomoto, Shuichi; Watanabe, Chikara; (37 pag.)JP2017/88879; (2017); A;,
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Some common heterocyclic compound, 6443-69-2, name is 1,2,3-Trimethoxy-5-methylbenzene, molecular formula is C10H14O3, 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. Recommanded Product: 6443-69-2

Compound 1 (1.82 g, 0.01 mol), NaBr (1.13 g, 0.011 mol) and sulfuric acid (2 mL) weredissolved in ethanol (8 mL). The mixture was treated dropwise with 30% H2O2 (5 mL,0.045 mol) at room temperature over a period of 1 h. Then the mixture was quenchedwith water (10 mL) and extracted with petroleum ether (15mL 3). The organic layerswere combined and evaporated in vacuo to afford 2, 2.60 g, 100%, yellowish oil.IR: (cm1) 3490, 2934, 1570, 1466, 1402, 1109, 824. 1H NMR (400MHz, CDCl3):d 6.61 (s, 1H, ArH), 3.89 (s, 3H, OCH3), 3.86 (s, 3H, OCH3), 3.84 (s, 3H, OCH3),2.37 (s, 3H, CH3). 13C NMR (101 MHz, CDCl3): d 152.2, 150.8, 141.1, 133.4, 110.8,109.5, 61.1 (OCH3), 60.9 (OCH3), 56.1 (OCH3), 23.2(CH3). The spectroscopic data arein accord with the literature.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6443-69-2, its application will become more common.

Reference:
Article; Qiu, Yong-Fu; Yan, Yi-Yu; Lu, Bin; Tang, Lei; Zhai, Yu-Lin; Chen, Ke-Xin; Wang, Jin; Organic Preparations and Procedures International; vol. 51; 6; (2019); p. 602 – 605;,
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Adding a certain compound to certain chemical reactions, such as: 10541-78-3, name is 2-Methoxy-N-methylaniline, belongs to ethers-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 10541-78-3, HPLC of Formula: C8H11NO

To a stirring dichloromethane (40 mL) solution containing 5-bromo-4- chloro-2-hydroxybenzoic acid (2.0 g, 8.0 mmol), were added triethylamine (2.2 mL, 16.0 mmol), HATU (4.5 g, 12 mmol) and 2-methoxyl-N-methylaniline (1.19 g, 8.7 mmol). The mixture was stirred at rt for 16 hrs and water was added. The organic layer was separated, washed with NaHCO3, dried over Na2SO4, filtered and concentrated. The residue was purified via silica gel flash column chromatography eluting with 20% ethyl acetate in hexane to afford 5-bromo-4-chloro-2-hydroxy-N-(2- methoxy-phenyl)-N-methyl-benzamide (300 mg). MS [M+H]+: 371.9; tR = 2.60 min (method 1)Alternatively, a mixture of 5-bromo-4-chloro-2-hydroxybenzoic acid (5 g, 19.9 mmol), 2-methoxy-N-methyaniline (3.13g, 22.9 mmol) and P2O5 (5.36g, 37. 8 mmol) in anhydrous xylene was heated at 60 0C for 2 hrs and then refluxed for 17 hrs. The mixture was concentrated and purified via silica gel flash column chromatography eluted with ethyl acetate in hexane (20%) to give 5-bromo-4-chloro-2-hydroxy-N-(2- methoxy-phenyl)-N-methyl-benzamide (3.3 g).

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, 2-Methoxy-N-methylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2008/124610; (2008); A1;,
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