N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

Base Information

Chemical Name:N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide
CAS No.:1005777-68-3
Molecular Formula:C₂₆H₂₂F₃N₅O₄
Molecular Weight:525.487
Hs Code.:

Synonyms:N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

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Chemical Property of N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

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Technology Process of N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

There total 12 articles about N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-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: 81.0%

: 5337-03-1
tetrahydro-2H-pyran-4-carboxylic acid

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

: 1005777-68-3
N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

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: 74.0%

: 1005777-44-5
N-[6-(3-aminophenoxy)imidazo[1,2-b]pyridazin-2-yl]tetrahydro-2H-pyran-4-carboxamide

: 2251-65-2
3-(Trifluoromethyl)benzoyl chloride

: 1005777-68-3
N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

Guidance literature:: at 20 ℃; Cooling with ice;
DOI:10.1016/j.bmc.2013.01.074

Reference yield:

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

: 1005777-68-3
N-{6-[3-({[3-(trifluoromethyl)phenyl]carbonyl}amino)-phenoxy]imidazo[1,2-b]pyridazin-2-yl}tetrahydro-2H-pyran-4-carboxamide

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