Category: 6314-23-4

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 6314-23-4 as follows. Application In Synthesis of 2-(1-Pyrazolyl)ethanol

EXAMPLE 9: Synthesis of 5-amino-4-(6-methylpyridin-2-yl)-2-(2-pyrazol-1-yl-ethoxy)- thieno[2,3-d]pyrimidine-6-carboxamide (no. 27); 67 mg (0.60 mmol) of 1-(2-hydroxyethyl)-1H-pyrazole and 84 mg (0.75 mmol) of potassium tert-butoxide were added to a slurry of 174 mg (0.50 mmol) of 5-amino-2-methanesulfinyl-4- (6-methylpyridin-2-yl)thieno[2,3-d]pyrimidine-6-carboxamide in 1 ml of dioxane, and the mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture, which was then filtered with suction. The residue was washed with water, dried in vacuum and chromatographed on a silica-gel column with dichloromethane/methanol as eluent, giving 5-amino-4-(6-methylpyridin-2-yl)-2-(2-pyrazol-1 -yl-ethoxy)thieno[2,3- d]pyrimidine-6-carboxamide as red crystals; HPLC-MS: [M+H] 396. 1H-NMR (de-DMSO): delta [ppm] = 2.64 (s, 3H), 4.59 (t, J = 5.2 Hz, 2H), 4.83 (t, J = 5.2 Hz, 2H), 6.24 (t, J = 2 Hz, 1 H), 7.19 (bs, 2H), 7.46 (d, J = 2 Hz, 1 H), 7.57 (d, J = 7.7 Hz, 1 H), 7.81 (d, J = 2 Hz, 1 H), 8.04 (t, J = 7.8 Hz, 1 H), 8.20 (d, J = 7.9 Hz1 1 H), 8.38 (bs, 2H)

According to the analysis of related databases, 6314-23-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; HOELZEMANN, Guenter; DORSCH, Dieter; GREINER, Hartmut; AMENDT, Christiane; ZENKE, Frank; WO2010/149257; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 6314-23-4, name is 2-(1-Pyrazolyl)ethanol, belongs to pyrazoles-derivatives 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 6314-23-4, COA of Formula: C5H8N2O

General procedure: A flame-dried Schlenk test tube with a magnetic stirring bar was charged with CuI (0.038 mg, 0.0002 mol), Cs2CO3 (0.65 g, 0.002 mol), heterocycle (0.0014mol), 1-bromo-4-methoxybenzene (0.185 g, 0.001 mol) and DMF (10 mL) under N2. A rubber septum was replaced with a glass stopper, and the system was then evacuated twice and back filled with N2. After being stirred at 120 C for 24 h, the reaction mixture was diluted with 2-3 mL of ethyl acetate, filtered through a plug of silica gel, and washed with 30-50 mL of ethyl acetate. The filtrate was concentrated and the resulting residue was purified by column chromatography on silica gel to provide the desired product. A solution of BBr3 (0.23 mL, 0.0025mol) in CH2Cl2 (5 mL) was added dropwise to the solution of 1-(4-methoxyphenyl)-1H-heterocycle (0.001 mol) in CH2Cl2 (10 mL) cooled to 0 C. The resulting solution was stirred for 4 h at room temperature. And the solution was washed by NaHCO3, NH4Cl, NaCl solution in sequence. The CH2Cl2 was dried over anhydrous sodium sulfate, removed under vacuum, and the residue was purified by chromatography on silica gel to yield the 4-(1H-heterocycle -1-yl)phenol.4-(1H-heterocycle -1-yl)phenol (0.001 mol), N,N?-dicyclohexyl carbodiimide (DCC) (0.0012 mol), 4-dimethylaminopyridine (DMAP) (0.0002 mol) in 10 mL chloroform were placed in a Pyrex glass tube, sealed and heated at 80 C for 12 h. After cooling to room temperature, the white solid was filtrated off, and the solvent was removed under vacuum. The crude product was purified by chromatography on silica gel with to gain the desired products.

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, 2-(1-Pyrazolyl)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Hong, Fengying; Xia, Zhengce; Zhu, Dezhao; Wu, Hongxiang; Liu, Jianhui; Zeng, Zhuo; Tetrahedron; vol. 72; 10; (2016); p. 1285 – 1292;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 6314-23-4,Some common heterocyclic compound, 6314-23-4, name is 2-(1-Pyrazolyl)ethanol, molecular formula is C5H8N2O, 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.

General procedure: 30 g (0.2 mol) of phosphorus oxychloride was added to a mixture of 11.2 g of (0.1 mol) of 2-(1H-pyrazol-1-yl)ethanol I and 95.0 g (0.6 mol) of DMF upon stirring at 90C (maintaining the temperature below 120C). The reaction mixture was stirred during 1 hour at 100C, cooled, and neutralized with aqueous Na2CO3. The reaction product was extracted with chloroform and dried over magnesium sulfate. After removing the solvent, the residue was distilled in vacuum. Yield 9.7 g (75%), bp 47-48C (1 mmHg), nD20 1.5020, d420 1.1190 g/mL. IR spectrum, nu, cm-1: 1520 (ring). 1HNMR data coincided with that in [6].

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(1-Pyrazolyl)ethanol, its application will become more common.

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. 6314-23-4, name is 2-(1-Pyrazolyl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., name: 2-(1-Pyrazolyl)ethanol

A mixture of 2- (LH-PYRAZOL-1-YL) ethanol (6.76 g) and potassium tert-butoxide (6.75 g) in tetrahydrofuran (100 ml) was stirred at ambient temperature for an hour. A solution of 1-fluoro-4-nitrobenzene (7.1 g) in tetrahydrofuran (5 ml) was added to the above mixture and refluxed under stirring for 2.5 hours. The reaction mixture was poured into a mixture of ethyl acetate and water, and the organic layer was washed with brine and dried over magnesium sulfate. The solvent was concentrated in vacuo and the precipitate was collected by filtration to give 1- [2- (4-NITROPHENOXY) ETHYL]-LH-PYRAZOLE (10.75 G). 1H-NMR (DMSO-d6): 8 4. 47-4.60 (4H, m), 6.27 (1H, m), 7.08-7. 16 (2H, m), 7.49 (1H, d, J=1.7 Hz), 7.81 (1H, d, J=2.0 Hz), 8.16- 8.23 (2H, m)

According to the analysis of related databases, 6314-23-4, the application of this compound in the production field has become more and more popular.