Category: 1260243-04-6

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.

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

Electric Literature of 1260243-04-6, The chemical industry reduces the impact on the environment during synthesis 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

Intermediate 18: Ethyl 7-(tert-butyl)-5-(4-ethylphenyl)-4,7-dihydropyrazolo[1,5- a]pyrimidine-3-carboxylateTo a solution of Intermediate 17 (1 g, 4.620 mmol) and ethyl 5-amino-1 H-pyrazole-4- carboxylate (ALDRICH, 0.717 g, 4.620 mmol) in 2-(methyloxy)ethanol (10 mL) was added TFA (0.885 mL, 1 1 .560 mmol) with ice-water cooling. The reaction was refluxed overnight. LCMS showed reaction was finished. The mixture was diluted with EtOAc, washed with saturated NaHC03, water and brine, dried over MgS04 and concentrated in vacuo. Then, the crude material was purified by flash chromatography on silica gel (Merck cartridge, 20 g) and was eluted with mixtures of hexane/EtOAc (80:20). The desired fraction was collected and evaporated to obtain a yellow solid (1.1 g, 3.1 10 mmol, 67%). 1H NMR (400 MHz, CDCI3) delta ppm: 7.73 (s, 1 H), 7.44 (d, 2H), 7.25 (d, 2H), 5.09 (dd, 1 H), 4.78 (d, 1 H), 4.30 (q, 2H), 2.68 (q, 2H), 1.37 (t, 3H), 1.26 (t, 3H), 0.92 (s, 9H). [ES+ MS] m/z 353 (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, Ethyl 5-amino-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXO GROUP LIMITED; ALVAREZ-RUIZ, Emilio; BALLELL-PAGES, Lluis; CASTRO-PICHEL, Julia; ENCINAS, Lourdes; ESQUIVIAS, Jorge; GAMO-BENITO, Francisco Javier; GARCIA-PALANCAR, Maria Cruz; REMUINAN-BLANCO, Modesto Jesus; WO2012/143522; (2012); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature 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

Application 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.

To a solution of ethyl 5-amino-lH-pyrazole-4-carboxylate (13.7 g, 88.0 mmol) in DMF (150 mL) was added ethyl (//)-3 -ethoxy aery late (15.2 g, 106.0 mmol) and the reaction mixture was stirred at 1 l0C for 1 h. The reaction mixture was diluted with water, adjusted pH to 2 with 2 N HC1 aqueous. The mixture was filtrated and the residue was washed with water and ethyl acetate and the filtrate was concentrated under reduced pressure to give the title compound as a white solid (18.3 g, 100 %), which used in next step without further purification. ‘H NMR (400 MHz, CDCb): d, 1.28 (t, J= 6.8Hz, 3H), 4.27 (q, J= 12 Hz, 2H), 6.15 (d, J= 7.6 Hz, 1H), 8.13 (s, 1H), 8.57 (d, J= 8.0 Hz, 1H), 11.74 (brs, 1H). ESI-MS (EI+, m/z): 208.1.

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

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; HATCHER, John M.; POWELL, Chelsea E.; JANNE, Pasi A.; (439 pag.)WO2020/69106; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference 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

Application 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 ethyl 5-amino-lH-pyrazole-4-carboxylate (3.0 g, 19.3 mmol) in acetic acid (40 mL) and ethanol (10 mL) was added 1,1,3,3-tetramethoxypropane (3.48 g, 21.4 mmol). The reaction mixture was stirred at 90 °C overnight and cooled down to room temperature and then concentrated in vacuo. The residue was diluted with ethyl acetate (100 mL) and washed with saturated NaHC03aqueous solution (20 mL) and then dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by a silica gel column chromatography (DCM/EA (v/v) = 6/1) to give the title compound as a light yellow solid (3.2 g, 85percent).LC-MS (ESI, pos. ion) m/z: 192.3 [M+H]+; H NMR (600 MHz, CDC1 ): delta (ppm) 8.81 (m, 1H), 8.78 (m, 1H), 8.61 (s, 1H), 7.04 (dd, J = 6.9, 4.1 Hz, 1H), 4.47 (q, J= 7.1 Hz, 2H), 1.44 (t, J = 7.1 Hz, 3H).

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.

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

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., HPLC of Formula: C6H9N3O2

General procedure: A mixture of ethyl-5-amino-1H-pyrazole-4-carboxylate 1 (1.0 mmol), an appropriate aldehyde 2 (1.0 mmol) and aterminal alkyne 3 (1.0 mmol) in acetic acid (5 mL) was stirred at 25 °C for 10 min. The mixture was then stirred at 60 °C under ultrasound using a laboratory ultrasonic bath SONOREX SUPER RK 510H model producing irradiationof 35 kHz for 30 min in the presence of air. The increase of bath temperature beyond 60 °C due to the prolonged ultrasound irradiation was controlled by adding cold water time to time. After completion of the reaction the mixture was cooled to room temperature, poured into ethyl acetate (25 mL) and washed with brine solution (2 x 15 mL) followed by 10percent NaHCO3 solution (2 x 15 mL). The organiclayer was collected, dried over anhydrous Na2SO4, filteredand concentrated under low vacuum. The residue isolatedwas purified by column chromatography over silica gel using3-8percent petroleum ether-EtOAc to give the desired product.

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.

Reference:
Article; Suresha, Namburi; Durgaraoa, Bodapati Veera; Ratnakar; Kolli, Sunder Kumar; Ashfaq, Mohd Ashraf; Rao, Mandava V. Basaveswara; Pal, Manojit; Letters in drug design and discovery; vol. 14; 10; (2017); p. 1176 – 1183;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products 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.

Ethyl 5-amino-1H-pyrazole-4-carboxylate (15.5 g, 0.1 mol) obtained in step 1) And 1-p-fluorophenyl-4,4,4-trifluorobutanedione (23.4 g, 0.1 mol) obtained in step 2) were placed in a vessel; The mixture in the container was dissolved using 50 mL of glacial acetic acid to give a mixture E, the vessel was placed under an electrothermal condition and heated to 115 ° C; The mixture E was heated to reflux, and after 7 hours, the mixture was allowed to stand for cooling to remove the yellow-green needle-like solid; the solid was filtered, washed and dried, To give ethyl 5- (4-fluorophenyl) -7-trifluoromethylpyrazolo [1,5-a] pyrimidine-3-carboxylate; and the article used for the washing process is cold glacial acetic acid. The resulting product The mass of ethyl 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.

Reference:
Patent; Chongqing MedicalCollege; NIU, YAHUI; SHI, LEI; (10 pag.)CN105949202; (2016); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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.

General procedure: To a solution of the enamine compounds (2 a-c) (18.3mmol) in acetic acid (6 vol), ethyl 5-amino-1H-pyrazole-4-carboxylate (4) (18.3 mmol) was added lot wiseover a period of 15 min under nitrogen atmosphere. Thereaction mixture was allowed to heat to 110 °C for 6?8 h.Completion of the reactions was monitored by TLC. Aftercompletion of the reaction, excess amount of acetic acidwas removed under reduced pressure and the residueobtained was stirred with ice cold water for 30 min.The precipitated solid was filtered, washed with water anddried under vacuum. This crude product was further purifiedby column chromatography over silica gel (230?400 meshsize) eluted with 2?5percent of methanol in chloroform. Further,these compounds were crystallized from appropriatesolvents. 7-(2-Bromo-5-fluoro-phenyl)-pyrazolo [1, 5-a] pyrimidine-3-carboxylic acid ethyl ester (5a) This compound was obtained by condensation with ethyl 5-amino-1H-pyrazole-4-carboxylate and (2E)-1-(2-bromo-5-fluorophenyl)-3-(dimethylamino) prop-2-en-1-one (2a)under acetic acid heating. It was obtained as pale yellowsolid (5.7 g, 85percent). MP: 196.1?197.4 °C. IR (ATR, cm?1) upsilon:582.25 (C?Br), 1023.58 (C?F), 1063.45 (C?O), 1168.98(C?O), 1274.44 (C?N), 1460.15 (C?C), 1546.22 (C?C),1577.30 (C?C), 1700.63 (C=O), 3055.21 (C?H). 1H NMR(DMSO-d6 , 400 MHz) delta (ppm): 1.33 (3H, t, J = 7.2 Hz,ester?CH3), 4.44 (2H, q, J = 7.2 Hz, ester?CH2), 7.44 (1H,d, J = 4.4 Hz, pyrimidine-H), 7.48 (1H, t, J = 8.0 Hz,Ar?H), 7.68 (1H, dd, J1 = 3.4 Hz, J2 = 9.0 Hz, Ar?H), 7.9(1H, dd, J1 = 5.2 Hz, J2 = 9.0 Hz, Ar?H), 8.62 (1H, s,pyrazole?H), 8.97 (1H, d, J = 4.4 Hz, pyrimidine?H). 13CNMR (DMSO-d6, 100 MHz) delta (ppm): 14.99 (ester?CH3),60.02 (ester?CH2), 102.59 (pyrazole carbon), 111.89 (pyrimidinecarbon), 117.66 & 117.69 (d, 4J C-F = 3 Hz, ArCBr),119.35 & 119.60 (d, 2J C-F = 25 Hz, ArC), 119.85 &120.08 (d, 2J C-F = 23 Hz, ArC), 134.00 & 134.09 (d, 3J C-F= 9 Hz, ArC), 135.08 & 135.16 (d, 3J C-F = 8 Hz, ArC),145.63 (pyrazole carbon), 147.59 (pyrimidine carbon),147.84 (pyrimidine C-Ar), 153.62 (pyrazolo pyrimidinejunction carbon), 160.34 & 162.79 (d, 1J C-F = 245 Hz,ArC?F), 162.57 (?C = O). LC?MS (ESI, m/z): 367.2[M+2 H].

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.

Reference:
Article; Ajeesh Kumar; Bodke, Yadav D.; Lakra, Peter Serjious; Sambasivam, Ganesh; Bhat, Kishore G.; Medicinal Chemistry Research; vol. 26; 4; (2017); p. 714 – 744;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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., SDS of cas: 1260243-04-6

To a solution of sodium ethoxide (520 mg, 7.6 mmol)In EtOH (20 mL)A solution of ethyl 3-amino-1H-pyrazole-4-carboxylate (1 g, 6.45 mmol) and 1,3-dimethyluracil (1.35 g, 9.68 mmol) were added sequentially.After the reaction system was stirred at 90 C for 3 hours,Move to an ice-water bath to cool and precipitate with amber. The filter cake was collected by filtration and washed with water (25 mL). The resulting solution was adjusted to pH = 7 with acetic acid and precipitated as a white solid which was filtered. Toluene (100 mL) was added to the resulting solid and dried in an ether to give the title compound as an off-white solid (900 mg, 67%).

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.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; (88 pag.)CN104650092; (2017); B;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics