Simple exploration of Methyl 4-nitro-1H-pyrazole-3-carboxylate

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A mixture of sodium hydride (167 mg, 6. [96] mmol) in tetrahydrofuran (15 mL) cooled to [0 oC] was treated with a solution [OF 4-NITRO-LH-PYRAZOLE-3-CARBOXYLIC] acid methyl ester (1.0 g, 5.8 mmol) in tetrahydrofuran (10 mL). This mixture was stirred at [0 oC] for 1 h. It was then treated with methyl iodide (0.54 mL, 8.7 mmol). The reaction was stirred at [25 oC] for 18 h. At this time, the reaction was cooled to 0 oC and was then quenched with a saturated aqueous ammonium chloride solution and diluted with ethyl acetate (200 mL). This solution was washed with water (1 x 100 mL) and a saturated aqueous sodium chloride solution (1 x 100 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was slurried in 40% ethyl acetate/petroleum ether and cooled in the freezer for 15 min. At this time, the solids were collected by filtration to afford [L-METHYL-4-NITRO-LH-] pyrazole-3-carboxylic acid methyl ester (889 mg, 82.8%) as a white solid

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, Methyl 4-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Continuously updated synthesis method about Methyl 4-nitro-1H-pyrazole-3-carboxylate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 138786-86-4, its application will become more common.

Some common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, molecular formula is C5H5N3O4, 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. Product Details of 138786-86-4

A mixture of sodium hydride (167 mg, 6. [96] mmol) in tetrahydrofuran (15 mL) cooled to [0 oC] was treated with a solution [OF 4-NITRO-LH-PYRAZOLE-3-CARBOXYLIC] acid methyl ester (1.0 g, 5.8 mmol) in tetrahydrofuran (10 mL). This mixture was stirred at [0 oC] for 1 h. It was then treated with methyl iodide (0.54 mL, 8.7 mmol). The reaction was stirred at [25 oC] for 18 h. At this time, the reaction was cooled to 0 oC and was then quenched with a saturated aqueous ammonium chloride solution and diluted with ethyl acetate (200 mL). This solution was washed with water (1 x 100 mL) and a saturated aqueous sodium chloride solution (1 x 100 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was slurried in 40% ethyl acetate/petroleum ether and cooled in the freezer for 15 min. At this time, the solids were collected by filtration to afford [L-METHYL-4-NITRO-LH-] pyrazole-3-carboxylic acid methyl ester (889 mg, 82.8%) as a white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 138786-86-4, its application will become more common.

Continuously updated synthesis method about Methyl 4-nitro-1H-pyrazole-3-carboxylate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 138786-86-4, its application will become more common.

Some common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, molecular formula is C5H5N3O4, 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. Product Details of 138786-86-4

A mixture of sodium hydride (167 mg, 6. [96] mmol) in tetrahydrofuran (15 mL) cooled to [0 oC] was treated with a solution [OF 4-NITRO-LH-PYRAZOLE-3-CARBOXYLIC] acid methyl ester (1.0 g, 5.8 mmol) in tetrahydrofuran (10 mL). This mixture was stirred at [0 oC] for 1 h. It was then treated with methyl iodide (0.54 mL, 8.7 mmol). The reaction was stirred at [25 oC] for 18 h. At this time, the reaction was cooled to 0 oC and was then quenched with a saturated aqueous ammonium chloride solution and diluted with ethyl acetate (200 mL). This solution was washed with water (1 x 100 mL) and a saturated aqueous sodium chloride solution (1 x 100 mL). The organics were dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting solid was slurried in 40% ethyl acetate/petroleum ether and cooled in the freezer for 15 min. At this time, the solids were collected by filtration to afford [L-METHYL-4-NITRO-LH-] pyrazole-3-carboxylic acid methyl ester (889 mg, 82.8%) as a white solid

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 138786-86-4, its application will become more common.

