Category: 24332-20-5

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. 24332-20-5, name is 1,1,2-Trimethoxyethane, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H12O3

To a mixture of 2-amino-4-chlorobenzaldehyde (800 mg, 5.13 mmol), 1,1,2-trimethoxyethane (0.78 mL, 6.15 mmol), and p-toluenesulfonic acid monohydrate (194 mg, 1.03 mmol) in toluene (20 mL) was stirred at reflux using a Dean-Stark trap for 3 hr under N2. The mixture was concentrated under reduced pressure and the residue was purified by column chromatography (eluted with PE/EtOAc=4/l) to give 7-chloro-3-methoxyquinoline (300 mg, 30.3% yield). LC-MS: m/z: 194 (M+H)+.

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, 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. category: ethers-buliding-blocks

Step A: Preparation of (Z)-3-(dimethylamino)-2-methoxyacrylaldehyde: The reaction was carried out in a 3-neck flask (500 mL) equipped with an internal thermometer. PCl5 (64.4 g, 294 mmol) was added in small portions (~5 g) to a cold (0 C.) solution of 1,1,2-trimethoxyethane (36 g, 294 mmol) while keeping the internal temperature below 30 C. The mixture was heated to 60 C. for 75 minutes and then placed in an ice bath. DMF (66 mL, 852 mmol) was added via a dropping funnel while maintaining the internal temperature below a temperature of 10 C. The mixture was stirred at room temperature for 40 hours, and MeOH (100 mL) was added dropwise via a dropping funnel while keeping the internal temperature below 10 C. The solution was transferred to an addition funnel and was added dropwise to a 30% solution of sodium methoxide (403 mL, 2.17 mol) in MeOH while maintaining the internal temperature below 20 C. The mixture was heated at reflux for 4 hours and then concentrated. The residue was taken up in water (500 mL) and extracted with dichloromethane (500 mL*3). The combined organics were dried, filtered and concentrated to give the desired product (19 g, 25%). MS (APCI-pos) M+1=130.0.

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

Reference:
Patent; Array Biopharma, Inc.; US2010/63066; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 24332-20-5, These common heterocyclic compound, 24332-20-5, name is 1,1,2-Trimethoxyethane, 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 9 A flask was charged with methoxyacetaldehyde dimethylacetal (1.2 equiv.), trifluoroacetic acid (1.3 equiv.), and water (equal volume to TFA), and the mixture was stirred at 50 C for 10 min. The reaction mixture was then removed from the heating bath and TEA (1.3 equiv.) was added followed by a solution of 3-(N-Boc-aminomethyl)-azetidine (1 equiv.) in EtOH and DCM, and then NaBH(OAc)3 (3 equiv.). The reaction was stirred for 12 hrs at 20 C. The reaction mixture was extracted and distilled to remove some ethanol. To the organic layer was added 5M HCl in iPrOH (7 equiv.) at 50 C. TBME was added at 48 C over 45 min, and cooled to 20 C over 60 min. The reaction stirred for another 60 min, filtered, and the filter cake was washed with TBME. The organic layer was dried to provide 1 -(2-methoxyethyl)-3-(methylamino)-azetidine dihydrochloride.

Statistics shows that 1,1,2-Trimethoxyethane is playing an increasingly important role. we look forward to future research findings about 24332-20-5.

Reference:
Patent; SATORI PHARMACEUTICALS, INC.; BRONK, Brian, Scott; AUSTIN, Wesley, Francis; CREASER, Steffen, Phillip; FULLER, Nathan, Oliver; HUBBS, Jed, Lee; SHEN, Ruichao; WO2013/36665; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 24332-20-5, 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 24332-20-5 as follows.

EXAMPLE 19 1-(2-Oxa)propyl-2-acetyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline. Formula: C1,H20 N2 O3 M=288.34 g.mol-1 To 5-methoxytryptamine (256 mg) dissolved in water (9 ml) are successively added hydrochloric acid (0.1 ml) and 1,1,2-trimethoxyethane (0.17 ml). The mixture is heated at reflux for 3 h. The medium is then diluted with hydrochloric acid solution (0.5 N, 40 ml). The aqueous phase is washed with ethyl acetate and then treated with 30% sodium hydroxide solution until the pH is basic. The mixture is then extracted three times with chloroform. After evaporation, 1-(2-oxo)propyl-6-methoxy-1,2,3,4-tetrahydro-beta-carboline is obtained.

According to the analysis of related databases, 24332-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Cemaf; Laboratories Besins Iscovesco; US6048868; (2000); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

24332-20-5, The chemical industry reduces the impact on the environment during synthesis 24332-20-5, name is 1,1,2-Trimethoxyethane, I believe this compound will play a more active role in future production and life.

Example 10 A flask was charged with methoxyacetaldehyde dimethylacetal (1.2 equiv.), trifiuoroacetic acid (1.3 equiv.), and water (equal volume to TFA), and the mixture was stirred at 50 C for 10 min. The reaction mixture was then removed from the heating bath and TEA (1.3 equiv.) was added followed by a solution of 3-(N-Boc-aminomethyl)-azetidine (1 equiv.) in EtOH and DCM, and then NaBH(OAc)3 (3 equiv.). The reaction was stirred for 12 hrs at 20 C. The reaction mixture was extracted and distilled to remove some ethanol. To the organic layer was added 5M HC1 in iPrOH (7 equiv.) at 50 C. TBME was added at 48 C over 45 min, and cooled to 20 C over 60 min. The reaction stirred for another 60 min, filtered, and the filter cake was washed with TBME. The organic layer was dried to provide l-(2-methoxyethyl)-3- (methylamino)-azetidine dihydrochloride.

The chemical industry reduces the impact on the environment during synthesis 1,1,2-Trimethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SATORI PHARMACEUTICALS, INC.; BRONK, Brian, Scott; AUSTIN, Wesley, Francis; CREASER, Steffen, Phillip; FULLER, Nathan, Oliver; HUBBS, Jed, Lee; IVES, Jeffrey, Lee; SHEN, Ruichao; WO2013/36669; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

24332-20-5, The chemical industry reduces the impact on the environment during synthesis 24332-20-5, name is 1,1,2-Trimethoxyethane, I believe this compound will play a more active role in future production and life.

a) 5-Methoxypyrimidin-2-amine (1-22). NaOH, MeOH Phosphorus pentachloride (8.07 g; 38.78 mmol; 1 eq) was added portion-wise to methoxyacetaldehyde dimethyl acetal (5 mL; 38.78 mmol; 1 eq) kept at 20C. The reaction mixture was heated at 60C for 1 hour and 15 minutes, then cooled down to 0C, before adding anhydrous dimethylformamide (9 mL; 116.3 mmol; 3 eq) dropwise. The reaction mixture was heated at 70C for 45 minutes, then cooled at 0C before adding methanol (40 mL) followed by sodium hydroxide (20.1 g; 504 mmol; 13 eq) and guanidine nitrate (9.46 g; 77.56 mmol; 2 eq). The reaction mixture was stirred at 0C for 15 minutes. The reaction mixture was allowed to reach at room temperature and methanol was evaporated. The resulting solution was heated at 100C for 1 hour and 30 minutes. Water (200 mL) and ice was added and the aqueous layer was extracted with dichloromethane (3 x 250 mL). The combined organic layers were washed with saturated sodium chloride (150 mL), dried over sodium sulfate, filtered and concentrated to dryness. The title compound 5- methoxypyrimidin-2-amine was obtained in 53% yield (2.6 g) as a brown solid. 1H- NMR (DMSO-d6): delta (ppm) 3.73 (s, 3H), 6.16 (s, 2H) , 8.04 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 1,1,2-Trimethoxyethane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem