Category: 180207-57-2

Reference of 180207-57-2, These common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, 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.

2-(1H-pyrazol-4-yl)ethan-1-ol (300 mg, 2.7 mmol) was dissolved in DCM (10 mL), DIPEA (1.9 mL) was added and the solution cooled at 0 C. Methanesulfonyl chloride (620 DL, 8.3 mmol) was added, the solution was stirred for 1 h, then it was diluted with DCM (20 mL) and extracted with 10% aqueous citric acid (2×20 mL) and water (20 mL). The organic layer was dried over MgSO4 and filtered. The solvent was removed under reduced pressure and the crude was purified by chromatography (cyclohexane/EtOAc 0?100%) to afford 2-(1-(methylsulfonyl)-1H-pyrazol-4-yl)ethyl methanesulfonate (450 mg, 62%). 1H NMR (500 MHz, DMSO-d6) delta 8.20 (d, J = 0.8 Hz, 1 H), 7.92 (d, J = 0.8 Hz, 1 H), 4.39 (t, J = 6.6 Hz, 2H), 3.50 (s, 3H), 3.17 (s, 3H), 2.91 (t, J = 6.6, 0.9 Hz, 2H).

Statistics shows that 2-(1H-Pyrazol-4-yl)ethanol is playing an increasingly important role. we look forward to future research findings about 180207-57-2.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; MARAIS, Richard; SPRINGER, Caroline; NICULESCU-DUVAZ, Dan; MILLER, Natalie; ALJARAH, Mohammed; ZAMBON, Alfonso; LEUNG, Leo; SMITHEN, Deborah; BROWN, Michael; TANG, Haoran; (193 pag.)WO2019/73251; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 180207-57-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 180207-57-2 name is 2-(1H-Pyrazol-4-yl)ethanol, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

REFERENCE EXAMPLE 3 2-(1-Triphenylmethyl-3-pyrazolyl)ethanol, and 2-(1-triphenylmethyl-4-pyrazolyl)ethanol A mixture of 2-(3-pyrazolyl)ethanol and 2-(4-pyrazolyl)ethanol (2.4:1) (2.50 g) was dissolved in DMF (30 ml). To the solution were added, while stirring, triethylamine (2.26 g) and trityl chloride (6.22 g). The mixture was stirred at 25 C. for one hour, then at 40 C. for one hour. The reaction mixture was diluted with water, which was subjected to extraction with ethyl acetate. The organic layer was washed with an aqueous saline solution, which was dried over anhydrous magnesium sulfate, followed by concentration under reduced pressure. The concentrate was purified by means of a column chromatography (carrier: silica gel, 300 g, developing solvent: ethyl acetate-hexane, 1:1) to afford 2-(1-triphenylmethyl-3-pyrazolyl)ethanol (3.75 g) and 2-(1-triphenylmethyl-4-pyrazolyl)ethanol (1.42 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-(1H-Pyrazol-4-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Takeda Chemical Industries, Ltd.; US6174877; (2001); B1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C5H8N2O

General procedure: To a mixture of 3,6-dichloropyridazine (3.73 g, 25 mmol), 4(5)-Hydroxymethylimidazole (1.96 g, 20 mmol), and Cs2CO3 (8.14 g, 25 mmol) was added acetonitrile (80 mL). The mixture was refluxed for 3 h and was poured into H2O (200 mL). 1N HCl(aq) was added slowly until the pH is ca. 7-8. Then the aqueous layer was extracted with EtOAc (150 mL) and then CH2Cl2 (100 mL x 5). The combined organic layer was dried (Na2SO4) and filtered. After removal of solvent, the product was triturated with 10% CH2Cl2/Et2O (30 mL x 3) to give 1.74 g of product. The filtrate was concentrated and was purified by column using 60-70-80% EtOAc/(CH2Cl2/hexane=1/1) as the eluent to give 629 mg of prouct. Total 2.36g of D (53%) was obtained.

