4-Acetamido-3-aminopyridine

Base Information

• Chemical Name: 4-Acetamido-3-aminopyridine
• CAS No.: 145255-15-8
• Molecular Formula: C7H9 N3 O
• Molecular Weight: 151.168
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40444262
• Wikidata: Q82262355
• ChEMBL ID: CHEMBL1928393
• Mol file: 145255-15-8.mol

Synonyms:145255-15-8;N-(3-aminopyridin-4-yl)acetamide;4-Acetamido-3-aminopyridine;Acetamide, N-(3-amino-4-pyridinyl)-;Acetamide,N-(3-amino-4-pyridinyl)-;CHEMBL1928393;SCHEMBL9426430;DTXSID40444262;N-(3-amino-4-pyridinyl)acetamide;N-(3-azanylpyridin-4-yl)ethanamide;BDBM50359292;AKOS012362735;SB53866;AS-62491;CS-0308769;FT-0659736;EN300-131429;A808341;J-514271

Chemical Property of 4-Acetamido-3-aminopyridine

Chemical Property:

• Boiling Point: 429.2±30.0 °C(Predicted)
• PKA: 13.51±0.70(Predicted)
• PSA: 68.01000
• Density: 1.280±0.06 g/cm3(Predicted)
• LogP: 1.27640
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 151.074561919
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

98%Min ^*data from raw suppliers

N-(3-Aminopyridin-4-yl)acetamide ^*data from reagent suppliers

Safty Information:

• Statements: 25-26-36/37/38
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC1=C(C=NC=C1)N

Technology Process of 4-Acetamido-3-aminopyridine

There total 4 articles about 4-Acetamido-3-aminopyridine 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: 97.0%

N-(3-nitropyridin-4-yl)acetamide (79371-42-9) → N-(3-aminopyridin-4-yl)acetamide (145255-15-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 23h; under 5250.42 Torr;

DOI:10.1002/jhet.5570360505

Reference yield:

4-aminopyridine (504-24-5) → N-(3-aminopyridin-4-yl)acetamide (145255-15-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / Et₃N / acetonitrile / 1 h / 20 °C

2: 72 percent / N₂O₅ / nitromethane / 0.17 h / 0 °C

3: 97 percent / H₂ / 5 percent Pd/C / methanol / 23 h / 20 °C / 5250.42 Torr

With hydrogen; dinitrogen pentoxide; triethylamine; palladium on activated charcoal; In methanol; nitromethane; acetonitrile; 1: Acetylation / 2: Nitration / 3: Hydrogenation;

DOI:10.1002/jhet.5570360505

Reference yield:

4-acetylaminopyridine (5221-42-1) → N-(3-aminopyridin-4-yl)acetamide (145255-15-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / N₂O₅ / nitromethane / 0.17 h / 0 °C

2: 97 percent / H₂ / 5 percent Pd/C / methanol / 23 h / 20 °C / 5250.42 Torr

With hydrogen; dinitrogen pentoxide; palladium on activated charcoal; In methanol; nitromethane; 1: Nitration / 2: Hydrogenation;

DOI:10.1002/jhet.5570360505

upstream raw materials:

N-(3-nitropyridin-4-yl)acetamide

4-aminopyridine

4-acetylaminopyridine

Downstream raw materials:

1H-[1.2.3]triazolo-(4,5-c)pyridine

N-(phenylmethyl)acetamide

N-isopropylacetamide

Refernces

• 1、 Bakke,Riha. "Synthesis of 3,4-diaminopyridine and imidazo[4,5-c]pyridines by nitration of 4-acylaminopyridines". . p. 1143 - 1145. Retrieved 2007/10/03.
• 2、 -. "Aminopyridine compounds". . . Retrieved 2008/06/13.