Month: May 2021

These common heterocyclic compound, 6876-00-2, name is 1-Bromo-3-phenoxybenzene, 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. Formula: C12H9BrO

Under an argon atmosphere, butyl lithium (1.56 M, hexane solution: 16 ml) was added at -78C to an anhydrous THF solution (40 ml) of the compound of Reference Example 15 (6.0 g) and stirred at this temperature for 30 minutes. Boric acid triisopropyl ester (4.7 g) was added. The mixture was stirred at -78C for 30 minutes, and after raising the temperature to 25C, the mixture was further stirred for 30 minutes. To the reaction solution, was then added 1 M hydrochloric acid (30 ml), and after 30 minutes of stirring at 25C, the organic layer was separated and washed with saturated brine. The solvent was then evaporated under reduced pressure, thereby giving 4.6 g of the desired product.

The synthetic route of 1-Bromo-3-phenoxybenzene has been constantly updated, and we look forward to future research findings.

Electric Literature of 4393-09-3, 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 4393-09-3 as follows.

EXAMPLE 9a(2) N-(2,3-Dimethoxybenzyl)diethoxyacetamide (Compound 9a(2)) Substitution of 2,3-dimethoxybenzylamine for 2,3-dimethoxy-a-phenethylamine in the foregoing Example provided Compound 9a(2) in 33% yield. 1 H NMR (CDCl3): delta 1.23 (triplet, J=7 Hz, 6H, 2*CH2 CH3); delta 3.63 (quartet, J=7 Hz, 4H, 2*CH2 CH3); delta 3.87 (singlet, 6H, Ar–OCH3); delta 6.88 (multiplet, 3H, Ar–H). IR (neat): 2.99, 3.36, 5.95, 6.33, 6.76mu. Mass spectrum: m/e 297 (M+). Anal. Calculated for C15 H23 NO5: C, 60.59; H, 7.80; N, 4.71. Found: C, 60.19; H, 7.88; N, 4.66.

According to the analysis of related databases, 4393-09-3, the application of this compound in the production field has become more and more popular.

Reference of 89282-70-2, 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 89282-70-2 as follows.

To a solution of (2R)-4-(6-(2-fluoro-4-formylphenyl)-1 -oxoisoquinolin-2(1 H)-yl)-2-methyl-2- (methylsulfonyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)butanamide (2.2 g, 4.04 mmol) in 1 ,2- dichloroethane (30 mL) at 0 C was added 2-methoxy-2-methylpropan-1 -amine (1 .250 g, 12.12 mmol). The reaction mixture was stirred at room temperature overnight and sodium triacetoxyhydroborate (2.57 g, 12.12 mmol) was added at 0 C. The reaction was allowed to warm to room temperature and was sirred for 1 hr. The reaction was diluted with DCM (20 ml_) and water (20 ml_) and the aqueous phase was extracted with DCM (20 ml x 3). The combined organic layers were washed with brine (30 ml_), dried over sodium sulphate and concentrated. The residue was purified by silical gel chromatography (MeOH/DCM: 0-20%) to afford (2R)-4-(6-(2-fluoro-4-(((2-methoxy-2- methylpropyl)amino)methyl)phenyl)-1 -oxoisoquinolin-2(1 H)-yl)-2-methyl-2- (methylsulfonyl)-N-((tetrahydro-2H-pyran-2-yl)oxy)butanamide (2.32 g, 3.67 mmol, 91 % yield) as a colorless oil. LCMS: [M+H] 632.4.

According to the analysis of related databases, 89282-70-2, the application of this compound in the production field has become more and more popular.

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 393-15-7 as follows. Application In Synthesis of 4-Methoxy-3-(trifluoromethyl)aniline

To a microwave vial with a stir bar were added 2-chloro-4-iodonicotinonitrile (520 mg, 2.0 mmol), 4-methoxy-3- (trifluoromethyl)aniline (369 mg, 1.93 mmol), DPEPhos (31 mg, 0.058 mmol), Pd(OAc)2(9.9 mg, 0.044 mmol), and CS2CO3(924 mg, 2.84 mmol). The vial was treated with dioxane (4 mL) via syringe, and the entire mixture was degassed under vacuum for 1 minute, and then vented to nitrogen. The reaction mixture was heated in the microwave at 150 C for 30 minutes. The reaction was then cooled to room temperature, treated with fert-butyl (3R)-3-[(2- sulfanylacetyl)amino]piperidine-1-carboxylate (Intermediate 22) (0.49 M in dioxane, 522 mg, 1.90 mmol) via syringe, evacuated and flushed with nitrogen, and stirred at 150 C for 20 min. The reaction was then cooled to room temperature. The reaction mixture was then treated with solid CDI (1.195 g, 7.368 mmol) in one portion under air, resealed and evacuated and flushed with nitrogen, and stirred at 150 C for 20 min. The reaction was diluted with EtOAc (100 mL) and saturated aqueous sodium bicarbonate (100 mL), and the organic phase was collected. The aqueous layer was extracted again with EtOAc (100 mL), and the combined organics were dried over anhydrous MgSC>4, concentrated to dryness, and purified by flash column chromatography to give the title compound (252 mg, 21.7% yield).