The synthetic route of 180207-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Shyh-Ming; Tang, Yuting; Rano, Thomas; Lu, Huajun; Kuo, Gee-Hong; Gaul, Michael D.; Li, Yaxin; Ho, George; Lang, Wensheng; Conway, James G.; Liang, Yin; Lenhard, James M.; Demarest, Keith T.; Murray, William V.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1437 – 1441;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

EXAMPLE 11; Preparation of 2-(4-(2-Chlorophenyl)-2-{4-[2-(1H-pyrazol-4-yl)ethoxy]phenyl}-thien-3-yl)-N-(diaminomethylene)acetamide; To a solution of methyl [4-(2-chlorophenyl)-2-(4-hydroxyphenyl)thien-3-yl]acetate (0.485 g, 1.35 mmol), 2-(1H-pyrazol-4-yl)-ethanol (0.166 g, 1.48 mmol), and PPh3 (0.388 g, 1.4 mmol) in THF (3 mL) was added at 0 C. diethyl azo-dicarboxylate (DEAD) (0.265 g, 0.24 mL, 1.52 mmol). The solution was stirred overnight and the solvent removed. The product was purified directly by flash chromatography (20:1 CHCl3:MeOH) to yield methyl (4-(2-chlorophenyl)-2-{4-[2-(1H-pyrazol-4-yl)ethoxy]phenyl}thien-3-yl)acetate (0.565 g). This material was reacted as in Example 1, Steps 7 and 8 to yield 2-(4-(2-chlorophenyl)-2-{4-[2-(1H-pyrazol-4-yl)ethoxy]phenyl}thien-3-yl)-N-(diaminomethylene)acetamide (0.151 g) as a white solid. mp 71-72 C.; 1H NMR (500 MHz, DMSO-d6) delta: 2.90 (t, 2H, J=6.7 Hz), 3.50 (s, 2H), 4.15 (t, 2H, J=6.9 Hz), 7.05 (m, 2H), 7.44 (m, 6H), 7.55 (m, 2H), 7.70 (s, 1H). MS (ES) m/z 478.1 ([M-H]-). MS (ES) m/z 538.1 ([M+CH3COO]-). MS (ES) m/z 957.3 ([2M-H]-). Anal. Calcd for C24H22ClN5O2S.H2O: C, 57.88; H, 4.86; N, 14.06. Found: C, 55.49; H, 5.37; N, 14.80. A description of 2-(1H-pyrazol-4-yl)-ethanol can be found in Jones and Mann, J. Am. Chem. Soc., 75, 4048-52; 1953.

The synthetic route of 180207-57-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/183792; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-(1H-Pyrazol-4-yl)ethanol

EXAMPLE 242 l-(5-(4-(2 -hydroxy ethyl)-lH-pyrazol-l-yl)-4-(isopropylamino)pyridin- -b]pyridine-5-carbonitrile In a 20 mL microwave vial, l-(5-iodo-4-(isopropylamino)pyridin-2-yl)-lH- pyrazolo[3,4-b]pyridine-5-carbonitrile (50 mg, 0.12 mmol), 2-(lH-pyrazol-4-yl)ethanol (13.9 mg, 0.12 mmol), potassium carbonate (51.3 mg, 0.37 mmol) and Nl,N2- dimethylethane-l,2-diamine (6.54 mg, 0.074 mmol) were mixed in 1,4-dioxane (1 mL) at room temperature with stirring. While bubbling in nitrogen, copper(I) iodide (4.71 mg, 0.025 mmol) was added and the mixture was capped and heated with stirring at 110 C for 5 hours. After cooling, the reaction mixture was filtered, and the filtrate was concentrated under high vacuum and the residue was dissolved in DMF for purification. The product was purified via preparative HPLC to afford l-(5-(4-(2-hydroxyethyl)-lH- pyrazol-l-yl)-4-(isopropylandno)pyridin-2-yl)-lH-pyrazolo[3,4-b]pyridine-5-carbonitrile (4.4 mg, 8% yield). NMR (500MHz, DMSO-de) delta 9.11-8.97 (m, 2H), 8.65 (br s, IH), 8.36 (br s, IH), 8.17 (s, IH), 7.77 (s, IH), 7.39 (br s, IH), 7.26 (d, J=7.3 Hz, IH), 4.76 (br s, IH), 3.84-3.74 (m, IH), 3.67-3.59 (m, 2H), 2.67 (t, J=6.9 Hz, 2H), 1.24 (d, J=6.2 Hz, 6H); LC/MS: 389.0 (M+H); HPLC rt 1.37 min, conditions C.

According to the analysis of related databases, 180207-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GARDNER, Daniel S.; SANTELLA, Joseph B.; PAIDI, Venkatram Reddy; WU, Hong; DUNCIA, John V.; NAIR, Satheesh Kesavan; HYNES, John; (300 pag.)WO2016/210034; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 180207-57-2, These common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, 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.

2-(1H-pyrazol-4-yl)ethan-1-ol (300 mg, 2.7 mmol) was dissolved in DCM (10 mL), DIPEA (1.9 mL) was added and the solution cooled at 0 C. Methanesulfonyl chloride (620 DL, 8.3 mmol) was added, the solution was stirred for 1 h, then it was diluted with DCM (20 mL) and extracted with 10% aqueous citric acid (2×20 mL) and water (20 mL). The organic layer was dried over MgSO4 and filtered. The solvent was removed under reduced pressure and the crude was purified by chromatography (cyclohexane/EtOAc 0?100%) to afford 2-(1-(methylsulfonyl)-1H-pyrazol-4-yl)ethyl methanesulfonate (450 mg, 62%). 1H NMR (500 MHz, DMSO-d6) delta 8.20 (d, J = 0.8 Hz, 1 H), 7.92 (d, J = 0.8 Hz, 1 H), 4.39 (t, J = 6.6 Hz, 2H), 3.50 (s, 3H), 3.17 (s, 3H), 2.91 (t, J = 6.6, 0.9 Hz, 2H).

Statistics shows that 2-(1H-Pyrazol-4-yl)ethanol is playing an increasingly important role. we look forward to future research findings about 180207-57-2.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; MARAIS, Richard; SPRINGER, Caroline; NICULESCU-DUVAZ, Dan; MILLER, Natalie; ALJARAH, Mohammed; ZAMBON, Alfonso; LEUNG, Leo; SMITHEN, Deborah; BROWN, Michael; TANG, Haoran; (193 pag.)WO2019/73251; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 180207-57-2, A common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, molecular formula is C5H8N2O, 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.

SM (0.9 g, 8.03 mmol, 1.0 eq) was added to SOCl2 (3.82 g, 32.11 mmol).Stir at 70 C for 30 minutes.The reaction solution is concentrated and dried to obtainMC18-157-2 (1.0 g, yield 95%).

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.

Some common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)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. Recommanded Product: 180207-57-2

A mixture ofthionyl chloride (6.318 g, 53.55 mmol) and 2-(1H-pyrazol-4-yl)ethan-1-ol (2.0 g, 17.85 mmol) washeated to 70″C for 15 minutes. The reaction mixture was concentrated under reduced pressure, the residuewas triturated with ethanol/diethyl ether to the title compound (2.3 g, 98%) as an off-white solid.LC-MS (method 6): Rt = 1.61 min; m/z = 131.06 (M+H+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 180207-57-2, its application will become more common.

Reference of 180207-57-2, A common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, molecular formula is C5H8N2O, 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.

Reference Example 22: 2-[1-(5-Fluoropyridin-2-yl)-1H-pyrazol-4-yl]ethanol To a solution of 2-(1H-pyrazol-4-yl)ethanol (1.0 g, 8.9 mmol) and 2,5-difluoropyridine (0.89 mL, 9.8 mmol) in acetonitrile (45 mL), Cs2CO3 (9.7 g, 17.8 mmol) was added, and the resulting mixture was stirred for 3 hours at 80C. The reaction mixture was allowed to cool, then water was added thereto, followed by extraction with EtOAc. The organic layer was washed with a saturated aqueous solution of sodium chloride, dried over Na2SO4, then the drying agent was filtered off, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by column chromatography (HP-Sil 25 g, hexane/EtOAc = 90/10 to 30/70) to obtain the title compound (0.63 g) (colorless solid). MS (ESI pos.) m/z: 208 [M+H]+

The synthetic route of 180207-57-2 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 180207-57-2, name is 2-(1H-Pyrazol-4-yl)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 180207-57-2, Quality Control of 2-(1H-Pyrazol-4-yl)ethanol

A solution of 2-(1H-pyrazol-4-yl)ethan-1-ol (3.00 g, 26.75 mmol, 1.00 equiv), SEM-Cl (7.00 mL, 43.18 mmol, 1.61 equiv) and Cs2CO3 (13.00 g, 39.89 mmol, 1.49 equiv) in N,N-dimethylformamide (20 mL) was stirred for 3 h at room temperature. When LCMS indicated most of starting material was converted into the desired product, the resulting solution was concentrated and diluted with 150 mL of dichloromethane, washed with 3×50 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by a silica gel column eluting with DCM/MeOH (10:1) to afford 2.6 g of the title compound as yellow oil.

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.