Tag: M.W=100-200

Application of 36865-41-5, 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. 36865-41-5, name is 1-Bromo-3-methoxypropane, This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of intermediate 23 (0.21 g, 0.53 mmol) in DMF (4.0 ml) at ambienttemperature was treated with sodium hydride (60% in mineral oil, 0.023 g, 0.58 mmol). After 5 minutes, the mixture was treated with 1 -bromo-3-methoxypropane (0.09 g, 0.58 mmol) and the resulting mixture was stirred at 50 C for 2.0 hours. The mixture was cooled to ambient temperature and partitioned between EtOAc and brine. The organic phase was dried over Na2SO4 and concentrated in vacuo. Trituration of the residue withEt20 afforded the desired product as a yellow solid (0.21 g, 88%). LCMS (Method B): R= 4.43 mi mlz [M+Hjb = 466/468/470.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-methoxypropane. I believe this compound will play a more active role in future production and life.

Some common heterocyclic compound, 19500-02-8, name is 3-Methoxy-2-methylaniline, molecular formula is C8H11NO, 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: 3-Methoxy-2-methylaniline

Preparation of 2-Methyl-3-methoxy-6-acetyl-aniline Boron trichloride (1M solution in dichloromethane, 31.4 mL, 31.4 mmol., 1.05 eq.) was added dropwise, over 20 minutes, at 0° C., to a solution of 3-methoxy-2-methyl-aniline (4.10 g, 29.9 mmol., 1.0 eq.) in xylenes (48 mL). The reaction mixture was stirred for 30 minutes at 0° C., then acetonitrile (4.06 mL, 77.71 mmol., 2.6 eq.) was added dropwise keeping the reaction mixture in the range 0-10° C. Stirring was continued for a further 30 minutes keeping the temperature bellow 10° C. The reaction mixture was transferred to a dropping funnel, using dichloromethane (20 mL) to rinse the initial reaction flask. This solution was added dropwise to a stirred suspension of aluminium trichloride (4.18 g, 31.38 mmol., 1.05 eq.) in dichloromethane (10 mL) at 0° C. The resulting reaction mixture was then heated under reflux for 15 hours. The reaction mixture was cooled to 0° C. and ice cold 2M hydrochloric acid (120 mL) was slowly added giving a light yellow suspension. The suspension was then stirred at 80° C. for around 90 minutes until a clear yellow solution was obtained. The reaction mixture was left to cool to ambient temperature and extracted with dichloromethane (3*100 mL). The organic extracts were combined, dried over sodium sulphate, filtered and the solvent removed under vacuum. The obtained solid was washed with diethyl ether (2*5 mL) and collected by filtration to give 2.31 g (43percent) of the title compound as a beige solid. 1H NMR (250 MHz, CDCl3) delta ppm 7.66 (d, J=8.98 Hz, 1H), 6.45 (br. s, 2H), 6.31 (d, J=9.14 Hz, 1H), 3.88 (s, 3H), 2.55 (s, 3H), 2.02 (s, 3H). LC-MS: 97percent (UV), tR 1.16 min, m/z [M+1]+ 180.10.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19500-02-8, its application will become more common.

Synthetic Route of 2734-70-5,Some common heterocyclic compound, 2734-70-5, name is 2,6-Dimethoxyaniline, molecular formula is C8H11NO2, 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.

