2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

Base Information

Chemical Name:2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide
CAS No.:1362818-32-3
Molecular Formula:C₂₇H₂₅FN₆O₄
Molecular Weight:516.532
Hs Code.:

Synonyms:2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

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Chemical Property of 2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

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Technology Process of 2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

There total 13 articles about 2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide 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:

: 20744-39-2
4-aminopyridazine

: C₂₃H₂₂FN₃O₅

: 1362818-32-3
2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

Guidance literature:: 4-aminopyridazine; C₂₃H₂₂FN₃O₅; With 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 18h;

With hydrogenchloride; In tetrahydrofuran; water;

Reference yield:

: 60710-39-6
3-bromo-p-cresol

: 1362818-32-3
2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

Guidance literature:: Multi-step reaction with 13 steps

1.1: 1 h / 60 °C

1.2: 0.67 h / 180 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

3.1: sodium hydroxide; bromine; water / 1,4-dioxane / 1.17 h / 0 - 20 °C

3.2: pH 2

4.1: trifluoroacetic acid; methyl-phenyl-thioether / toluene / 18 h

5.1: thionyl chloride / 72 h / 50 °C

6.1: N-Bromosuccinimide / dibenzoyl peroxide / tetrachloromethane / 18 h / 85 °C

7.1: water; calcium carbonate / 1,4-dioxane / 1.5 h / 150 °C / Microwave irradiation

7.2: 0.75 h / 50 °C

8.1: caesium carbonate / N,N-dimethyl-formamide / 76 h / 20 - 60 °C

9.1: 2-Methyl-1-butene; aminosulfonic acid; sodium chlorite / water; dimethyl sulfoxide; tetrahydrofuran / 1 h / 0 °C

10.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h

11.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 2 h / 130 °C / Microwave irradiation

12.1: water; lithium hydroxide / tetrahydrofuran / 3 h

13.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h

With sodium chlorite; potassium phosphate; N-Bromosuccinimide; thionyl chloride; 1-hydroxy-7-aza-benzotriazole; methyl-phenyl-thioether; aminosulfonic acid; water; bromine; potassium carbonate; caesium carbonate; 2-Methyl-1-butene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; calcium carbonate; sodium hydroxide; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1-(4-bromo-2-hydroxy-5-methylphenyl)ethan-1-one

: 1362818-32-3
2-{[(4-fluorophenyl)methyl]oxy}-4-(1-methyl-1H-pyrazol-4-yl)-5-(4-morpholinylcarbonyl)-N-4-pyridazinylbenzamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C

2.1: sodium hydroxide; bromine; water / 1,4-dioxane / 1.17 h / 0 - 20 °C

2.2: pH 2

3.1: trifluoroacetic acid; methyl-phenyl-thioether / toluene / 18 h

4.1: thionyl chloride / 72 h / 50 °C

5.1: N-Bromosuccinimide / dibenzoyl peroxide / tetrachloromethane / 18 h / 85 °C

6.1: water; calcium carbonate / 1,4-dioxane / 1.5 h / 150 °C / Microwave irradiation

6.2: 0.75 h / 50 °C

7.1: caesium carbonate / N,N-dimethyl-formamide / 76 h / 20 - 60 °C

8.1: 2-Methyl-1-butene; aminosulfonic acid; sodium chlorite / water; dimethyl sulfoxide; tetrahydrofuran / 1 h / 0 °C

9.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 3 h

10.1: potassium phosphate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane / 2 h / 130 °C / Microwave irradiation

11.1: water; lithium hydroxide / tetrahydrofuran / 3 h

12.1: 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 18 h

With sodium chlorite; potassium phosphate; N-Bromosuccinimide; thionyl chloride; 1-hydroxy-7-aza-benzotriazole; methyl-phenyl-thioether; aminosulfonic acid; water; bromine; potassium carbonate; caesium carbonate; 2-Methyl-1-butene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; calcium carbonate; sodium hydroxide; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dibenzoyl peroxide; In tetrahydrofuran; 1,4-dioxane; tetrachloromethane; 1,2-dimethoxyethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;