The origin of a common compound about Ethyl 5-amino-1H-pyrazole-4-carboxylate

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 1260243-04-6,Some common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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 mixture of ethyl 5-amino-1H-pyrazole-4-carboxylate obtained in the step 1) (15.5 g, 0.01 mol) and 1-p-fluorophenyl-4,4,4 , -trifluorobutanedione (23.4 g, 0.1 mol) was placed in a vessel; 3.2) Dissolve the mixture in a container with 50 ml of glacial acetic acid to give a mixture E, placing the container on an electric heating barHeating to 115 ° C;3.3) The mixture E was heated to reflux for 7 hours, cooled, allowed to stand, and precipitated as a yellow-green needle-like solid;Ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [l, 5-a] pyrimidine-3-carboxylate was obtained after filtration, washing and drying;The process used in the process is cold glacial acetic acid.The mass of the product ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [l, 5_a] pyrimidine-3-carboxylate obtained in 27.05 g. Yield: 76.63percent.

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chongqing Medical College; Shi, Lei; Niu, Ya Hui; (7 pag.)(2016);,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about C6H9N3O2

According to the analysis of related databases, 1260243-04-6, the application of this compound in the production field has become more and more popular.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1260243-04-6

a) A mixture of ethyl 3-(4-chloro-phenyl)-3-oxo-propionate (18.1 g, 0.080 mol) and ethyl 5-amino-1H-pyrazole-4-carboxylate (13.7 g, 0.088 mol) was stirred at 160° C. for 3 h. AcOEt (40 mL) and hexane (40 mL) were successively added to the cooled mixture and stirring was continued at 0° C. for 0.5 h. The crystals were isolated by filtration and the solid was triturated for 1.2 h with 0.2 N HCl (80 mL). The solid was filtered off, washed with water and dried to give ethyl 5-(4-chloro-phenyl)-7-hydroxy-pyrazolo[1,5-a]pyrimidine-3-carboxylate (13.3 g, 52percent). White solid. MS (ISN) 316.3 [(M-H)-]; mp 190-192° C.

According to the analysis of related databases, 1260243-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gatti McArthur, Silvia; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes; US2006/183756; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Discovery of Ethyl 5-amino-1H-pyrazole-4-carboxylate

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Related Products of 1260243-04-6, A common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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.

To a solution of sodium ethoxide (520mg, 7.6mmol) in EtOH (20mL) were added ethyl 3- amino-lH-pyrazole-4-carboxylate (1 g, 6.45 mmol) and solid 1,3-dimethyluracil (1.35g, 9.68mmol), under a N2atmosphere. The reaction mixture was stirred at 90 C for 3 h then cooled to 0 C in ice-water bath. Amber precipitate was appeared. The resulting amber precipitate was filtered off and dissolved in water (25 mL) and then the resulting solution was neutralized with acetic acid. White solid was appeared, filtered and collected the solid, and then azeotroped to dryness by refluxing in toluene (100 mL) to give the title compound as a white solid (900 mg, 67%). H NMR (300 MHz, DMSO-Lambda): delta (ppm) 11.78 (brs, 1H), 8.58 (d, J = 8.0 Hz, 1H), 8.15 (s, 1H), 6.16 (d, J= 7.9 Hz, 1H), 4.28 (q, J= 7.0 Hz, 2H), 1.29 (t, J= 7.0 Hz, 3H).

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The origin of a common compound about Ethyl 5-amino-1H-pyrazole-4-carboxylate

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1260243-04-6.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 1260243-04-6