Application of 138786-86-4

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, Methyl 4-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

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Methyl 4-nitro-lH-pyrazole-3-carboxylate (5 g, 29.2 mmol),Toluenesulfonic acid (0.5 g, 2.9 mmol) was dissolved in dichloromethane (40 mL)3,4-Dihydro-2H-pyran (3.7 g, 44.0 mmol) was added dropwise at 0 C. The addition was completed, 20 C for 4 hours,Add 100mL dichloromethane and 100mL water, liquid separation, the organic phase spin dry,The residue was subjected to silica gel column chromatography (PE: EA = 10: 1) to give 5.3 g of the title product in a yield of 71.1%.

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Continuously updated synthesis method about 138786-86-4

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Reference of 138786-86-4, 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. 138786-86-4 name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, 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.

solution of methyl 4-nitro-lH-pyrazole-3-carboxylate (54.Og, 315.6 mmol), phenylboronic acid (77.Og,631.2 mmol), copper(II) acetate (86.0g, 473.4 mmol) and pyridine (49.9g, 631.2 mmol) in methylene chloride (600 mL) was stirred at ambient temperature open to air for 48 hours. The reaction was evaporated in vacuo, diluted with 100OmL methylene chloride and filtered through a large plug of silica(washing with 2 liters methylene chloride). The solvent was evaporated in vacuo. 1H NMR (CDCl3) delta8.61 (s, IH), 7.73 (m, 2H), 7.50 (m, 3H), 4.02 (s, 3H).

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Sources of common compounds: 138786-86-4

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.

Synthetic Route of 138786-86-4, A common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, molecular formula is C5H5N3O4, 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) Metallic sodium(6.71 g) was added carefully and slowly to thoroughly dried methanol(830 mL) and the solution was ice-cooled after the fragment of metallic sodium was completely dissolved. Compound(1)(43.61 g) was added to the solution, then methyl iodide(43.64 mL) was added and the mixture was stirred at 60-70C for 4 hours. The reaction solution was concentrated under reduced pressure, chloroform was added to the residue and the mixture was washed with a saturated aqueous sodium bicarbonate solution and brine, dried and the solvent was distilled away. The residue was purified with a silica gel column chromatography(hexane/ethyl acetate=4/1 to 1/1) to give Compound(2)(17.0 g) as a yellow oily substance and Compound(3)(26.8 g) as a colorless powder. Compound(2): APCI-MS(m/e):186[M+H]+, 1HNMR(500MHZ/DMSO-d6 )delta(ppm):3.95(s,3H),4.00(s,3H),8.37(s,1H). Compound(3): APCI-MS(m/e):186[M+H]+, 1HNMR(500MHZ/DMSO-d6 )delta(ppm):3.94(s,3H),4.00(s,3H),8.95(s,1H).

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 138786-86-4

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, Methyl 4-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 138786-86-4, The chemical industry reduces the impact on the environment during synthesis 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

Example 12 Benzyl-(2S)-4-(5-{[(4-amino-1-phenyl-1H-pyrazol-3-yl)amino]carbonyl}pyridin-2-yl)-2-methylpiperazine-1-carboxylate A solution of methyl 4-nitro-1H-pyrazole-3-carboxylate (54.0 g, 315.6 mmol), phenylboronic acid (77.0 g, 631.2 mmol), copper(II) acetate (86.0 g, 473.4 mmol) and pyridine (49.9 g, 631.2 mmol) in methylene chloride (600 mL) was stirred at ambient temperature open to air for 48 hours. The reaction was evaporated in vacuo, diluted with 1 L of methylene chloride and filtered through a large plug of silica (washing with 2 L methylene chloride). The solvent was evaporated in vacuo to give methyl 4-nitro-1-phenyl-1H-pyrazole-3-carboxylate confirmed by 1H NMR (CDCl3) delta 8.61 (s, 1H), 7.73 (m, 2H), 7.50 (m, 3H), 4.02 (s, 3H).