According to the analysis of related databases, 393-15-7, the application of this compound in the production field has become more and more popular.

Application of 437-83-2, 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 437-83-2 as follows.

Hydrobromic acid (48% in water, 140 mL) is added slowly to an aliquot of 11 (14.33 g, 101.5 mmol) cooled to 0 C. The resulting solid is broken up with a glass rod and stirred vigorously at 0 C for 10 min. A solution of sodium nitrite (7.4Og, 107.2 mmol) in water (50 mL) is added slowly (-1.5 h) to the stirred slurry containing 3-fluoro-2-methoxyphenylamine and hydrobromic acid, maintaining the temperature of the reaction mixture below 5 C. A purple solution of cuprous bromide (9.62 g, 67.1 mmol) in hydrobromic acid (48% in water, 50 mL) is added dropwise to the reaction mixture, maintaining the temperature of the reaction mixture below 5 C. The resulting reaction mixture is heated at 60 C until the evolution of gas ceases (~2.5 h). The reaction mixture is cooled to room temperature, and the product extracted with diethyl ether (6 x 150 mL). The combined organic extracts are washed with brine (3 x 150 mL), dried over magnesium sulfate, and evaporated under reduced pressure to give l-bromo-3-fluoro- 2-methoxybenzene as a brown oil. This product is of sufficient purity (>95% by NMR spectroscopy) to use directly in the next synthetic step. 1H NMR (CDCl3): 53.95 (d, JH-F = 1.5 Hz, 3H, OCH3), 6.88 (apparent t of d, JH_H = 8.0 Hz, JH-F = 5.5 Hz, IH, H-5), 7.04 (d, JH-F = 10.5 Hz, JH-H = 8.0 Hz, JH-H = 1.5 Hz,~lH, H-4), 7.30 (d of apparent t, JH_H = 8.0 Hz, JH-H = 1.5 EPO Hz, JH-F = 1.5 Hz, IH5 H-6). 19F(1H) NMR (CDCl3): 5-127.7 (s). 13C(1H) NMR (CDCl3): delta 61.4 (d, JC_F = 5.0 Hz, OCH3), 116.2 (d, JC_F = 19.5 Hz5 C-4), 117.7 (d, JC-F = 3.0 Hz5 C-I)5 124.5 (d, JC_F = 8.0 Hz, C-5), 128.5 (d, JC_F = 3.5 Hz, C-6), 145.7 (d, JC-F = 12.5 Hz5 C-2), 156.2 (d, Jc-F = 250.5 Hz5 C-3).

According to the analysis of related databases, 437-83-2, the application of this compound in the production field has become more and more popular.

Adding a certain compound to certain chemical reactions, such as: 6346-09-4, name is 4,4-Diethoxybutan-1-amine, 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 6346-09-4, Computed Properties of C8H19NO2

General procedure: To the cooled solution (5-8) of appropriate sulfonyl chloride (20 mmol) and triethylamine (3.5 ml) in dichloromethane (100 ml) 4,4-diethoxybutane-1-amine (3.4 g, 20 mmol) was added. Reaction mixture was stirred at room temperature for 12 h, washed with saturated NaHCO3 solution in water (100 ml). Organic layer was separated, dried over MgSO4 and evaporated to give target compounds 1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,4-Diethoxybutan-1-amine, and friends who are interested can also refer to it.

Related Products of 29578-83-4, A common heterocyclic compound, 29578-83-4, name is 1-Bromo-3-methoxy-5-methylbenzene, molecular formula is C8H9BrO, 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.

EXAMPLE 23 SYNTHESIS OF 1-methoxy-3-METHYL-5-[(2E,6E)-3,7,11-TRIMETHYLDODECA-2,6,10-TRIEN-1-YL]BENZENE (24) To a solution of 3-methoxy-5-bromotoluene (0.50 g, 2.49 mmol) in dry THF (8 mL) was added n-BuLi (1.71 mL, 2.74 mmol, 1.6 M in Hexane) dropwise at -78 C. After the reaction mixture was stirred for 15 min, Li2CuCl4 (0.1 mL, 0.1 mmol, 0.1 M in THF) was added, and the mixture was stirred for another 10 min at the same temperature. Then, a solution of (E,E)-farnesyl bromide (0.70 mL, 2.58 mmol) in THF (3 ml) was added over 0.5 hour and stirring was continued for 2 hours at -78 C. After the reaction was complete, the mixture was warmed to room temperature and saturated aqueous NH4Cl (20 mL) was added, followed by 10% NH4OH (40 mL) and Et2O (3 x 50 mL). The combined organic layer was washed with water, brine, and dried with Na2SO4. The crude product was purified by flash silica gel chromatography (hexanes/EtOAc 60:1, 30:1, 20:1 and 10:1) to yield compound 24 (658.1 mg, 78%) as a colorless oil.

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.

Some common heterocyclic compound, 109-85-3, name is 2-Methoxyethylamine, molecular formula is C3H9NO, 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. Computed Properties of C3H9NO

[0706] A solution of 6-amino-4-fluoronicotinonitrile (intermediate21, 1.10 g, 8.02 mmol) in DMA (20 ml) wastreated with 2-methoxyethylamine (2.07 ml, 24.1 mmol) andDIPEA ( 4.20 mL, 24.1 mmol), heated to 50 C. and stirred for15 h. The reaction mixture was cooled to room temperatureand concentrated. The crude material was purified by normalphase chromatography (24 g silica gel cartridge, heptanes/EtOAc 100:0 to 0: 100). The product containing fractionswere concentrated and dried under vacuum to give the titlecompound as an off-white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 109-85-3, its application will become more common.

Electric Literature of 2062-98-8, These common heterocyclic compound, 2062-98-8, name is Perfluoro(2-methyl-3-oxahexanoyl) fluoride, 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.

Example 11 A mixture of ethanolamine (13 g, 28 mmole) and ether (30 mL) was cooled to 15 C. Perfluoro-2-methyl-3-oxahexanoyl fluoride (33 g in ether 50 mL) was added dropwise to keep the reaction temperature below 25 C. After the addition, the reaction mixture was stirred at room temperature for one hour. The solid was removed by filtration and the filtrate was washed with hydrochloric acid (0.5N, 30 mL), water (2 times 30 mL), sodium hydrogen carbonate solution (0.5N, 20 mL), water (30 mL), and sodium chloride solution (saturated, 20 mL). It was then concentrated and dried in vacuum over night at room temperature to give a white solid 35 g, yield 95%. H NMR (CDCl3) 1.67 (br s, 1H), 3.57 (m, 2H), 3.80 (t, J=5 Hz, 2H), 6.91 (br s, 1H) ppm. F NMR (CDCl3) -81.2 (dm, J=148 Hz, 1F), -81.7 (t, J=7 Hz, 3F), -82.7 (d, J=3 Hz, 3F), -85.2 (dm, J=148 Hz, 1F), -130.1 (s, 2F), -133.2 (m, 1F) ppm. The product is N-(perfluoro-2-methyl-3-oxahexanoyl)-2-aminoethanol. A 250-mL flask was charged with triethylamine (8.2 g), THF (80 mL), and N-(perfluoro-2-methyl-3-oxo-hexanoyl)-2-aminoethanol (25 g). Methacryloyl chloride (8.44 g in tetrahydrofuran, 20 mL) was added dropwise to the above mixture at 5 C. The mixture was stirred at room temperature overnight. The reaction mixture was poured into water (200 mL) and two layers were formed. The aqueous layer (top layer) was extracted with methylene chloride (five time 50 mL). The combined methylene chloride extracts and original organic layer were washed with water (six times 60 mL), neutralized with dilute hydrochloric acid (0.5N), dried over anhydrous sodium sulfate, concentrated and dried on vacuum to give a oil, N-(perfluoro-2-methyl-3-oxahexanoyl)-2-aminoethyl methacrylate (27.06 g), yield 92%. H NMR (CDCl3) 1.94 (m, 3H), 3.72 (m, 2H), 4.33 (m, 2H), 5.63 (m, 1H), 6.12 (m, 1H), 6.88 (br s, 1H) ppm. F NMR (CDCl3) -81.2 (dm, J=148 Hz, 1F), -81.7 (t, J=7 Hz, 3F), -82.7 (d, J=3 Hz, 3F), -85.2 (dm, J=148 Hz, 1F), -130.1 (s, 2F), -133.4 (m, 1F) ppm.

Statistics shows that Perfluoro(2-methyl-3-oxahexanoyl) fluoride is playing an increasingly important role. we look forward to future research findings about 2062-98-8.

Application of 38336-04-8, 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 38336-04-8 as follows.

2-benzyloxyethylamine (31g, 207mmol) and glycolonitrile (16ml, 70% solution in water,207mmol) was dissolved in 300ml EtOH (abs) and refluxed for 4 h. The volatiles wereremoved under reduced pressure. The crude product (24. 7g, 130m mol) was carried on tothe next step without further purification.1H-NMR (CDCI3, 400MHz): 2.92(m, 2H), 3.58-3.62(m, 4H), 4.5l(s, 2H), 7.25-7.37(m, SH)

According to the analysis of related databases, 38336-04-8, the application of this compound in the production field has become more and more popular.