N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

Base Information

• Chemical Name: N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide
• CAS No.: 1005780-02-8
• Molecular Formula: C₁₆H₁₄ClN₅O₂
• Molecular Weight: 343.772
• Mol file: 1005780-02-8.mol

Synonyms:N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

Chemical Property of N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide

There total 3 articles about N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide 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: 73.0%

N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide (1005787-88-1) + 3-amino-4-chlorophenol (16026-77-0) → N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (1005780-02-8)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; water; ethyl acetate; N,N-dimethyl-formamide;

Reference yield:

ethyl (6-iodoimidazo[1,2-b]pyridazin-2-yl)carbamate (1005785-69-2) → N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (1005780-02-8)

Guidance literature:

Multi-step reaction with 3 steps

1: barium hydroxide octahydrate; water / 1-methyl-pyrrolidin-2-one / 8 h / 120 °C

2: N,N-dimethyl acetamide / 4 h / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 30?min / 180 °C / Microwave irradiation

With barium hydroxide octahydrate; water; potassium carbonate; In 1-methyl-pyrrolidin-2-one; N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2013.01.074

Reference yield:

6-iodo-imidazo[1,2-b]pyridazin-2-ylamine (1005785-71-6) → N-[6-(3-amino-4-chlorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (1005780-02-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl acetamide / 4 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 30?min / 180 °C / Microwave irradiation

With potassium carbonate; In N,N-dimethyl acetamide; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2013.01.074

upstream raw materials:

N-(6-iodoimidazo[1,2-b]pyridazin-2-yl)cyclopropanecarboxamide

3-amino-4-chlorophenol

ethyl (6-iodoimidazo[1,2-b]pyridazin-2-yl)carbamate

6-iodo-imidazo[1,2-b]pyridazin-2-ylamine

Downstream raw materials:

N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamide

N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-methoxy-1-methyl-1H-pyrazole-5-carboxamide

N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-1-ethyl-3-methyl-1H-pyrazole-4-carboxamide

N-[2-chloro-5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-ethyl-1-methyl-1H-pyrazole-5-carboxamide