Thymol (1.0 eq, 33.3mmol) and methyl 5-(chloromethyl)-2-furoate (1.0 eq, 33.3mmol) were dissolved in nitromethane (120mL, 0.2M). Aluminum trichloride (1.0 eq, 33.3mmol) dissolved in 25mL nitromethane was added to the above solution under nitrogen and heated to slow reflux over 10 min. The heat was turned off and left under nitrogen overnight. The reaction was quenched with 100mL of water and exctracted with dichloromethane. The crude mixture was evaporated to dryness and loaded onto plug chromatography column (1g crude/100g silica gel ratio). The column was eluted with 7 and 11percent ethyl acetate/hexanes to yield the desired product (2.9 g, 30percent). The ester was hydrolyzed to acid by lithium hydroxide in THF/MeOH/H2O (35/25/25). To a solution containing the 5-(4-hydorxy-5-isopropyl-2-methylbenzyl)-2-furoic acid (1.0eq, 3.6 mmol, 0.5M), and 2,6-dimethoxyaniline (1.0eq, 3.6mmol) were dissolved in DMF. To this mixture, HATU (1.0 eq, 3.6 mmol) and di-isopropyl ethyl amine (1.0 eq, 3.6 mmol) were added and stirred overnight. The mixture was heated for 10min at 45°C. The solution was placed into ethyl acetate (3x volume) and washed with water. The organic layer was evaporated to syrup and eluted on plug column chromatography (1:100 g crude/g silicagel) with 30 and 50 percent ethyl acetate/hexane to yield: N-(2,6-dimethoxyphenyl)-5-(4-hydroxy-5-isopropyl-2-methylbenzyl)-2furamide (820 mgs, 55percent yield). 1HNMR (CDCl3) 7.22ppm (1H, t, J=8.68 Hz), 7.08ppm (1H, d, J=3.40 Hz), 6.99ppm (1H,s), 6.64ppm (2H, d, J=8.68 Hz), 6.61ppm (1H, s), 5.97 ppm (1H, d, J=3.40 Hz), 3.95ppm, (2H,s), 3.85ppm, (6H,s), 3.17ppm, (1H,pentet, J=6.8 Hz) 2.23ppm, (3H,s), 1.25 ppm(3H,s), and 1.23ppm (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,6-Dimethoxyaniline, its application will become more common.

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.

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.

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.

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.

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.

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.

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. 26510-91-8, name is 2,4,5-Trimethoxyaniline, A new synthetic method of this compound is introduced below., Recommanded Product: 2,4,5-Trimethoxyaniline

Sodium (0.26 g, 11.5 mmol) is added in small portions to MeOH (25 mL). The solution of NaOMe is added to 4-chloro-2,5-dimethoxynitrobenzene (2.27 g, 10.4 mmol) in MeOH (50 mL) at 0 C. The reaction is refluxed for 48 h, cooled to RT and quenched with 1M citric acid (50 mL) and H2O (50 mL). The MeOH is removed under reduced pressure and the aqueous is extracted with EtOAc (3×50 mL), dried (MgSO4), and the solvent is removed. The product is purified by Biotage Flash Chromatography (40M) using 30% EtOAc:hexanes as the eluent to give starting material (1.41 g) and 2,4,5-trimethoxynitrobenzene (0.80 g, 95% based on recovered starting material) as a yellow solid. 2,4,5-Trimethoxynitrobenzene (0.44 g, 2.1 mmol) is dissolved in minimal EtOAc (5 mL) and diluted with EtOH (50 mL). 10% Pd/C catalyst is added as a slurry in EtOAc and the mixture put on the Parr apparatus in the presence of H2 (45 psi to 33 psi) for 0.5 h. The reaction mixture is filtered over celite to remove the catalyst and the solvent is removed to give 2,4,5-trimethoxyaniline (0.34 g, 86% yield) as a light pink solid. 2,4,5-Trimethoxyaniline (0.33 g, 1.8 mmol) is added dropwise as a solution in EtOAc (25 mL) to phosgene (7.6 mL, 20% in toluene) in EtOAc (50 mL). After complete addition, the reaction is heated under reflux for 0.5 h. The reaction is cooled to RT and the solvent is removed under reduced pressure to give 1-isocyanato-2,4,5-trimethoxybenzene (0.37 g, 99% yield) as a light brown solid. Example 143 is obtained using the isocyanate according to Method A making non-critical variations. Yield 44%. HRMS calcd for C13H13F3N4O4S+H 379.0688 found 379.0695.

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.