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, Methyl 4-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Continuously updated synthesis method about 138786-86-4

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, Methyl 4-nitro-1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 138786-86-4, The chemical industry reduces the impact on the environment during synthesis 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

3,4-dihydropyran (8.21 ml, 90 mmol) was added drop wise to a solution of 4-nitro- lH-pyrazole-3-carboxylic acid methyl ester (10 g, 60 mmol) in chloroform (200 ml) at O0C. The reaction mixture was stirred for 45 min before being allowed to warm to 250C. After 1 h Et2O (100 ml) was added and this mixture was washed sequentially with sat. aq. NaHCO3 (250 ml), water (2 x 250 ml), and brine (250 ml). The organics were dried (Na2SO4) and evaporated in vacuo to give 4-nitro-l-(tetrahydro-pyran-2- yl)-lH-pyrazole-3-carboxylic acid methyl ester as a yellow oil (16.99g, impure). A portion of this protected pyrazole (9.66 g, 37.88 mmol) was combined with hydrazine hydrate (9.97 ml, 200 mmol) and ethanol (150 ml) and stirred at 250C under N2. After Ih the mixture was evaporated in vacuo to give a crude orange oil. This was partitioned between EtOAc (4 x 150 ml) and brine (150 ml). The organic layer was dried (Na2SO4) and evaporated in vacuo to give 4-nitro-l-(tetrahydro-pyran-2-yl)- lH-pyrazole-3-carboxylic acid hydrazide as a yellow foam (8.45 g, 87%). (LC/MS (acidic method): Rt 1.56, [M+H]+256).

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The important role of 138786-86-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 4-nitro-1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

Application of 138786-86-4, 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. 138786-86-4 name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, 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.

(2); To dried methanol (830ml) was carefully added sodium metal (6.71g), and the mixture was ice-cooled after sodium pieces are completely dissolved. Thereto were added compound (1) (43.61g) and then methyl iodide (43.64ml), and the mixture was stirred at 60?70C for 4 hours. After concentrated in vacuo, to the residue was chloroform and the solution was washed with aqueous saturated sodium bicarbonate solution and saturated brine, and dried. After removal of the solvent, the residue was purified with silica gel column chromatography (hexane:ethyl acetate=4:1?1:1) to give compound (2) (17.0g) as a yellow oil, and compound (3) (26.8g) as a colorless powder. Compound (2): APCI-MS (m/e): 186 (M+H)+ 1HNMR(500MHz/DMSO-d6 (ppm):3.95(s,3H),4.00(s,3H),8.37(s,1H) Compound (3): APCI-MS (m/e): 186 (M+H)+ 1HNMR(500MHz/DMSO-d6)delta(ppm):3.94(s,3H),4.00(s,3H),8.95(s,1H)

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Brief introduction of 138786-86-4

The synthetic route of 138786-86-4 has been constantly updated, and we look forward to future research findings.

Related Products of 138786-86-4, These common heterocyclic compound, 138786-86-4, name is Methyl 4-nitro-1H-pyrazole-3-carboxylate, 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 solution of methyl 4-nitro-lH-pyrazole-3 -carboxylate (54.Og, 315.6 mmol), phenylboronic acid (77.Og, 631.2 mmol), copper(JJ) acetate (86.Og, 473.4 mmol) and pyridine (49.9g,631.2 mmol) in methylene chloride (600 mL) was stirred at ambient temperature open to air for 48 hours. The reaction was evaporated in vacuo, diluted with 1 L of methylene chloride and filtered through a large plug of silica (washing with 2 L methylene chloride). The solvent was evaporated in vacuo to give methyl 4-nitro-l -phenyl- lH-pyrazole-3 -carboxylate confirmed by 1HNMR (CDCl3) delta 8.61 (s, IH), 7.73 (m, 2H), 7.50 (m, 3H), 4.02 (s, 3H). A solution of methyl 4-nitro-l-phenyl-lH-pyrazole-3-carboxylate (78.1 g, 315.9 mmol) in THF (600 mL) was treated with 4M potassium hydroxide (79mL, 316 mmol) dropwise and the solution was stirred at ambient temperature for 16 hours. The reaction was evaporated in vacuo and acidified with 6M HCl. After addition of water (500 mL) the solids were filtered off and dried to give 4- nitro-1 -phenyl- lH-pyrazole-3-carboxylic acid as a grayish solid confirmed by 1H NMR (CD3OD) delta 9.37 (bs, IH), 7.88 (m, 2H), 7.59 (m, 2H), 7.44 (m, IH).A solution of 4-nitro-l-phenyl-lH-pyrazole-3-carboxylic acid (20.0 g, 85.8 mmol), triethylamine (36.0 mL, 257.3 mmol), and diphenylphosphoryl azide (37.8 g, 137.2 mmol) in dioxane (400 mL) and tert-butanol (200 mL) was heated to reflux for 16 hours. The reaction was evaporated to dryness in vacuo, diluted with methylene chloride (400 mL) and treated with trifluoroacetic acid (128 g, 857.7 mmol). The solution was stirred at ambient temperature for 16 hours. The reaction was evaporated in vacuo and the resulting oil diluted with hexanes (750 mL), ethyl acetate (150 mL) and methylene chloride (100 mL). The solids were filtered, washed with above solvent system (hexanes: ethyl acetate;methylene chloride 75:15:10), and dried to give the 4-nitro-l -phenyl- lH-pyrazol- 3-amine product as a yellow solid confirmed by 1H NMR (CDCl3) delta 8.43 (s, IH), 7.62 (m, 2H), 7.48 (m, 2H), 7.37 (m, IH).A mixture of the nicotinic acid (159 mg, 0.447 mmol) and BOP (233 mg, 0.528 mmol) in DMF (1.5 mL) was stirred vigorously for 1 hour at room temperature and then a mixture of 4-nitro-l- phenyl-lH-pyrazol-3-amine (83 mg, 0.406 mmol) and NaH (49 mg, 2.03 mmol) in DMF (1.5 mL) was added dropwise. After 12 hours of stirring at room temperature the reaction mixture was filtered over Celite, concentrated and purified by flash chromatography (10-80% EtOAc/hexanes). Formation of the pyrazolyl nitro-nicotinamide was confirmed by MS (ESI+): cal’d [M+H]+ 542.2, exp. 542.2. To a solution of the pyrazolyl nitro-nicotinamide in MeOH (3 mL) was added PtO2 (5 mg, 0.02 mmol). After 30 minutes of stirring at room temperature under an atmosphere OfH2, the reaction mixture was filtered over Celite, concentrated, and purified by reverse-phase chromatography (15-75% MeCNTH2O with 0.05% TFA) to give the desired pyrazolyl nicotinamide after the standard sat’d aq. NaHCO3 wash confirmed by:1HNMR (600 MHz, CD3OD) delta 8.78 (d, J = 2.1 Hz, IH), 8.42 (s, IH), 8.19 (dd, J = 9.1 Hz, 2.1 Hz, IH), 7.77 (d, J = 7.9 Hz, 2H), 7.49 (t, J = 7.9 Hz, 2H), 7.41-7.28 (m, 6H), 6.91 (d, J = 9.4 Hz, IH), 5.17-5.11 (m, 2H), 4.44-4.37 (m, IH), 4.28-4.22 (m, 2H), 4.00 (d, J = 13.5 Hz, IH), 3.43 (dd, J = 13.5, 3.5 Hz, IH), 3.37 (t, J = 10.8 Hz, IH), 3.23- 3.16 (m, IH), 1.18 (d, J = 6.5 Hz, 3H); MS (ESI+): cal’d [M+H]+ 512.2, exp. 512.2.

The synthetic route of 138786-86-4 has been constantly updated, and we look forward to future research findings.