Category: 103146-25-4

103146-25-4, 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. 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Experiment 28; Experiment 11 was repeated except that the crystallization mixture did not contain toluene, a mixture of 1-propanol and dichloromethane (85:15) was used as the solvent in stead of 1-propanol in a total volume of 4.5 V, 0.5 eq of (+)-O,O’-di-p-toluoyl-(S,S)-tartaric acid was used, and the holding time before filtration was overnight.Molar yield: 37.8%, enantiomeric purity: 98.8% S.; 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 C. (+)-(S,S)-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 C. and was seeded within two minutes with crystals of (S)-diol.?(+)-(S,S)-DTT (approximately 5 mg). Crystallization typically began within 5-10 minutes after seeding. After 2 h at 40 C., the temperature of the solution was lowered to 20 C. 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 appropriate solvent (2¡Á20 mL) and dried overnight at 60 C. under reduced pressure.

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Reference:
Patent; H. Lundbeck A/S; US2009/69582; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Adding some certain compound to certain chemical reactions, such as: 103146-25-4, name is 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile, 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. 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.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4-(4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl)-3-(hydroxymethyl)benzonitrile.

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. 103146-25-4

R-enriched cyanodiol (I) (lOg, 0.292 moles) prepared as per example 2 was dissolved in dichloromethane (40ml) at 20-40 C and cooled to 0-5C. Then triethylamine (4.4g; 0.043 moles) followed by a solution of benzoyl chloride (4.5g, 0.03 mole) in dichloromethane (10ml) was added at 0-5C. The reaction mass was maintained further at 0-5 C for 2 hours. After maintaining 10% sodium chloride solution was added and the resulting biphasic mixture was stirred at 10- 20 C for 10-20min. Then the organic layer was separated and concentrated under vacuum at 35-40C which afforded 13.2 g of mono benzoyl cyanodiol ester as an oil. To this obtained mono benzoyl cyanodiol ester, acetone (35ml) followed by a solution of oxalic acid dihydrate (3.6g, 0.03rnoles) in acetone (23ml) was added. Then the reaction mass was maintained at 30-40 C for 1-2 hours. After maintaining was over the reaction mass was cooled to 0-5C whereupon the precipitated solid was filtered, washed with acetone (12 ml) and dried under vacuum at 50-60C which afforded 6.0g title compound (lllf) as a white solid. 1H-NMR in CDC13 at 400MHz (ppm): 1.24-1.60 (d, 2H), 2.03-2.31 (d, 2H), 2.48 (s, 6H), 2.79-2.84 (dd, 2H), 4.73-4.77 (d, 1H), 5.27-5.31 (d, 2H), 6.66-7.67 (m, 12H- Aromatic) Mass Analysis (ESI, +ve mode): Molecular ion peak observed at 447.47 a.m.u which corresponds to the freebase of the title compound.

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; IPCA LABORATORIES LIMITED; REGURI, Buchi Reddy; PRASAD, Ashok; RAWAT, Ajay Singh; RAJPUT, Sandip; SANTAN, Rohit B; (36 pag.)WO2017/9866; (2017); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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.

19.5 g (115.7 mmol) of 48% hydrobromic acid was added dropwise to the solution at 30 C. or lower over 30 minutes. At about 25 C., 60.0 mg (0.18 mmol) of hydrobromide of diol compound (4) was added as a seed crystal and stirred for 30 minutes to confirm crystallization of hydrobromide of diol compound (4). did. Then, it was cooled to around 5 C., and 48.6 g (288.5 mmol) of 48% hydrobromic acid was added dropwise at around 5 C. over 30 minutes. After stirring for 1 hour at around 5 C., the precipitated crystals were separated by centrifugation and washed with 100 mL of water. Further, the crystals were washed with 100 mL of ethyl acetate. The obtained wet body is dried at 40 C. for 15 hours and then dried.118.4 g (279.8 mmol) of hydrobromide of the compound (4) was obtained. The isolated yield of the hydrobromide salt of the diol compound (4) was 97.0% based on the number of moles of the diol compound (4). Moreover, as a result of measuring the obtained hydrobromide salt of the diol compound (4) by HPLC, the purity of the hydrobromide salt of the diol compound (4) was 99.54%. Further, during crystallization of the hydrobromide salt of the diol compound (4), no crystal adhesion (scaling) was observed on the container wall surface.

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

Reference:
Patent; Tokuyama Corporation; Miyanoku, Takayuki; Yokoo, Yoshihiro; (12 pag.)JP2019/119710; (2019); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts