Extracurricular laboratory: Synthetic route of 3-Iodo-1H-pyrazole

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Application of 4522-35-4, 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. 4522-35-4, name is 3-Iodo-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

INTERMEDIATE 58 4-(3-Iodo-lH-pyrazol-l-yl)pyrimidine-2-carbonitrile To a solution of 3-iodo-lH-pyrazole (298 mg, 1.536 mmol) in anhydrous DMSO (4 mL) added NaH (86 mg, 2.151 mmol) at 0 C. The mixture was stirred for 30 min at 0C, followed by the addition of 4-chloropyrimidine-2-carbonitrile (214 mg, 1.536 mmol) in DMSO(l mL). The resulting mixture was stirred at room temperature overnight. The mixture was quenched with water (10 mL) and extracted with EtOAc(40 mL x 3). The organic layer was collected and dried over Na2S04. The solvent was removed in vacuo to give the crude product. This was purified by flash chromatography (IS CO Combiflash, lOg, Biotage Si column, -30 mL/min, 100% hexanes 5min, gradient to 100% EtOAc in hexanes 15min) to afford 4-(3-iodo-lH- pyrazol-l-yl)pyrimidine-2-carbonitrile. LCMS calc. = 297.95; found = 297.92 (M+H)+.

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, 3-Iodo-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Share a compound : 3-Iodo-1H-pyrazole

The synthetic route of 3-Iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Application of 4522-35-4, 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. 4522-35-4, name is 3-Iodo-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 2: 3-iodo-l-methyl-lH-rhoyrazole.To a stirred solution of 3-iodo-leta-rhoyrazole (0.5 g, 2.6 mMol) in anhydrous DMF (5.0 mL) was added iodor¡ãethane (3.7 g, 25.8 mMol). The resulting solution was cooled to 00C, and NaH (0.11 g, 2.8 EPO mMol, 60% dispersion in mineral oil) was added. The reaction mixture was allowed to warm to ambient temperature, and was stirred for 15 minutes. Water (20 mL) was added, and the resulting solution was extracted with EtOAc (1 x 30 mL). The organic layer was washed with water (2 x 30 mL), and brine (1 x 30 mL). The organic layer was dried over magnesium sulfate, filtered, and concentrated to afford the title compound. LRMS (ESI) calculated for C4H5IN2 [M+H]+, 208.9; found 209.0.

The synthetic route of 3-Iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2007/35309; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Extended knowledge of 3-Iodo-1H-pyrazole

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-1H-pyrazole, its application will become more common.

Related Products of 4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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 soluton of3-iodopyrazole (500 mg, 2.58mmol) and 3,5-dichloropyridazine(384 mg, 2.58 mmol) in anhydrous DMF (5 mL) at room temperature was addedpotassium tert-butoxide (289 mg, 2.58 mmol) in one portion. It was heated at100 C for 1 h. It was cooled to room temperature, diluted with EtOAc (50 mL),washed with satd aq. NaHC03 (10 mL) and water (100 mL). The aqueous layerwas separated and extracted with EtOAc (3 x 50 mL). The combined organiclayers were washed with water (1 00 mL), brine (1 00 mL), dried over Na2S04,filtered and concentrated. The residue was purified by flash chromatography(ISCO Combiflash, Gold 40 g, 0-60% EtOAc in hexanes) to give 3-chloro-5-(3-iodo-1H-pyrazol-1-yl)pyridazine, as a white solid. LCMS calc.= 306.92, found= 306.96 (M+Ht. 1H NMR (500 MHz, CHCh-d): o 9.54 (d, J= 2.3 Hz, 1 H);7.94 (d, J= 2.7 Hz, 1 H); 7.90 (d, J= 2.3 Hz, 1 H); 6.81 (d, J= 2.7 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-1H-pyrazole, its application will become more common.

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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.

Application of 4522-35-4, A common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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.

Dichloromethane (5.0 mL) in 3-iodo-1H-pyrazole (1.03 mmol) solution, (4-(trifluoromethyl)phenyl)boronic acid (2.06 mmol), pyridine (5.15 mmol), copper (II)acetate (4.12 mmol) and triethylamine was added (3.09 mmol). The reaction mixturewas stirred at room temperature for two days. When the reaction is completed, afterremoving by filtration using Celite and the insoluble residue was filtered andconcentrated to a liquid. Purification of the crude residue by silica gel flash columnchromatography to produce a D1.

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.

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These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-1H-pyrazole, its application will become more common.

Related Products of 4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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.

INTERMEDIATE 20 4-(3-Iodo- lH-pyrazol-1 -yl)-2-(trifluoromethyl)pyridine To a solution of 3-iodopyrazole (0.70 g, 3.61 mmol), in DMSO (18.0 mL) was added sodium hydride (60% disp. in oil, 0.173 g, 4.33 mmol), and the resulting mixture was stirred for 0.5 h before adding 4-fluoro-2-trifluoromethyl pyridine (0.596 g, 3.61 mmol). The reaction mixture was stirred at 90 C for 3 h. The reaction was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO, 40 g, 0-50 % EtOAc in hexanes) to afford 4-(3-iodo-lH-pyrazol-l-yl)-2-(trifluoromethyl)pyridine, as a white solid. LCMS calc. = 339.95; found = 339.93 (Mu+Eta)+. NMR (500 MHz, CDC13): delta 8.77 (d, J= 5.3 Hz, 1 H); 8.03 (d, J= 3.8 Hz, 1 H); 7.91 (d, J= 2.6 Hz, 1 H); 7.77 (d, J= 5.4 Hz, 1 H); 6.74 (d, J= 2.5 Hz, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Iodo-1H-pyrazole, its application will become more common.

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The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.

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. 4522-35-4, name is 3-Iodo-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: pyrazoles-derivatives

INTERMEDIATE 6 3-Iodo-l-(4-(methylsulfonyl)phenyl)-lH-pyrazole To a solution of 3-iodopyrazole (0.7 g, 3.61 mmol) in DMSO (18.0 mL) was added sodium hydride (60% disp. in oil, 0.173 g, 4.33 mmol) and the resulting mixture was stirred for 0.5 h before adding 4-methylsulfoylfluorobenzene (0.629 g, 3.61 mmol). The reaction mixture was stirred at 90 C for 3 h. The reaction was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flas chromatography (ISCO, 40 g, 0-60 % EtOAc in hexanes) to afford 3-iodo-l-(4-(methylsulfonyl)phenyl)-lH-pyrazole, as a white solid. LCMS calc. = 348.94; found = 348.92 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.03 (dd, J= 8.7, 1.7 Hz, 2 H); 7.89 (dd, J= 8.7, 1.7 Hz, 2 H); 7.84 (d, J= 2.6 Hz, 1 H); 6.69 (d, J= 2.6 Hz, 1 H); 3.09 (s, 3 H).

The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.

Some scientific research about 4522-35-4

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Adding a certain compound to certain chemical reactions, such as: 4522-35-4, name is 3-Iodo-1H-pyrazole, 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 4522-35-4, Formula: C3H3IN2

A mixture of 5-iodo-1H-pyrazole (10 g, 51.55 mmol), 3,4-dihydro-2H-pyran (13 g, 154.55 mmol), TsOH (443 mg, 2.57 mmol) in ethyl acetate (200 mL) was stirred for 3 h at 80 C. The resulting mixture was washed with water. The organic phase was dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under vacuum. The residue was purified by flash chromatography on silica gel eluting with dichloromethane/petroleum ether (3/7) to afford 3-iodo-1-(oxan-2-yl)-1H-pyrazole (7.0 g, 25.18 mmol) as a white solid. LCMS (ESI) [M+H]+=279

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.

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The synthetic route of 3-Iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, 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. Quality Control of 3-Iodo-1H-pyrazole

INTERMEDIATE 29 5-Chloro-4-(3-iodo-lH-pyrazol-l-yl)-2-methoxypyridine A solution of 3-iodo-lH-pyrazole (0.3 g, 1.547 mmol), 5-chloro-2-methoxypyridine- 4-boronic acid (0.377 g, 2.011 mmol), DMAP (0.756 g, 6.19 mmol), copper(II)acetate (0.281 g, 1.547 mmol), and cesium carbonate (1.26 g, 3.87 mmol) in 1,4-dioxane (7.73 mL) was heated at 80 C overnight. The reaction was allowed to warm to room temperature and filtered. The filtrate was diluted with EtOAc and water, and the seperated aq. layer was extracted with EtOAc. The combined organics were dried over MgS04, filtered and concentrated. The residue was purified with flash chromatography (ISCO Combiflash, 24 g, 0-10 % EtOAc in hexanes) to give 5- chloro-4-(3-iodo-lH-pyrazol-l-yl)-2-methoxypyridine, as a white solid. LCMS calc. = 335.93; found = 335.82 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.25 (s, 1 H); 8.01 (d, J= 2.6 Hz, 1 H); 7.14 (s, 1 H); 6.66 (d, J= 2.5 Hz, 1 H); 3.96 (s, 3 H).

The synthetic route of 3-Iodo-1H-pyrazole has been constantly updated, and we look forward to future research findings.

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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.

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. 4522-35-4, name is 3-Iodo-1H-pyrazole, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Iodo-1H-pyrazole

A solution of 3-iodo-lH-pyrazole (500 mg, 2.6 mmol) and ethylene carbonate (238 mg, 2.70 mmol) was formed in DMF (5 mL) and heated at 150C for 3 h. The mixture was allowed to cool then evaporated under vacuum to remove the solvent. Purification of the residue by FCC eluting with a gradient of 0-100% EtOAc in cyclohexane gave crude title compound (444 mg, 72%) as a brown oil. LCMS (Method 3): Rt 2.17 min, m/z 239 [MH+].

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.

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The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 4522-35-4,Some common heterocyclic compound, 4522-35-4, name is 3-Iodo-1H-pyrazole, molecular formula is C3H3IN2, 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.

INTERMEDIATE 15 5-(3-Iodo-lH-pyrazol-l -yl)-2-(trifluorometyl)pyridine To a solution of 3-iodopyrazole (0.588 g, 3.03 mmol) in DMSO (15.0 mL) was added sodium hydride (60% in oil, 0.145 g, 3.64 mmol) and stirred for 0.5 h before 5-fluoro- 2-(trifluoromethyl)pyridines added. The reaction mixture was stirred at 90 C overnight. The reaction was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by passing through the silica gel funnel with CH2C12 to give 5-(3-iodo-lH-pyrazol-l -yl)-2- (trifiuorometyl)pyridine, as a yellow solid. LCMS calc. = 339.95; found = 339.89 (M+H)+. 1H NMR (500 MHz, CDC13): delta 9.03 (d, J= 2.3 Hz, 1 H); 8.24 (dd, J= 8.4, 2.1 Hz, 1 H); 7.86 (d, J= 2.5 Hz, 1 H); 7.80 (d, J= 8.5 Hz, 1 H); 6.73 (d, J = 2.6 Hz, 1 H).

The synthetic route of 4522-35-4 has been constantly updated, and we look forward to future research findings.