Category: 31037-02-2

Reference of 31037-02-2,Some common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H11N3O2, 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 dry flask with gas inlet under nitrogen was charged with 25 mL THF and aniline (1.349 mL, 14.78 mmol). The flask was cooled to -78C and nBuLi in hexanes (2.1M, 5.67 mL, 14.19 mmol) was added slowly. After stirring for 30 min, solid ethyl 5-amino-l-methyl-lH-pyrazole- 4-carboxylate (2 g, 11.82 mmol) was added against a strong counterflow of nitrogen. The flask was allowed to warm to RT and stirred overnight. The next morning the flask was again cooled to -78C and another portion of nBuLi (2.1M, 5.67 mL, 14.19 mmol) was added and then the flask was warmed to RT. After 3 hours the reaction was quenched with sat. aq. ammonium chloride and the volatiles were removed. The residue was taken up in EtOAc and washed with water and brine before drying the organic portion over sodium sulfate and concentrating. The crude obtained was recrystallized from ethanol, yielding the titled compound as an orange crystalline solid (1.6 g, 7.40 mmol, 62.6 % yield). XH NMR (400 MHz, OMSO-d6) delta 9.38 (s, 1H), 7.89 (s, 1H), 7.68 (d, J= 7.83 Hz, 2H), 7.29 (t, J = 8.02 Hz, 2H), 6.93 – 7.11 (m, 1H), 6.31 (s, 2H), 3.54 (s, 3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, its application will become more common.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; INDIANA UNIVERSITY RESEARCH AND TECHNOLOGY CORPORATION; LARSEN, Scott D.; HUDDLE, Brandt C.; YANG, Kun; BUCKANOVICH, Ronald; HURLEY, Thomas; (127 pag.)WO2017/223086; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 31037-02-2, 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. 31037-02-2 name is Ethyl 5-amino-1-methyl-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.

The ligand, L (0.169 g; 1 mmol), was dissolved in hot MeOH (5 cm3), and CuBr2 (0.11 g; 0.5 mmol) was added. Two days later, the brown needle-like microcrystals were filtered and washed with MeOH and Et2O. Yield: 0.143 g (54%). Calcd.(Found) for CuC14H22N6Br2: C, 29.93; H, 3.92; N, 14.96. (C,29.79; H, 3.93; N, 14.94). IR bands [ v/cm-1]: 3488, 3441,3348, 1683, 1632, 1557, 1458, 1124, 773. Molar conductivity, LambdaM (S cm2 mol-1): 61 (DMF).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 5-amino-1-methyl-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. 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 31037-02-2

Step 3.1 : 5-Amino-1 -methyl- 1 H-pyrazole-4-carboxylic acid5-Amino-1-methyl-1 H-pyrazole-4-carboxylic acid ethyl ester (16.4 g, 97 mmol) is heated to reflux in 97 ml of 2 M sodium hydroxide solution and 100 ml of ethanol. After complete saponification, the mixture is acidified to pH 5 with 6 M HCI solution, and the formed precipitate is isolated by filtration. The product is dried at the high vacuum pump and the title compound is isolated as a white solid. HPLC: tR = 4.65 min; MS-ES+: (M+H)+ = 142 ; TLC*: Rf = 0.24.

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 31037-02-2, 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. 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The two Schiff base ligands were prepared based on the literature [44,45]. As shown in Scheme 1,a mixture of 5-amino-1-(2-hydroxyethyl)(2 mmol, 254 mg), 2-hydroxy-1-naphthaldehyde(2 mmol, 350 mg) glacial acetic acid in the ethanol solution (30 mL) was vigorouslystirred and refluxed at 80 C for 4 h.

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

Synthetic Route of 31037-02-2,Some common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H11N3O2, 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.

Step 3.1 : 5-Amino-1 -methyl- 1 H-pyrazole-4-carboxylic acid5-Amino-1-methyl-1 H-pyrazole-4-carboxylic acid ethyl ester (16.4 g, 97 mmol) is heated to reflux in 97 ml of 2 M sodium hydroxide solution and 100 ml of ethanol. After complete saponification, the mixture is acidified to pH 5 with 6 M HCI solution, and the formed precipitate is isolated by filtration. The product is dried at the high vacuum pump and the title compound is isolated as a white solid. HPLC: tR = 4.65 min; MS-ES+: (M+H)+ = 142 ; TLC*: Rf = 0.24.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, its application will become more common.

31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 31037-02-2

Example 19A Ethyl 5-butylamino-1-methylpyrazole-4-carboxylate To ethyl 5-amino-1-methylpyrazole-4-carboxylate (3.4476 g, 20.38 mmol) in dimethylformamide (60 mL) at 0 C. was added a solution of 1.0M sodium bis(trimethylsilyl)amide in tetrahydrofuran (20.5 mL, 20.5 mmol). After 1 hour, 1-iodobutane (2.50 mL, 22.0 mmol) was added and the reaction was stirred at ambient temperature for 20 hours. The mixture was diluted with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (6*). The combined organic extracts were then washed with water (2*) and brine, dried over sodium sulfate, filtered and evaporated under reduced pressure. Chromatography of the residue on silica gel eluding with 20% ethyl acetate in hexane afforded 3.8754 g (84%) of the desired product as a oil. TLC (20% ethyl acetate/80% hexane) Rf =0.12. 1 H NMR (CDCl3, 300 MHz) d 0.94 (t, 3H), 1.33 (t, 3H), 1.35-1.50 (m, 2 H), 1.53-1.65 (m, 2H), 3.25 (t, 2H), 3.77 (s, 3H), 4.25 (q, 2H), 5.60-5.80 (br, 1H), 7.62 (s, 1H). MS (DCl/NH3)m/e 226 (M+H)+.

The synthetic route of 31037-02-2 has been constantly updated, and we look forward to future research findings.

31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Product Details of 31037-02-2

Example 19A Ethyl 5-butylamino-1-methylpyrazole-4-carboxylate To ethyl 5-amino-1-methylpyrazole-4-carboxylate (3.4476 g, 20.38 mmol) in dimethylformamide (60 mL) at 0 C. was added a solution of 1.0M sodium bis(trimethylsilyl)amide in tetrahydrofuran (20.5 mL, 20.5 mmol). After 1 hour, 1-iodobutane (2.50 mL, 22.0 mmol) was added and the reaction was stirred at ambient temperature for 20 hours. The mixture was diluted with saturated aqueous sodium bicarbonate and extracted with ethyl acetate (6*). The combined organic extracts were then washed with water (2*) and brine, dried over sodium sulfate, filtered and evaporated under reduced pressure. Chromatography of the residue on silica gel eluding with 20% ethyl acetate in hexane afforded 3.8754 g (84%) of the desired product as a oil. TLC (20% ethyl acetate/80% hexane) Rf =0.12. 1 H NMR (CDCl3, 300 MHz) d 0.94 (t, 3H), 1.33 (t, 3H), 1.35-1.50 (m, 2 H), 1.53-1.65 (m, 2H), 3.25 (t, 2H), 3.77 (s, 3H), 4.25 (q, 2H), 5.60-5.80 (br, 1H), 7.62 (s, 1H). MS (DCl/NH3)m/e 226 (M+H)+.

The synthetic route of 31037-02-2 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H11N3O2, 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: 31037-02-2

Triethylamine (0.49 ml, 3.5 mmol) was added to a stirred solution of ethyl 5-amino-1-methyl-pyrazole-4- carboxylate (0.50 g, 3.0 mmol) in dichloromethane (30 ml) at 0C. After 5 minutes methanesulfonyl chloride (0.23 ml, 3.0 mmol) was added dropwise. The resulting mixture was allowed to warm to room temperature over 18 hours and then partitioned between 1 M hydrochloric acid and dichloromethane. Thephases were separated and the aqueous extracted with further dichloromethane. The combined organic phases were passed through a PhaseSep cartridge and concentrated under reduced pressure to leave ethyl 5-(methanesulfonamido)-1-methyl-pyrazole-4-carboxylate, which was used without further purification. Characterising data for the compound are as follows: 1H NMR (400 MHz, CDCI3) oe 7.97 (s, 1 H), 4.34 (t,2H), 3.92 (s, 3H), 3.51 (s, 3H) and 1.36 (t, 3H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 31037-02-2, its application will become more common.

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. 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., COA of Formula: C7H11N3O2

INTERMEDIATE 1 Ethyl 5 – [(3 -ethoxy-3 -oxopropanoyQamino] – 1 -methylpyrazole-4-carboxylate A solution of ethyl 5-amino-l-methylpyrazole-4-carboxylate (5 g, 29.6 mmol) in diethyl malonate (9 mL, 59.2 mmol) was heated at 180C overnight, then for a further 6 h at 200C. After this time, the reaction mixture was cooled and concentrated in vacuo, then purified by normal phase chromatography (Si02, 50% EtO Ac/heptane to 100% EtO Ac), to yield the title compound (4.12 g, 49%) as a pale yellow oil that crystallised on standing. deltaEta (CDC13) 9.70 (br s, 1H), 7.79 (s, 1H), 4.27 (2 x q, J 6.8 Hz, 4H), 3.75 (s, 3H), 3.50 (s, 2H), 1.32 (2 x t, J 7.4 Hz, 6H).

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 31037-02-2,Some common heterocyclic compound, 31037-02-2, name is Ethyl 5-amino-1-methyl-1H-pyrazole-4-carboxylate, molecular formula is C7H11N3O2, 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.

EXAMPLE 69 Preparation of ethyl 4-Hydroxy-1-methyl-6-oxo-6,7-dihydro-1H-pyrazolo-[3,4-b]pyridine-5-carboxylate A solution of sodium metal (12.7 g, 0.55 mol) in ethanol is treated at room temperature with ethyl 5-amino-1-methyl-4-pyrazolecarboxylate (25 g, 0.148 mol), stirred for 0.5 h, treated dropwise with a solution of diethyl malonate (80 ML, 0.52 mol in ethanol over a 0.5 h period, heated at reflux temperature for 56 h, cooled to room temperature, diluted with water, washed with ethyl acetate, acidified to PH 2 with HCl and filtered.The filtercake is washed sequentially with water, ethanol, ethyl acetate and toluene and dried in vacuo at 40 C. for 16 h to afford the title product as a white solid, 28.7 g (82% yield), identified by HNMR analysis.

The synthetic route of 31037-02-2 has been constantly updated, and we look forward to future research findings.