Category: 35691-93-1

Some common heterocyclic compound, 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, molecular formula is C8H12N2O2, 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. Computed Properties of C8H12N2O2

A microwave vial was charged with ethyl 3,5-dimethyl-1 H-pyrazole-4-carboxylate (1.00 g, 5.95 mmol), methyl vinyl sulfone (0.521 ml, 5.95 mmol), K2CO3 (2.465 g, 17.84 mmol) and DMF (15 ml), and the mixture was irradiated for 30 minutes at 135 C in a personal microwave reactor. The reaction mixture was diluted with EtOAc, washed with brine and dried over magnesium sulfate. The solvent was removed to give ethyl 3,5-dimethyl-1-[2-(methylsulfonyl)ethyl]-1 H-pyrazole-4-carboxylate (1.61 g, 99 % yield). 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 4.47 (t, J=6.2 Hz, 2 H), 4.30 (q, J=IA Hz, 2 H), 3.65 (t, J=6.2 Hz, 2 H), 2.61 (s, 3 H), 2.60 (s, 3 H), 2.42 (s, 3 H), 1.37 (t, J=IA Hz, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35691-93-1, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 35691-93-1, The chemical industry reduces the impact on the environment during synthesis 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

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, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kato, Jun-Ya; Ijuin, Ryosuke; Aoyama, Hiroshi; Yokomatsu, Tsutomu; Tetrahedron; vol. 70; 17; (2014); p. 2766 – 2775;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, 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 35691-93-1, HPLC of Formula: C8H12N2O2

3,5-Dimethyl-1H-pyrazole-carboxylic acid ethyl ester(0.83 g, 5 mM), potassium carbonate (2.07 g, 15 mM), tetrabutylammonium bromide(0.11 g, 0.25 mM), and ethyl bromoacetate (3.32 mL, 5 mM) were mixed in 1,4-dioxane(60 mL). The reaction mixture was stirred at 140 C for 24 h and the solvent was removedby evaporation. The residue was dissolved in CH2Cl2 (40 mL) and washed with deionized water (200 mL). The organic layer was dried over MgSO4 and evaporated to give 1-ethoxycarbonylmethyl-3,5dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester (Ecmdpcaee) as afaint yellow oil. Yield: 0.78 g (78.7%). 1H NMR (CDCl3, 500 MHz) delta: 4.80 (s, 2H), 4.16(q, 2H), 4.24 (q, 2H), 2.47 (s, 3H), 2.42 (s, 3H), 1.36 (t, 3H), 1.28 (t, 3H); ESI-MS: m/z(%) 254.95 [MH+] (100%), 274.10[MK+] (100%); IR (cm-1, KBr pellet): 3378 (m), 2985 (vs), 2931 (vs), 2587 (w), 1735 (vs), 1702 (s), 1656 (w), 1552 (s), 1447 (m), 1374 (s), 1356 (w), 1282 (s), 1233 (vs), 1160 (w), 1051 (w), 873 (m), 686 (m); m.p.: 50-52 C.

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, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Xia, Qinghong; Ren, Yanqiu; Cheng, Mei-Ling; Liu, Xiuxiu; Chen, Sheng; Zhai, Changwei; Liu, Qi; Journal of Coordination Chemistry; vol. 68; 10; (2015); p. 1688 – 1704;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 35691-93-1, 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. 35691-93-1 name is Ethyl 3,5-dimethyl-1H-pyrazole-4-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.

4.2.1 Ethyl 2,5-dimethylpyrazolo[1,5-a]quinoline-3-carboxylate (5a) Condition A: A mixture of 2-fluoroacetophenone 3a (138 mg, 1.00 mmol), 1H-pyrazole 2a (202 mg, 1.20 mmol) and K2CO3 (420 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 C for 16 h. After monitoring the end of the reaction on TLC, the mixture was cooled to room temperature and diluted with water. The resulting mixture was extracted with ethyl acetate twice. The combined organic layers were washed with water twice, dried over MgSO4 and the solvent was removed in vacuo to afford a residue. The residue was purified by flash column chromatography (hexane:EtOAc=5:1) on silica gel to afford 5a (92.0 mg, 34% yield). Condition B: The reaction was carried out with Cs2CO3 instead of K2CO3 under the same conditions as that of Condition A to afford 5a (210 mg, 78% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Kato, Jun-Ya; Ijuin, Ryosuke; Aoyama, Hiroshi; Yokomatsu, Tsutomu; Tetrahedron; vol. 70; 17; (2014); p. 2766 – 2775;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, molecular formula is C8H12N2O2, 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. Safety of Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate

A microwave vial was charged with ethyl 3,5-dimethyl-1 H-pyrazole-4-carboxylate (1.00 g, 5.95 mmol), methyl vinyl sulfone (0.521 ml, 5.95 mmol), K2CO3 (2.465 g, 17.84 mmol) and DMF (15 ml), and the mixture was irradiated for 30 minutes at 135 C in a personal microwave reactor. The reaction mixture was diluted with EtOAc, washed with brine and dried over magnesium sulfate. The solvent was removed to give ethyl 3,5-dimethyl-1-[2-(methylsulfonyl)ethyl]-1 H-pyrazole-4-carboxylate (1.61 g, 99 % yield). 1 H NMR (400 MHz, CHLOROFORM-d) delta ppm 4.47 (t, J=6.2 Hz, 2 H), 4.30 (q, J=IA Hz, 2 H), 3.65 (t, J=6.2 Hz, 2 H), 2.61 (s, 3 H), 2.60 (s, 3 H), 2.42 (s, 3 H), 1.37 (t, J=IA Hz, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 35691-93-1, its application will become more common.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/157273; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 35691-93-1, The chemical industry reduces the impact on the environment during synthesis 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

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, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kato, Jun-Ya; Ijuin, Ryosuke; Aoyama, Hiroshi; Yokomatsu, Tsutomu; Tetrahedron; vol. 70; 17; (2014); p. 2766 – 2775;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 35691-93-1, 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. 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 8 1-Acetyl-azetidine-3-carboxylic Acid [(S)-3-[5-(3,5-dimethyl-1-pyrazin-2-yl-1H-pyrazole-4-carbonyl)-hexahydro-pyrrolo[3,4-c]pyrrol-2-yl]-1-(3-fluoro-phenyl)-propyl]-amide (III-25) 3,5-Dimethyl-1-pyrazin-2-yl-1H-pyrazole-4-carboxylic acid-To a solution of 3,5-dimethyl-1H-pyrazole-4-carboxylic acid ethyl ester (1 g, 5.95 mmol) in DMF (20 mL) cooled to 0 C. was added portionwise NaH (60% in mineral oil, 171 mg, 7.13 mmol). After hydrogen evolution ceased, 2-chloro-pyrazine (0.64 mL, 7.13 mmol) was added and the reaction was stirred at 50 C. for 24 h. The reaction mixture was cooled to RT, partitioned between EtOAc and saturated NH4Cl. The aqueous layer was extracted twice with EtOAc. The combined organic layers were dried (Na2SO4), filtered and evaporated. The residue was purified via SiO2 chromatography eluding with hexane/EtOAc to afford 0.64 g (44%) of 3,5-dimethyl-1-pyrazin-2-yl-1H -pyrazole-4-carboxylic acid ethyl ester.

The chemical industry reduces the impact on the environment during synthesis Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Lemoine, Remy; Melville, Chris Richard; Rotstein, David Mark; Wanner, Jutta; US2007/191335; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 35691-93-1, 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. 35691-93-1 name is Ethyl 3,5-dimethyl-1H-pyrazole-4-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.

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, and friends who are interested can also refer to it.

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. 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate

A mixture of 2-[2-(3-chloro-5-fluorobenzyl)-1-benzothiophen-7-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.50 g, 3.72 mmol), ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate (0.76 g, 4.5 mmol) and copper(II) acetate monohydrate (0.37 g, 1.9 mmol) in pyridine (8 mL) was reacted for 20 hr at 50C. The reaction solution was concentrated, and the residue was diluted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-hexane 1:10) to give ethyl 1-[2-(3-chloro-5-fluorobenzyl)-1-benzothiophen-7-yl]-3,5-dimethyl-1H-pyrazole-4-carboxylate (0.88 g). To a solution of the compound in methanol (20 mL) was added 1N aqueous sodium hydroxide solution (12 mL, 12 mmol) at room temperature, and the mixture was stirred for 1 days at 60C. To the reaction mixture were added water and hydrochloric acid, and the aqueous layer was acidified. The mixture was extracted with ethyl acetate. The organic layer was dried over magnesium sulfate, and evaporated under reduced pressure. The obtained residue was crystallized from ether to give the title compound (630 mg, yield 41%). melting point 187 – 188C. 1H-NMR (DMSO-d6)delta: 2.38 (6 H, s), 4.29 (2 H, s), 7.18 – 7.25 (1 H, m), 7.30 (1 H, s), 7.36 – 7.44 (2 H, m), 7.46 – 7.54 (1 H, m), 7.72 – 7.81 (1 H, m), 7.88 – 7.92 (1 H, m), 12.43 (1 H, br s).

The synthetic route of 35691-93-1 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, 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 35691-93-1, HPLC of Formula: C8H12N2O2

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

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, Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.