N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

Base Information

Chemical Name:N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide
CAS No.:1383625-23-7
Molecular Formula:C₃₃H₃₆N₆O₅
Molecular Weight:596.686
Hs Code.:

Synonyms:N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

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Chemical Property of N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

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Technology Process of N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

There total 10 articles about N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]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:

: 6723-30-4
O-2-tetrahydro-2H-pyranhydroxylamine

: 1383622-75-0
3-[3-[[2-[3-(2,2-dimethylpropanoylamino)-4-methyl-phenyl]imidazo[2,1-f]pyridazin-6-yl]carbamoyl]phenyl]prop-2-enoic acid

: 1383625-23-7
N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

Guidance literature:: O-2-tetrahydro-2H-pyranhydroxylamine; 3-[3-[[2-[3-(2,2-dimethylpropanoylamino)-4-methyl-phenyl]imidazo[2,1-f]pyridazin-6-yl]carbamoyl]phenyl]prop-2-enoic acid; With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine; In acetonitrile; at 20 ℃; for 2h;

With sodium carbonate; In water; acetonitrile;

Reference yield:

: 5337-93-9
4'-methylpropiophenone

: 1383625-23-7
N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

Guidance literature:: Multi-step reaction with 11 steps

1.1: nitric acid / 0 - 10 °C

2.1: bromine / dichloromethane / 20 °C

3.1: acetonitrile / 16 h / 80 °C

4.1: acetic acid; iron / ethanol; water / 6 h / 80 °C

5.1: pyridine / acetonitrile / 4 h / 20 °C

6.1: sodium t-butanolate / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 1 h / 100 °C / Inert atmosphere

7.1: trifluoroacetic acid / 16 h / 50 °C

8.1: pyridine / acetonitrile / 16 h / 20 °C

9.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide / 18 h / 110 °C / Inert atmosphere; Sealed

10.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 50 °C

10.2: pH 2

11.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / acetonitrile / 2 h / 20 °C

With pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; bromine; nitric acid; iron; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; sodium hydroxide; sodium t-butanolate; palladium diacetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 50630-41-6
1-(4'-methyl-3'-nitrophenyl)-propane-1-one

: 1383625-23-7
N-[2-[3-(2,2-dimethylpropanoylamino)-4-methylphenyl]imidazo[2,1-f]pyridazin-6-yl]-3-[3-oxo-3-(tetrahydropyran-2-yloxyamino)prop-1-enyl]benzamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: bromine / dichloromethane / 20 °C

2.1: acetonitrile / 16 h / 80 °C

3.1: acetic acid; iron / ethanol; water / 6 h / 80 °C

4.1: pyridine / acetonitrile / 4 h / 20 °C

5.1: sodium t-butanolate / bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 1 h / 100 °C / Inert atmosphere

6.1: trifluoroacetic acid / 16 h / 50 °C

7.1: pyridine / acetonitrile / 16 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine / palladium diacetate / N,N-dimethyl-formamide / 18 h / 110 °C / Inert atmosphere; Sealed

9.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 50 °C

9.2: pH 2

10.1: triethylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / acetonitrile / 2 h / 20 °C

With pyridine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; water; bromine; iron; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; trifluoroacetic acid; sodium hydroxide; sodium t-butanolate; palladium diacetate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;