1-(4Bromomethybenzy)4Hpyridin–one (850 mg, 3.06 mmd) was dissdved in DMF (10 mL). S Amino4Hpyrazoe-4-carboxyic acid ethy ester (522 mg, 3.36 mmd) and cesium carbonate (1.99 g, 6.11 mmd) were added and the reaction mixture was stirred at 50 °C for 18 hrs after which time the reaction mixture was diuted with EtOAc (100 mL). This sdution was washed with water (30 mL), brine (30 mL), dried (Na2SO4) and evaporated in uacuo. The residue was purified by flash chromatography (sHica), duent gradient from 30percent Pet Ether / 70percent EtOAc to 100percent EtOAc, to afford two regioisomers. The first isomer was identified as -4carboxyic acid ethy? ester (230 mg, 0.65 mmd, 21percent yied) as a white sdid. The second isomer off the cdumn was coHected to afford 3-amino-1-[4-(2oxo-2H-pyridin-1-ymethy benzy]4R-pyrazde-4carboxyHc acid ethy? ester (480 mg, 1.36 mmd, 45percent yidd) as a white soHd.[MH = 353.1

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1260243-04-6.

Continuously updated synthesis method about Ethyl 5-amino-1H-pyrazole-4-carboxylate

According to the analysis of related databases, 1260243-04-6, the application of this compound in the production field has become more and more popular.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H9N3O2

3) Synthesis of ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3.1) The ethyl 5-amino-1H-pyrazole-4-carboxylate obtained in step 1) (15.5 g, 0.1 mol) and step 2)The obtained 1-p-fluorophenyl-4,4,4-trifluorobutanedione (23.4 g, 0.1 mol) was placed in a container;3.2) After dissolving the mixture in the vessel with 50 mL of glacial acetic acid, a mixture E1 is obtained,The container is placed under electric heating conditions, heated to 115 ;3.3) The mixture E1 was heated to reflux, after 7 hours, cooled and allowed to stand, yellow-green needle-like solid precipitated; the solidAfter filtration, washing and drying, ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate was obtained; For cold glacial acetic acid.The product obtained5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-The quality of ethyl carboxylate is27.05g.Yield: 76.63%.

According to the analysis of related databases, 1260243-04-6, the application of this compound in the production field has become more and more popular.

A new synthetic route of Ethyl 5-amino-1H-pyrazole-4-carboxylate

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.

Adding a certain compound to certain chemical reactions, such as: 1260243-04-6, name is Ethyl 5-amino-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 1260243-04-6, SDS of cas: 1260243-04-6

To a mixture of ethyl 3-amino-1H-pyrazole-4-carboxylate (29) (30.0 g, 193 mmol) and ethyl 3-ethoxy-2-propenoate (cis- and trans-mixture, 41.9 mL, 290 mmol) in DMF(387 mL) was added cesium carbonate (113 g, 348 mmol). Themixture was stirred at 100C for 2 h, diluted with water andthen acidified to pH ca. 5 with AcOH. The resulting solid wasfiltered by filtration, washed with water and dried to afford 30(36.4 g, 176 mmol, 91%) as a beige solid. 1H-NMR (300 MHz,DMSO-d6) delta: 1.28 (3H, t, J=7.1 Hz), 4.28 (2H, q, J=7.1 Hz),6.15 (1H, d, J=7.9 Hz), 8.13 (1H, s), 8.57 (1H, d, J=7.9 Hz),11.73 (1H, br s).

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.

Discovery of Ethyl 5-amino-1H-pyrazole-4-carboxylate

The synthetic route of Ethyl 5-amino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Electric Literature of 1260243-04-6, 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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 53 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidine-3-carboxylic acid, ethyl ester A stirred mixture of 10.88 g of 5-amino-4-pyrazolecarboxylic acid, ethyl ester, 11.51 g of malonaldehyde bis(dimethyl acetal) and 100 ml of glacial acetic acid was heated at reflux for 16 hours, then worked up as described in Example 50 to give 7.8 g of pyrazolo[1,5-a]pyrimidine-3-carboxylic acid, ethyl ester.

The synthetic route of Ethyl 5-amino-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.

Continuously updated synthesis method about Ethyl 5-amino-1H-pyrazole-4-carboxylate

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Reference of 1260243-04-6,Some common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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.

Cs2CO3 (64.20 g, 197.20 mmol) was added to a solution of ethyl 5-amino-1H-pyrazole-4-carboxylate (20.40 g, 131.40 mmol) and ethyl-3-ethoxyacrylate (28.6 mL, 197.20 mmol) in DMF (250 mL). The reaction mixture was stirred at 110 C for 16 h. The mixture was cooled to room temp and the pH was adjusted to 4 by the addition of AcOH (80 mL). The mixture was concentrated in vacuo and the residue partitioned between CH2Cl2/H2O (1000 mL, 1:1). The organic layer was separated and the aqueous layer was extracted with CH2Cl2 (3 X 500 mL). The combined organics were washed with brine, dried (MgSO4) and concentrated. The crude residue was suspended in EtOH (300 mL) and heated to boiling. After cooling to room temperature the solid was collected by filtration, rinsed with EtOH, then Et2O and dried under vacuum to give ethyl 5-oxo-4,5-dihydropyrazolo[1,5-a]pyrimidine-3-carboxylate (25.16 g, 92 %). MS (ESI) calcd for C9H9N3O3 (m/z): 207.06; found: 208 [M+H].

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Brief introduction of Ethyl 5-amino-1H-pyrazole-4-carboxylate

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-1H-pyrazole-4-carboxylate, its application will become more common.

Electric Literature of 1260243-04-6,Some common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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.

3.1) Ethyl 5-amino-1H-pyrazole-4-carboxylate (15.5 g, 0.1 mol) obtained in step 1)And p-fluorophenyl-4,4,4-trifluorobutanedione (23.4 g, 0.1 mol) obtained in step 2) were placed in a vessel;3.2) After dissolving the mixture in the vessel with 50 mL of glacial acetic acid,To obtain a mixture E,The container was placed under an electric heating condition,Heating up to 115°C ;3.3) The mixture E was heated to reflux,After 7 hours,Cooling, standing, precipitation of yellow – green needle – like solid;The solid was filtered, washed, dried,To give ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate;The article used for the washing process is cold glacial acetic acid.The mass of the obtained product 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate was 27.05 g.Yield: 76.63percent.

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-1H-pyrazole-4-carboxylate, its application will become more common.

The important role of Ethyl 5-amino-1H-pyrazole-4-carboxylate

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

Application of 1260243-04-6, 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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3-amino-4-carbethoxy pyrazole (1, 4 g, 1 mmol, 1 equiv) in acetonitrile (60 mL) and sodium hyride (1.5 g, 2 equiv) was stirred in a 250 mL round bottom flask for 1 h under ice cold conditions. Benzylchloride (6 mmol, 1.5 equiv) was added to the reaction mixture and further stirred at room temperature for 12 h. The mixture was extracted with ethyl acetate (3 * 10 mL). The organics were washed, dried on anhydrous Na2SO4, evaporated on a rotary evaporator to afford the crude product. The crude product was recrystallized (MeOH) to get pure compound 6a. Yield: 60%, white solid; mp: 161-162 C; IR (KBr): 3465, 3301, 1693, 1605 cm-1; 1H NMR (400 MHz, DMSO-d6): delta = 1.24 (t, 3H, J = 6.96 Hz, CH3), 4.17 (q, 2H, J = 6.92 Hz, OCH2), 5.35 (s, 2H, CH2), 7.35-7.24 (m, 5H), 8.08 (s, 1H, CH); 13C NMR (100 MHz, DMSO-d6): delta = 55.09, 59.52, 98.09, 127.61, 127.78, 128.17, 128.25, 128.72, 128.93, 133.63, 137.28, 157.07, 164.14.

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

Reference:
Article; Baviskar, Ashish T.; Banerjee, Uttam C.; Gupta, Mukesh; Singh, Rajveer; Kumar, Sunil; Gupta, Manish K.; Kumar, Sanjeev; Raut, Satish K.; Khullar, Madhu; Singh, Sandeep; Kumar, Raj; Bioorganic and Medicinal Chemistry; vol. 21; 18; (2013); p. 5782 – 5793;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics