Category: 103146-25-4

Related Products of 103146-25-4,Some common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, 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.

To a stirred solution [OF RACEMIC 4- [4-DIMETHYLAMINO-1- (4-FLUORO-PHENYL)-1-HYDROXY-] [BUTYL]-3-HYDROXYMETHYL-BENZONITRILE] (0,29 mmol, 100 mg) and vinylbutyrate (0,29 mmol, [37 L)] in anhydrous toluene (2,925 ml) is added Novozymes 435, (0,2 mg) and 1,1 eq. Carboxylic acid. The reaction is heated to 40 degrees celcius and followed by HPLC. The enzyme is filtered off and washed with a small amount of toluene. The combined organic phases are evaporated in vacuo and subsequently analyzed on super critical fluid chromatography. Result is shown in table 19.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks

Experiment 38. A range of experiments were conducted examining the resolution of diol with (+)- (S,S)-DTT. The general procedure is described below, and the details and results for each reaction are in table 1.Racemic diol (20 g, 58.4 mmol) was dissolved in approximately half of the solvent used for the experiment at 40 0C. (-H)-(S5S)-DTT-H2O (quantity specified in the table) was added as a solution in the other half of the solvent. The solution was held at 40 0C and was seeded within two minutes with crystals of (S)-diol. ./2(-H)-(S5S)-DTT (approximately 5 mg). Crystallisation typically began within 5-10 minutes after seeding. After 2 h at 40 0C, the temperature of the solution was lowered to 20 0C over 2 h, and the solution was held at this temperature for a further 1 h. The product was then separated by filtration, washed with the approriate solvent (2 x 20 mL) and dried overnight at 60 0C under reduced pressure.

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; H. LUNDBECK A/S; WO2009/33488; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Related Products of 103146-25-4, 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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A test tube equipped with a stopper was charged with 10 mg (0.029 m mol) of [(=T :)-4-] [4-dimethylamino-1- (4′-fluorophenyl)-1-hydroxybutyl]-3-hydroxymethylbenzonitrile, 10 mg of Novozym 435 (product of NOvozymes), 33 mg (0.29 [M MOL)] of vinyl butyrate and 1 ml of various kinds of solvents, and stirred at [30C] for 16 hours. After the reaction, converted ratios and optical purities were analyzed and E-values were calculated. The results are shown in Table 9.

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-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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 103146-25-4 as follows. SDS of cas: 103146-25-4

In a 200-ml four-necked flask equipped with a stirrer and a thermometer, 1.5 g [(4.] [38] m mol) of [()-4- [4-DIMETHYLAMINO-1- (4′-FLUOROPHENYL)-1-HYDROXYBUTYL]-3-] hydroxymethylbenzonitrile was dissolved in 30 ml of toluene, then 0.45 g of Novozym 435 (product [OF NOVOZYMES),] 0.347 g (4.38 m mol) of pyridine, 4.38 m mol of various kinds of acids and 1.00 g (8.76 m mol) of vinyl butyrate were added, and stirred at [40C] for between 16 and 21.5 hours. The result is shown in Table 4.

According to the analysis of related databases, 103146-25-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 103146-25-4, These common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, 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 test tube equipped with a stopper was charged with 10 mg (0.029 m mol) of [(=T :)-4-] [4-dimethylamino-1- (4′-fluorophenyl)-1-hydroxybutyl]-3-hydroxymethylbenzonitrile, 10 mg of Novozym 435 (product of NOvozymes), 33 mg (0.29 [M MOL)] of vinyl butyrate and 1 ml of various kinds of solvents, and stirred at [30C] for 16 hours. After the reaction, converted ratios and optical purities were analyzed and E-values were calculated. The results are shown in Table 9.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2004/14821; (2004); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C20H23FN2O2

Experiment 36: Experiment 11 was repeated except that a mixture of 1-propanol and ethylacetate (31:69) was used as the solvent in stead of 1-propanol in a total volume of 4.5 V whereupon extra 2 V 1-propanol was added, 0.25 eq of (+)-O,O’-di-/?-toluoyl-(S,S)- tartaric acid was used, and the holding time before filtration was 0.5 h. Molar yield: 28.6%, enantiomeric purity: 98.4% S.

