Category: 151521-49-2

151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, 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. Computed Properties of C6H11N3

A mixture of diethyl 2-(ethoxymethylene)propanedioate (621.89 mg, 2.88 mmol, 581.21 L, 1 eq), 4-isopropyl-1H-pyrazol-5-amine (400 mg, 2.88 mmol, 1 eq) in AcOH (3 mL) was degassed and purged with N2 for 3 times. The mixture was stirred at 120 C for 2 h under N2; atmosphere. The reaction mixture was cooled to 0 C and filtered. The solid was washed with ethanol and petroleum ether and dried under reduced pressure to give ethyl 7-hydroxy-3-isopropyl-pyrazolo[l,5- a]pyrimidine-6-carboxylate (700 mg, 2.65 mmol, 92.3% yield, 94.5% purity) as a white solid which was used in the next step without further purification. NMR (400 MHz, CD3OD) delta ppm 8.55 (s, 1H), 7.91 (s, 1H), 4.34 (q, J = 7.2 Hz, 2H), 3.11 (m, 1H), 1.40-1.31 (m, 9H); ES-LCMS m/z 250.2 [M+H].

The synthetic route of 151521-49-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KYN THERAPEUTICS; CASTRO, Alfredo C.; EVANS, Catherine Anne; (632 pag.)WO2018/195397; (2018); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Isopropyl-1H-pyrazol-5-amine

To a mixture of compound G3 (5.00 g, 40.0 mmol) in anhydrous DCM (25 mL) was added a mixture of ethoxycarbonyl isothiocyanate (4.72 g, 36.0 mmol) in anhydrous DCM (25 mL) at -70C and stirred at -70C for 1 hour, a lot of white solid appeared. TLC showed the reaction was completed. Then the mixture was allowed to warm to -l0C and filtered, and the filter cake was washed with DCM (15 mL) to give 4.50 g of desired compound as a white solid, the structure was confirmed by HNMR. The filtrate was purified by silica gel column to give compound G4 (1.80 g) as a white solid.

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; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; KOCH, Uwe; (138 pag.)WO2019/197546; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

Sodium (1.58 g, 68.7 mmol) was dissolved in EtOH (250 mL) and to this solution was added 4-isopropyl-lH-pyrazol-5-amine (3) (7.17 g, 57 mmol) and diethyl malonate (10.2 mL, 63 mmol). The solution was heated under reflux for 16 h, cooled to rt and concentrated in vacuo. The residue was dissolved in water (60 mL) and acidified to peta = 3 with 2 M HCl and the formed precipitate collected by filtration. The title compound ICEC0004 was obtained as an off-white solid (8.10 g, 35% over three steps). M.p. 242-2430C (ethanol).

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; EMORY UNIVERSITY; IMPERIAL COLLEGE OF SCIENCE AND TECHNOLOGY; JOGALEKAR, Ashutosh, S.; WO2008/151304; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 151521-49-2, 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. 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows.

Na (859 mg, 37.4 mmol) was added into anhydrous EtOH (100 mL) at l0C, the resulting mixture was stirred for 1 hour at 10C under N2 atmosphere, then compound C3 (3.90 g, 31.1 mmol) and diethyl propanedioate (5.99 g, 37.4 mmol) was added to the mixture. The mixture was heated at 80C and stirred for another 15 hours under N2 atmosphere to give yellow solution. TLC showed the reaction was completed. The reaction mixture was cooled to room temperature and concentrated to obtain residue. The residue was dissolved in water (60 mL) and acidified to pH= 3 with 3M HC1, filtered to give compound El (3.60 g) as an off-white solid.

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

151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, 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. Application In Synthesis of 4-Isopropyl-1H-pyrazol-5-amine

Sodium (1.58 g, 68.7 mmol) was dissolved in EtOH (250 mL) and to this solution was added 4-isopropyl-lH-pyrazol-5 -amine (7.17 g, 57 mmol) and diethyl malonate (10.2 mL, 63 mmol). The solution was heated under reflux for 16 h, cooled to rt and concentrated in vacuo. The residue was dissolved in water (60 mL) and acidified to pEta = 3 with 2 M HCl and the formed precipitate collected by filtration. 3-Isopropyl-5,7-dihydroxypyrazolo[l,5- cphiyrimidine was obtained as an off-white solid (8.10 g, 35% over three steps). M.p. 242- 2430C (ethanol).

The synthetic route of 151521-49-2 has been constantly updated, and we look forward to future research findings.

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. 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H11N3

To a chilled solution of 4-isopropyl-1 H-pyrazol-5-amine (2.5 g, 20 mmol) in 20 ml DCM ethoxycarbonyl isothiocyanate (2.6 g, 20 mmol) dissolved in 10 ml DCM were added dropwise. The resulting suspension was further diluted with 30 ml DCM and stirred for 2 h. The product was collected, washed with DCM and dried. 2.0 g (7.8 mmol) of this raw material together with 3.2 g (23.4 mmol) were then refluxed in 15 ml MeCN for 2 h. After careful neutralization with acetic acid the solvent was removed in vacuo. The remaining solid was suspended in water. The product was collected, washed with water and dried to yield title compound (II) as colorless powder. 1 H-NMR (400MHz, d6-DMSO, 300K) delta 1 .14 (d, J = 6.8 Hz, 6H), 3.12 (h, J = 6.8 Hz, 1 H), 7.88 (s, 1 H), 12.60 (s, broad, 1 H), 13.34 (s, broad, 1 H); MS (ES) C8H10N4OS, requires 210.06, found 21 1 .3 (M+H)+.

According to the analysis of related databases, 151521-49-2, 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. 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Isopropyl-1H-pyrazol-5-amine

A mixture of methyl 3-(5-bromo-3-pyridyl)-3-oxo-propanoate (300 mg, 813.74 mupiiotaomicron, 1 eq) and 4-isopropyl-lH-pyrazol-5-amine (122.23 mg, 976.49 mupiiotaomicron, 1.2 eq) in AcOH (10 mL) was stirred at 120 C for 0.5 h. The mixture was concentrated under reduced pressure to give 5-(5-bromo-3- pyridyl)-3-isopropyl-pyrazolo[l,5-a]pyrimidin-7-ol (450 mg, crude) as brown oil which was used in next step without further purification. NMR (400 MHz, CDCl3) S ppm 8.99-8.88 (m, 1H), 8.74-8.73 (m, 1H), 8.39-8.37 (m, 2H), 7.79 (s, 1H), 3.21-3.20 (m, 1H), 1.39-1.33 (m, 6H); ES- LCMS m/z 333.0, 335.0 [M+H].

According to the analysis of related databases, 151521-49-2, the application of this compound in the production field has become more and more popular.

Synthetic Route of 151521-49-2, These common heterocyclic compound, 151521-49-2, name is 4-Isopropyl-1H-pyrazol-5-amine, 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 chilled solution of 4-isopropyl-1 H-pyrazol-5-amine (2.5 g, 20 mmol) in 20 ml DCM ethoxycarbonyl isothiocyanate (2.6 g, 20 mmol) dissolved in 10 ml DCM were added dropwise. The resulting suspension was further diluted with 30 ml DCM and stirred for 2 h. The product was collected, washed with DCM and dried. 2.0 g (7.8 mmol) of thisraw material together with 3.2 g (23.4 mmol) were then refluxed in 15 ml MeCN for 2 h. After careful neutralization with acetic acid the solvent was removed in vacuo. The remaining solid was suspended in water. The product was collected, washed with water and dried to yield title compound (II) as colorless powder. 1 H-NMR (400MHz, d6-DMSO, 300K) delta 1 .14 (d, J = 6.8 Hz, 6H), 3.12 (h, J = 6.8 Hz, 1 H), 7.88 (s, 1 H), 12.60 (s, broad, 1 H), 13.34 (s, broad, 1 H); MS (ES) C8H10N4OS, requires 210.06, found 21 1 .3 (M+H)+.

Statistics shows that 4-Isopropyl-1H-pyrazol-5-amine is playing an increasingly important role. we look forward to future research findings about 151521-49-2.

Reference of 151521-49-2, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 151521-49-2 as follows.

A mixture of methyl 3-oxo-3-(3-pyridyl)propanoate (100 mg, 558.12 muiotaetaomicron, 1 eq) and 4-isopropyl- 1H-pyrazol-5-amine (69.86 mg, 558.12 muiotaetaomicron, 1 eq) in AcOH (2 mL) was stirred at 120C for 0.5 h. The reaction mixture was concentrated under reduced pressure to give the crude product 3- isopropyl-5-(3-pyridyl)pyrazolo[l,5-a]pyrimidin-7-ol (120 mg, 471.91 muiotaetaomicron, 84.6% yield, crude purity) as brown oil which was used in the next step without further purification. MR (400 MHz, OMSO-de) delta ppm 9.47-8.95 (m, 1H), 8.80-8.70 (m, 1H), 8.30-8.20 (m, 1H), 7.87, 7.38 (m, 1H), 7.60-7.50 (m, 1H), 7.08, 1.24 (d, J = 6.8 Hz, 3H), 1.07 (dd, J = 3.5, 6.8 Hz, 3H); ES-LCMS m/z 255.1 [M+H].

According to the analysis of related databases, 151521-49-2, the application of this compound in the production field has become more and more popular.