876343-24-7

Basic information

• Product Name: 1-ethyl-1H-pyrazol-4-amine
• Synonyms: 1-ethyl-1H-pyrazol-4-amine;1-ethyl-1H-pyrazol-4-amine(SALTDATA: HCl);1-ethyl-1H-pyrazol-4-amine hydrochloride;4-Amino-1-ethyl-1H-pyrazole;1-ethylpyrazol-4-amine
• CAS NO: 876343-24-7
• Molecular Formula: C₅H₉N₃
• Molecular Weight: 111.14506
• Mol File: 876343-24-7.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 238.622 °C at 760 mmHg
• Flash Point: 98.115 °C
• Appearance: /
• Density: 1.163 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 3.72±0.10(Predicted)
• CAS DataBase Reference: 1-ethyl-1H-pyrazol-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ethyl-1H-pyrazol-4-amine(876343-24-7)
• EPA Substance Registry System: 1-ethyl-1H-pyrazol-4-amine(876343-24-7)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 876343-24-7(Hazardous Substances Data)

Usage

Description

1-Ethyl-1H-pyrazol-4-amine is an organic compound with the molecular formula C5H8N2. It is a heterocyclic amine that features a pyrazole ring with an ethyl substituent at the first position and an amino group at the fourth position. 1-Ethyl-1H-pyrazol-4-amine is known for its potential reactivity and versatility in chemical synthesis.

Uses

Used in Organic Synthesis:
1-Ethyl-1H-pyrazol-4-amine is used as an organic synthesis intermediate for the preparation of various complex organic molecules. Its unique structure allows it to participate in a range of chemical reactions, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
1-Ethyl-1H-pyrazol-4-amine is used as a pharmaceutical intermediate, playing a crucial role in the development of new drugs. Its ability to form stable bonds with other molecules makes it an ideal candidate for the creation of active pharmaceutical ingredients (APIs) that can target specific biological pathways or receptors.
Used in Laboratory Research and Development:
1-Ethyl-1H-pyrazol-4-amine is utilized in laboratory research and development processes, where it can be employed to study the properties of pyrazole-based compounds and their potential applications in various fields. Researchers can use this compound to explore new reaction pathways, develop novel synthetic methods, and investigate the biological activity of pyrazole derivatives.
Used in Chemical Production Process:
In the chemical production process, 1-Ethyl-1H-pyrazol-4-amine serves as a key intermediate for the large-scale synthesis of various chemical products. Its presence in the manufacturing process ensures the efficient production of desired compounds, contributing to the overall yield and quality of the final products.

Synthesis

General Procedure for the Synthesis of 4-Amino-l-N-alkylated-pyrazolesA solution of 4-nitropyrazole (300mg, 2.65mmol), potassium carbonate (2eq) and the alkylating reagent (l .leq) in acetonitrile (lOmL) was heated at 60°C for 18h. After cooling to rt the mixture was diluted with EtOAc and washed with water. The organic phase was collected, dried (MgS04) and concentrated in vacuo. The crude residue was dissolved in methanol (lOmL), palladium on carbon (50mg) was added and the reaction was stirred under a balloon of hydrogen for 18h. The resulting mixture was filtered through Celite and the filtrate concentrated in vacuo to give the desired product. Procedure B:Example 11: 2-((6-( 1 -Ethyl- 1 H-pyrazo 1-4-ylamino)- 1 H-pyrazo lo [3 ,4-d]pyrimidin- 1 -yl) methyl)benzonitrileThe following compound was made according to the procedure in Example 1, using 1-ethyl- lH-pyrazo 1-4-amine. 1 -ethyl- lH-pyrazol-4-amine was prepared by Procedure A using ethyl iodide as alkylating agent: 1H NMR (d6-DMSO) δ 9.94 (s, 1H), 8.94 (s, 1H), 8.10 (s, 2H), 7.91 (dd, 1H), 7.66 (td, 1H), 7.49-7.53 (m, 2H), 7.35-7.37 (m, 1H), 5.76 (s, 2H), 4.11 (q, 2H), 1.35 (t, 3H); LC-MS method B, (ES+) 345.1, RT = 8.58min.

Upstream product

• 2075-46-9 4-nitro-1H-pyrazole 
• 75-03-6 ethyl iodide 
• 58793-45-6 1-ethyl-4-nitro-1H-pyrazole 

Downstream Products

• 1201934-70-4 2-[[2-[(1-ethylpyrazol-4-yl)amino]-5-(trifluoromethyl)-4-pyridyl]amino]-N-methyl-benzamide 
• 1453849-77-8 (S)-1-(1-(4-chloro-3-fluorophenyl)-2-hydroxyethyl)-4-(2-((1-ethyl-1H-pyrazol-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one 

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