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

Base Information

Chemical Name:N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide
CAS No.:1005786-92-4
Molecular Formula:C₂₃H₁₈F₃N₅O₃
Molecular Weight:469.423
Hs Code.:

Synonyms:N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

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Chemical Property of N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

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Technology Process of N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

There total 8 articles about N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide 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: 68.0%

: 1005779-46-3
N-{3-[(2-aminoimidazo[1,2-b]pyridazin-6-yl)oxy]phenyl}-3-(trifluoromethyl)benzamide

: 802294-64-0,79-09-4
propionic acid

: 1005786-92-4
N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 14h;
DOI:10.1021/jm300126x

Reference yield:

: 1005779-22-5
ethyl 6-(3-aminophenoxy)imidazo[1,2-b]pyridazine-2-carboxylate

: 1005786-92-4
N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h / 20 °C

2: water; sodium hydroxide / methanol / 4 h / 20 °C

3: triethylamine / tetrahydrofuran / 0.17 h / 20 °C

4: diphenylphosphoranyl azide / tetrahydrofuran / 14.17 h / 20 - 100 °C

5: hydrogenchloride / methanol; ethyl acetate / 14 h / 20 °C

6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 14 h / 20 °C

With hydrogenchloride; diphenylphosphoranyl azide; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; 4: Curtius rearrangement;
DOI:10.1021/jm300126x

Reference yield:

: C₂₅H₂₁F₃N₄O₄

: 1005786-92-4
N-(3-{[2-(propionylamino)imidazo[1,2-b]pyridazin-6-yl]oxy}phenyl)-3-(trifluoromethyl)benzamide

Guidance literature:: Multi-step reaction with 3 steps

1: diphenylphosphoranyl azide / tetrahydrofuran / 14.17 h / 20 - 100 °C

2: hydrogenchloride / methanol; ethyl acetate / 14 h / 20 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 14 h / 20 °C

With hydrogenchloride; diphenylphosphoranyl azide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; 1: Curtius rearrangement;
DOI:10.1021/jm300126x