4,6-Diaminonicotinamide

Base Information

• Chemical Name: 4,6-Diaminonicotinamide
• CAS No.: 171178-35-1
• Molecular Formula: C₆H₈N₄O
• Molecular Weight: 152.156
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00349168
• Wikidata: Q82124248
• Mol file: 171178-35-1.mol

Synonyms:4,6-diaminonicotinamide;171178-35-1;4,6-diaminopyridine-3-carboxamide;3-pyridinecarboxamide, 4,6-diamino-;SCHEMBL2339686;DTXSID00349168;4,6-diamino-3-pyridylcarboxamide;AKOS006287343

Chemical Property of 4,6-Diaminonicotinamide

Chemical Property:

• PSA: 109.74000
• LogP: 0.74040
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 152.06981089
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

98%min ^*data from raw suppliers

4,6-Diaminonicotinamide AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C(=CN=C1N)C(=O)N)N

Technology Process of 4,6-Diaminonicotinamide

There total 2 articles about 4,6-Diaminonicotinamide 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:

2,4-diamino-5-cyanopyridine (75776-47-5) → 4,6-diaminopyridine-3-carboxamide (171178-35-1)

Guidance literature:

With sulfuric acid; at 60 - 70 ℃; for 3h;

DOI:10.1021/jm9508651

Reference yield:

conc. NaOH + sulfuric acid (7664-93-9) + 2,4-diamino-5-cyanopyridine (75776-47-5) → 4,6-diaminopyridine-3-carboxamide (171178-35-1)

Guidance literature:

Reference yield:

4,6-diaminopyridine-3-carboxamide (171178-35-1) → 4-(3-bromoanilino)-7-fluoropyrido[4,3-d]pyrimidine (171178-25-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 2.) 2M aq. NaOH / 1.) 170 deg C, 1.5 d, 2.) 90 deg C, 5 min

2: 57 percent / 50percent HBF₄, NaNO₂ / 1.) 0 deg C, 2.5 h, 2.) -20 deg C, 16 h

3: SOCl₂, DMF / 8 h / Heating

4: CH₂Cl₂; propan-2-ol / 16 h / 20 °C

With sodium hydroxide; tetrafluoroboric acid; thionyl chloride; N,N-dimethyl-formamide; sodium nitrite; In dichloromethane; isopropyl alcohol;

DOI:10.1021/jm9508651

upstream raw materials:

2,4-diamino-5-cyanopyridine

sulfuric acid

Downstream raw materials:

7-fluoro-4-oxo-3H-pyrido[4,3-d]pyrimidine

4-Chloro-7-fluoro-pyrido[4,3-d]pyrimidine

4-(3-bromoanilino)-7-fluoropyrido[4,3-d]pyrimidine

Refernces

• 1、 Rewcastle, Gordon W.,Palmer, Brian D.,Thompson, Andrew M.,Bridges, Alexander J.,Cody, Donna R.,Zhou, Hairong,Fry, David W.,McMichael, Amy,Denny, William A.. "Tyrosine kinase inhibitors. 10. Isomeric 4-[(3-bromophenyl)amino]pyrido[d]-pyrimidines are potent ATP binding site inhibitors of the tyrosine kinase function of the epidermal growth factor receptor". . p. 1823 - 1835. Retrieved 2007/10/03.