Imidazo[1,2-b]pyridazine-6-carboxamide

Base Information

• Chemical Name: Imidazo[1,2-b]pyridazine-6-carboxamide
• CAS No.: 159045-50-8
• Molecular Formula: C₇H₆N₄O
• Molecular Weight: 162.151
• DSSTox Substance ID: DTXSID80445293
• Wikidata: Q82263659
• Mol file: 159045-50-8.mol

Synonyms:Imidazo[1,2-b]pyridazine-6-carboxamide;159045-50-8;Imidazo[1,2-b]pyridazine-6-carboxamide (9CI);SCHEMBL17303159;DTXSID80445293

Chemical Property of Imidazo[1,2-b]pyridazine-6-carboxamide

Chemical Property:

• PKA: 12.02±0.50(Predicted)
• PSA: 73.28000
• Density: 1.58±0.1 g/cm3(Predicted)
• LogP: 0.52850
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.05416083
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

Imidazo[1,2-b]pyridazine-6-carboxamide 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=CN2N=C1C(=O)N

Technology Process of Imidazo[1,2-b]pyridazine-6-carboxamide

There total 1 articles about Imidazo[1,2-b]pyridazine-6-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: 79.0%

3-aminopyridazine-6-carboxamide (98021-37-5) + bromoacetaldehyde (17157-48-1) → 6-carbamoylimidazo[1,2-b]pyridazine (159045-50-8)

Guidance literature:

With sodium hydrogencarbonate; In ethanol; at 80 ℃; for 4h;

DOI:10.7164/antibiotics.53.1053

Reference yield:

6-carbamoylimidazo[1,2-b]pyridazine (159045-50-8) → p-methoxybenzyl 7β-t-butoxycarbonylamino-3-[(E,Z)-2-(imidazo[1,2-b]pyridazine-6-yl)vinyl]-3-cephem-4-carboxylates (185911-03-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / POCl₃ / 4.5 h / 115 °C

2.1: 48 percent / Raney-Ni / formic acid; H₂O / 1 h / 100 °C

3.1: NaOH; NaCl / H₂O; CHCl₃ / 1 h / 20 °C

3.2: 57 percent / CHCl₃ / 5.5 h / 20 °C

With sodium hydroxide; sodium chloride; trichlorophosphate; nickel; In formic acid; chloroform; water;

DOI:10.7164/antibiotics.54.257

Reference yield:

6-carbamoylimidazo[1,2-b]pyridazine (159045-50-8) → 6-{2-[7-tert-butoxycarbonylamino-2-(4-methoxy-benzyloxycarbonyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-en-3-yl]-vinyl}-1-methyl-1H-imidazo[1,2-b]pyridazin-4-ylium; iodide

Guidance literature:

Multi-step reaction with 4 steps

1.1: 85 percent / POCl₃ / 4.5 h / 115 °C

2.1: 48 percent / Raney-Ni / formic acid; H₂O / 1 h / 100 °C

3.1: NaOH; NaCl / H₂O; CHCl₃ / 1 h / 20 °C

3.2: 57 percent / CHCl₃ / 5.5 h / 20 °C

4.1: dimethylformamide / 21 h / 20 °C

With sodium hydroxide; sodium chloride; trichlorophosphate; nickel; In formic acid; chloroform; water; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.54.257

upstream raw materials:

3-aminopyridazine-6-carboxamide

bromoacetaldehyde

Downstream raw materials:

imidazo[1,2-b]pyridazine-6-carbaldehyde

p-methoxybenzyl 7β-t-butoxycarbonylamino-3-[(E,Z)-2-(imidazo[1,2-b]pyridazine-6-yl)vinyl]-3-cephem-4-carboxylates