N-(1H-tetrazol-5-yl)-4-methyl-6-(4-(methylamino)phenyl)-2-pyridinecarboxamide

Base Information

• Chemical Name: N-(1H-tetrazol-5-yl)-4-methyl-6-(4-(methylamino)phenyl)-2-pyridinecarboxamide
• CAS No.: 80021-12-1
• Molecular Formula: C15H15 N7 O
• Molecular Weight: 309.33
• Mol file: 80021-12-1.mol

Synonyms:2-Pyridinecarboxamide,4-methyl-6-[4-(methylamino)phenyl]-N-1H-tetrazol-5-yl- (9CI)

Chemical Property of N-(1H-tetrazol-5-yl)-4-methyl-6-(4-(methylamino)phenyl)-2-pyridinecarboxamide

Chemical Property:

• PSA: 111.97000
• Density: 1.402g/cm³
• LogP: 2.32110

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(1H-tetrazol-5-yl)-4-methyl-6-(4-(methylamino)phenyl)-2-pyridinecarboxamide

There total 12 articles about N-(1H-tetrazol-5-yl)-4-methyl-6-(4-(methylamino)phenyl)-2-pyridinecarboxamide 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: 96.0%

N-(5-tetrazolyl)-4-methyl-6-(4-N-methyl-N-benzyloxycarbonylaminophenyl)-2-pyridinecarboxamide (80021-11-0) → N-(5-tetrazolyl)-4-methyl-6-(4-methylaminophenyl)-2-pyridinecarboxamide (80021-12-1)

Guidance literature:

With sodium hydroxide; hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm00364a026

Reference yield:

4-methyl-2-(4-nitrophenyl)pyridine (20807-64-1) → N-(5-tetrazolyl)-4-methyl-6-(4-methylaminophenyl)-2-pyridinecarboxamide (80021-12-1)

Guidance literature:

Multi-step reaction with 11 steps

1: 30percent aq. H₂O₂ / acetic acid / 20 h / 80 °C

2: 1.) Me₂SO₄ / 1.) 80-90 deg C, 2 h, 2.) dioxane, H₂O, RT, 30 min

3: 5 M aq. HCl / 11 h / Heating

4: H₂, AcONa / 10percent Pd/C / dimethylformamide

5: SOCl₂ / 4 h / Heating

6: 75 percent / aq. NaHCO₃ / ethyl acetate / 0.75 h

7: K₂CO₃ / dimethylformamide / 18 h / Ambient temperature

8: 5percent methanolic KOH / 1 h / Ambient temperature

9: dimethylformamide / 1 h / Ambient temperature

10: dimethylformamide / 2 h / 60 - 70 °C

11: 96 percent / aq. NaOH, H₂ / 10percent Pd/C / ethanol

With hydrogenchloride; potassium hydroxide; sodium hydroxide; thionyl chloride; hydrogen; dihydrogen peroxide; sodium acetate; sodium hydrogencarbonate; potassium carbonate; dimethyl sulfate; palladium on activated charcoal; In ethanol; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00364a026

Reference yield:

6-(4-Amino-phenyl)-4-methyl-pyridine-2-carboxylic acid (86696-41-5) → N-(5-tetrazolyl)-4-methyl-6-(4-methylaminophenyl)-2-pyridinecarboxamide (80021-12-1)

Guidance literature:

Multi-step reaction with 7 steps

1: SOCl₂ / 4 h / Heating

2: 75 percent / aq. NaHCO₃ / ethyl acetate / 0.75 h

3: K₂CO₃ / dimethylformamide / 18 h / Ambient temperature

4: 5percent methanolic KOH / 1 h / Ambient temperature

5: dimethylformamide / 1 h / Ambient temperature

6: dimethylformamide / 2 h / 60 - 70 °C

7: 96 percent / aq. NaOH, H₂ / 10percent Pd/C / ethanol

With potassium hydroxide; sodium hydroxide; thionyl chloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In ethanol; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm00364a026

upstream raw materials:

N-(5-tetrazolyl)-4-methyl-6-(4-N-methyl-N-benzyloxycarbonylaminophenyl)-2-pyridinecarboxamide

4-methyl-2-(4-nitrophenyl)pyridine

6-(4-Amino-phenyl)-4-methyl-pyridine-2-carboxylic acid

4-methyl-2-(4-nitrophenyl)pyridine N-oxide