1-Tetrahydro-2H-pyran-4-yl-1H-pyrazol-4-amine

Base Information

• Chemical Name: 1-Tetrahydro-2H-pyran-4-yl-1H-pyrazol-4-amine
• CAS No.: 1190380-49-4
• Molecular Formula: C8H13N3O
• Molecular Weight: 167.211
• Hs Code.: 2934999090
• Mol file: 1190380-49-4.mol

Synonyms:1-Tetrahydro-2H-pyran-4-yl-1H-pyrazol-4-amine;4-Amino-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole, 4-(4-Amino-1H-pyrazol-1-yl)tetrahydro-2H-pyran

Chemical Property of 1-Tetrahydro-2H-pyran-4-yl-1H-pyrazol-4-amine

Chemical Property:

• Boiling Point: 355.0±32.0 °C(Predicted)
• PKA: 4.12±0.19(Predicted)
• PSA: 53.07000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 1.39800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazol-4-amine is used in the synthesis of Tyk2 inhibitors as well as in the preparation of pyrimidines as GCN2 inhibitors.

Technology Process of 1-Tetrahydro-2H-pyran-4-yl-1H-pyrazol-4-amine

There total 5 articles about 1-Tetrahydro-2H-pyran-4-yl-1H-pyrazol-4-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole (1190380-50-7) → 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-amine (1190380-49-4)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; at 20 ℃;

Reference yield:

Tetrahydro-pyran-4-ol (2081-44-9) → 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-amine (1190380-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 25 °C

2: palladium 10% on activated carbon; hydrogen / methanol / 12 h / 25 °C

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; methanol;

Reference yield:

4-bromotetrahydro-2H-pyran (25637-16-5) → 1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-amine (1190380-49-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 8 h / 40 - 80 °C

2: palladium on activated charcoal; hydrogen / ethanol / 3 h / 40 °C

With palladium on activated charcoal; hydrogen; potassium carbonate; In ethanol; acetonitrile;

DOI:10.1016/j.ejmech.2019.111716

upstream raw materials:

4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole

Tetrahydro-pyran-4-ol

4-bromotetrahydro-2H-pyran

4-iodotetrahydropyran

Downstream raw materials:

[3-(4-fluoro-phenyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]-[1-(tetrahydro-pyran-4-yl)-1H-pyrazol-4-yl]-amine