5-[5-(2-Chloroacetyl)-2-ethoxyphenyl]-1,6-dihydro-1-Methyl-3-propyl-7H-pyrazolo[4,3-d]pyriMidin-7-one

Base Information

• Chemical Name: 5-[5-(2-Chloroacetyl)-2-ethoxyphenyl]-1,6-dihydro-1-Methyl-3-propyl-7H-pyrazolo[4,3-d]pyriMidin-7-one
• CAS No.: 1058653-74-9
• Molecular Formula: C19H21ClN4O3
• Molecular Weight: 388.854
• Hs Code.: 2933990090
• Mol file: 1058653-74-9.mol

Synonyms:Chlorodenafil;

Chemical Property of 5-[5-(2-Chloroacetyl)-2-ethoxyphenyl]-1,6-dihydro-1-Methyl-3-propyl-7H-pyrazolo[4,3-d]pyriMidin-7-one

Chemical Property:

• Melting Point: 193 °C(Solv: benzene (71-43-2))
• Boiling Point: 617.0±65.0 °C(Predicted)
• PKA: 0.56±0.20(Predicted)
• PSA: 89.87000
• Density: 1.36±0.1 g/cm3(Predicted)
• LogP: 3.09630
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated, Heated)

Purity/Quality:

99% ^*data from raw suppliers

Chlorodenafil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Chlorodenafil is a related compound of Sildenafil (S435000) as phosphodiesterase inhibitor.

Technology Process of 5-[5-(2-Chloroacetyl)-2-ethoxyphenyl]-1,6-dihydro-1-Methyl-3-propyl-7H-pyrazolo[4,3-d]pyriMidin-7-one

There total 1 articles about 5-[5-(2-Chloroacetyl)-2-ethoxyphenyl]-1,6-dihydro-1-Methyl-3-propyl-7H-pyrazolo[4,3-d]pyriMidin-7-one 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: 89.6%

chloroacetyl chloride (79-04-9) + 5-(2-ethoxy)-phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidine-7-one (139756-21-1) → 5-[2-ethoxy-5-(chloromethyl-1-ylcarbonyl)]phenyl-1-methyl-3-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (1058653-74-9)

Guidance literature:

chloroacetyl chloride; With aluminum (III) chloride; at 20 ℃; for 0.166667h; Green chemistry; Industrial scale;

5-(2-ethoxy)-phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidine-7-one; Green chemistry; Industrial scale;

Reference yield: 88.0%

5-[2-ethoxy-5-(chloromethyl-1-ylcarbonyl)]phenyl-1-methyl-3-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (1058653-74-9) → C19H20Cl2N4O2

Guidance literature:

With trichlorophosphate; for 4h; Reflux;

DOI:10.1248/cpb.c12-00907

Reference yield: 81.6%

5-[2-ethoxy-5-(chloromethyl-1-ylcarbonyl)]phenyl-1-methyl-3-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (1058653-74-9) + 1,3-diphenylpropanedione (120-46-7,61346-73-4) → 5-[2-ethoxy-5-(1,3-diphenyl-1,3-dione-2-acetyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one (1058653-78-3)

Guidance literature:

1,3-diphenylpropanedione; With sodium methylate; at 50 ℃; for 1h;

5-[2-ethoxy-5-(chloromethyl-1-ylcarbonyl)]phenyl-1-methyl-3-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one; In toluene; at 80 ℃; for 18h;

upstream raw materials:

chloroacetyl chloride

5-(2-ethoxy)-phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidine-7-one

Downstream raw materials:

5-[2-ethoxy-5-(1-ethoxy-3-methyl-1,3-dione-2-acetyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

5-[2-ethoxy-5-(1,3-diphenyl-1,3-dione-2-acetyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

5-[2-ethoxy-5-(1,3-dimethylpropane-1,3-dione-2-acetyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

5-[2-ethoxy-5-(1-phenyl-3-methyl-1,3-dione-2-acetyl)phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

Refernces

• 1、 Kumar, Rajesh,Joshi. "Synthesis and biological activity of 3H-1,5-benzodiazepine derivatives". experimental part. p. 1261 - 1265. Retrieved 2009/12/31.