The synthetic route of 103146-25-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; WO2009/33488; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, belongs to nitriles-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 103146-25-4, SDS of cas: 103146-25-4

The hydrobromide salt of racemic 4-[4-(dimethylamino)-1-(4′-fluorophenyl)-1-hydroxy-butyl]-3-(hydroxymethyl)-benzonitrile (50 g) was placed into a round bottom flask. Ethyl acetate (125 mL) was added and the mixture was stirred at 25-35 C. Aqueous sodium carbonate solution (19 g in 125 mL water) was added and the mixture was stirred at about 25-35 C. for 20 minutes. The layers were separated. The aqueous layer was extracted with ethyl acetate (125 mL). The organic layers were combined and washed with water (125 mL) followed by 10% sodium chloride solution (125 mL). The organic layer was evaporated under reduced pressure. The obtained residue was mixed with isopropanol (250 mL) and the mixture was heated at 40-50 C. for 10 minutes. (-)-Di-p-toluoyltartaric acid (23.8 g) was added. The mixture was stirred at 40-50 C. for 5 hours. The formed solid was filtered and washed with isopropanol (40 mL). The filtrate was evaporated under reduced pressure. The residue was mixed with ethyl acetate (125 mL). Aqueous sodium carbonate solution (12.3 g in 125 mL water) was added and the mixture was stirred at 25-35 C. for 20 minutes. The layers were separated and the aqueous layer was extracted with ethyl acetate (125 mL). The organic layers were combined and washed with water (125 mL) followed by 10% sodium chloride solution (125 mL). The solvent was evaporated under reduced pressure and the residue was mixed with a solvent mixture containing 3% by volume methanol in ethyl acetate (400 mL). (+) Di-p-toluoyltartaric acid (15 g) was added and the mixture was stirred at 25-35 C. for 3 hours. The mixture was heated to reflux, maintained at that temperature for 2 hours, and was cooled to 25-35 C. The solid was filtered, washed with a solvent mixture containing 3% methanol in ethyl acetate (50 mL) and dried at 50 C. Yield 83.8% of single enantiomer, chiral purity 98.35%.

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-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bolugoddu, Vijaya Bhaskar; Elati, Chandrasekhar Ravi Ram; Cheemalapati, Sasi Kala Venkata Annapurna; Penumandla, Rajagopal; Christy, Arulnathan Prabakar; Vakamudi, Lakshmi Vara Prasad Sree Naga Venkata; US2010/249438; (2010); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 103146-25-4, These common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, 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.

10.0g of 4-(4-fluoro-benzoyl)-3-hydroxymethyl-benzonitrile (MW: 255.25, assay: 96.7%; 37.9mmol) are dissolved in 14OmL of toluene. 7.77g of (S)-2-lambda/,lambda/-dimethylaminophenylethanol (MW: 165.24, 47.0mmol, 1.24 eq.) and 2.51g of methylboronic acid (MW: 59.86, assay: 98%, 41.1mmol, 1.08eq.) are added. The solution becomes slightly turbid and drops of water are rapidly formed. The mixture is heated to 500C. At reduced pressure (~60-70mbar) -10OmL of toluene / water are carefully removed. 10OmL of toluene are added and -10OmL of toluene / water are removed. 12OmL of toluene are added and about -2OmL of toluene / water are removed to get a solution of mixed boronate (~80mmol) in about 25OmL of solvent. The water content is below 0.1% as determined by a Karl Fischer titration. The reaction is cooled to – 65C. Within about 10-20 minutes 38.OmL of a -2M solution of dimethylaminopropyl magnesiumchloride in THF (-2 eq.) are added. Thereby, the temperature does not exceed -500C. The solution is stirred for another 30 minutes. Reaction control is performed with HPLC (ee = 90%). After complete conversion (area% 4-(4-fluoro-benzoyl)-3-hydroxymethyl-benzonitrile <2%) the reaction is worked up.2OmL of water are and 35mL of 2M aqueous H2SO4 (70mmol) are added to get a pH of -1.5 in the aqueous layer. After phase separation, the organic layer is washed once with 2OmL water, adjusted to pH 1 with 2M aqueous H2SO4. 15OmL of CH2CI2 are added to the combined aqueous layers. 7M aqueous NH3 is now added (29mL) until a pH of -9.0 is reached. After phase separation the aqueous layer is washed twice with 25mL of MED (at pH 9.0). The combined CH2CI2 layers are washed with 15mL of water. 7OmL of H2O are added. 10.7mL of 2M aqueous H2SO4 are added to adjust the pH to 6.4. After stirring for 10 minutes the layers are separated (pH 6.4). 35mL of water are added to the CH2CI2 layer. Addition of 1.5mL of 2M aqueous H2SO4 gives a pH of 6.4. After stirring for 10 minutes the layers are separated. 8OmL of CH2CI2 are added to the combined aqueous layers. Addition of 2mL of 7M aqueous RG/G-50021-BCK9987NH3 gives a pH of 6.4 (after equilibration). The layers are separated. The combined organic layers are washed with 2OmL of water. The layers are separated. The combined CH2CI2 layer contains the enantiomerically enriched diol. The combined aqueous layer contains -90% of the chiral auxiliary. 20OmL of CH2Cl2 are removed. 6OmL of 2-propanol are added. 3OmL of 2-propanol / CH2CI2 are removed under reduced pressure. 3OmL of 2-propanol are added to obtain -13g of CIT-DIOL in 6OmL of ISO. To this solution 6.59g of (+)-ditoluoyl tartaric acid (MW: 386.36; assay: 99%; 17.1mmol, 0.45eq.), dissolved in 42mL of 2-propanol and 8mL of CH2CI2, are added. The product starts to crystallize after 5 minutes (or immediately after seeding). The mixture is stirred for 90 minutes at 35C, for 10 minutes at 600C and than slowly cooled down to room temperature (within ~5hours) and crystallized without stirring for 10 hours. The product is isolated by filtration to give 17.2g of S-CIT-DIOLlambda’ (+)-DTTA.lambda1 ISO.lambda1 H2O (yield: 81.0%; ee: 99.0%, assay: 61.0%) after drying for IOhours at 400C and 20mbar.

Statistics shows that 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile is playing an increasingly important role. we look forward to future research findings about 103146-25-4.

Reference:
Patent; SANDOZ AG; WO2007/82771; (2007); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 103146-25-4, A common heterocyclic compound, 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, molecular formula is C20H23FN2O2, 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 1 50 GMS OF 4- [4- (DIMETHYLAMINO)-1- (4 -FLUOROPHENYL)-1-HYDROXYBUTYL]-3 (HYDROXYMETHYL) – benzonitrile (cyano diol) was added to a mixture of 50 gm phosphoric acid and 150 gm water. The mixture was heated to 105C for 14 hours. The reaction mixture was cooled to 40C and diluted with 1000 ml water. The pH of the solution was adjusted to 8-10 with liquor ammonia and extracted with ethyl acetate. The ethyl acetate layer was washed with 50 ML of 5% disodium edetate solution twice to remove the carboxamide impurity (about 3%) and the cyano diol impurity (about 0.8%). The ethyl acetate layer was dried over sodium sulphate, treated with decolorizing charcoal and filtered. The solution was acidified to a pH between 3-3.5 with 48% aqueous hydrobromic acid. The precipitated product of citalopram hydrobromide was filtered. This product had a purity of greater than 99.85%.

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; MEDITAB SPECIALITIES PVT. LTD; WAIN, Christopher, Paul; WO2005/12278; (2005); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, belongs to nitriles-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 103146-25-4, Product Details of 103146-25-4

Oxalate [(+-)-Diol Oxalate Salt] (+-)-Diol compound (VI) (360 g, 1.05 mol) was dissolved in ethanol (1400 ml) and heated to 50-55 C. to obtain a clear solution. Oxalic acid dihydrate (164.40 g, 1.3 mol) was added slowly and cooled the obtained solution to 15-20 C. and stirred for 4 hrs to complete the crystallization. Product formed was filtered and dried at 50-60 C. under vacuum to yield 360 g of Diol oxalate salt (VIa), with HPLC purity of 99.95%. (Melting Range: 168-171 C.) 1H NMR (DMSO-d6) delta ppm: 7.89-7.09 (m, 7H), 5.54 (d. 1H), 4.03 (d, 1H), 2.98-2.94 (m, 2H), 2.63 (s, 6H), 2.32-2.15 m, 2H), 1.6-1.3 (m, 2H) IR (KBr, cm-1):

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Kaushik, Vipin Kumar; Mohammed, Umar Khan; Meenakshisunderam, Sivakumaran; US2009/99375; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts