4-amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide

Base Information

• Chemical Name: 4-amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide
• CAS No.: 247583-78-4
• Molecular Formula: C8H14 N4 O
• Molecular Weight: 182.22
• DSSTox Substance ID: DTXSID70399711
• Nikkaji Number: J1.827.439F
• Mol file: 247583-78-4.mol

Synonyms:247583-78-4;4-amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide;4-Amino-1-methyl-5-propyl-1h-pyrazole-3-carboxylic acid amide;4-amino-1-methyl-5-propylpyrazole-3-carboxamide;1H-Pyrazole-3-carboxamide, 4-amino-1-methyl-5-propyl-;Sildenafil Impurity 14;SCHEMBL6442971;DTXSID70399711;BCP34114;AKOS006294906;AB19573;FT-0661939;J-015662;1-Methyl-4-amino-5-propyl-1H-pyrazole-3-carboxamide

Chemical Property of 4-amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide

Chemical Property:

• Boiling Point: 325.9±42.0 °C(Predicted)
• PKA: 15.60±0.50(Predicted)
• PSA: 86.93000
• Density: 1.32±0.1 g/cm3(Predicted)
• LogP: 1.33520
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Hot Ethyl Acetate, Dimethyl Formamide, Dimethyl Sulfoxide, Methanol
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 182.11676108
• Heavy Atom Count: 13
• Complexity: 197

Purity/Quality:

98%min ^*data from raw suppliers

4-Amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=C(C(=NN1C)C(=O)N)N

Technology Process of 4-amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide

There total 5 articles about 4-amino-1-methyl-5-propyl-1H-pyrazole-3-carboxamide 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: 92.0%

→ 4-Amino-1-methyl-5-propyl-3-pyrazolecarboxamide (247583-78-4) + 1-methyl-4-nitro-5-propyl-3-pyrazolecarboxamide (247583-72-8)

Guidance literature:

Reference yield: 90.0%

1-methyl-4-nitro-5-propyl-3-pyrazolecarboxamide (247583-72-8) → 4-Amino-1-methyl-5-propyl-3-pyrazolecarboxamide (247583-78-4)

Guidance literature:

1-methyl-4-nitro-5-propyl-3-pyrazolecarboxamide; With hydrogenchloride; water; tin(ll) chloride; at 20 ℃;

With sodium hydroxide; water;

DOI:10.1002/jhet.5570390532

Reference yield:

ethyl 3-butyrylpyruvate (36983-31-0) → 4-Amino-1-methyl-5-propyl-3-pyrazolecarboxamide (247583-78-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: methanol / 0 - 5 °C

1.2: 36 percent / H₂SO₄ / 85 - 90 °C

2.1: 78 percent / H₂SO₄; HNO₃ / 90 - 95 °C

3.1: SOCl₂

3.2: 86 percent / NH₄OH; water / 3 h / 20 °C

4.1: HCl; SnCl₂; water / 20 °C

4.2: 90 percent / NaOH; water

With hydrogenchloride; thionyl chloride; sulfuric acid; water; nitric acid; tin(ll) chloride; In methanol;

DOI:10.1002/jhet.5570390532

upstream raw materials:

1-methyl-4-nitro-5-propyl-3-pyrazolecarboxamide

ethyl 3-butyrylpyruvate

1-methyl-5-propyl-1H-pyrazole-3-carboxylic acid

1-methyl-4-nitro-5-propyl-3-pyrazolecarboxylic acid

Downstream raw materials:

4-(2-ethoxybenzoyl)amino-1-methyl-5-propyl-3-pyrazolecarboxamide

5-(5-chlorosulfonyl-2-ethoxyphenyl)-2-methyl-3-propyl-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-7-one

5-(2-ethoxyphenyl)-2-methyl-3-propyl-6,7-dihydro-2H-pyrazolo[4,3-d]pyrimidin-7-one

Refernces

• 1、 -. "Pyrazolopyrimidinone cGMP PDE5 inhibitors for the treatment of sexual dysfunction". . . Retrieved 2008/06/13.