diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Base Information

• Chemical Name: diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate
• CAS No.: 1257996-05-6
• Molecular Formula: C₃₂H₃₇F₃N₇O₆P
• Molecular Weight: 703.658
• Mol file: 1257996-05-6.mol

Synonyms:diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Chemical Property of diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

There total 12 articles about diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate 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:

diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (1257996-58-9) + 7-amino-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-2,3-dihydro-1H-isoindol-1-one (1257998-32-5) → diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (1257996-05-6)

Guidance literature:

diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate; 7-amino-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-2,3-dihydro-1H-isoindol-1-one; With trifluoroacetic acid; In 2,2,2-trifluoroethanol; at 105 ℃; for 1h; Microwave irradiation;

With ammonia; In methanol; at 0 - 20 ℃; for 2h;

Reference yield:

methyl 3-bromo-2-(bromomethyl)benzoate (337536-14-8) → diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (1257996-05-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: ethanol; tetrahydrofuran / 2 h

2.1: nitric acid / sulfuric acid / 2.83 h / 0 - 20 °C

3.1: potassium acetate / tricyclohexylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane / 6 h / Inert atmosphere; Reflux

4.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 0.75 h / 100 °C / Microwave irradiation

5.1: hydrogen / palladium 10% on activated carbon / ethanol; water / 2 h / 20 °C

6.1: trifluoroacetic acid / 2,2,2-trifluoroethanol / 1 h / 105 °C / Microwave irradiation

6.2: 2 h / 0 - 20 °C

With hydrogen; nitric acid; potassium acetate; potassium carbonate; trifluoroacetic acid; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; palladium 10% on activated carbon; tricyclohexylphosphine; In tetrahydrofuran; 1,4-dioxane; ethanol; 2,2,2-trifluoroethanol; water;

Reference yield:

4-(chloromethyl)-2-methoxy-1-nitrobenzene (68837-96-7) → diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (1257996-05-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 16 h / 100 °C / Sealed tube

2.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

3.1: zinc(II) chloride / diethyl ether; 1,2-dichloro-ethane; tert-butyl alcohol / 0.5 h

3.2: 20 °C

4.1: trifluoroacetic acid / 2,2,2-trifluoroethanol / 1 h / 105 °C / Microwave irradiation

4.2: 2 h / 0 - 20 °C

With hydrogen; trifluoroacetic acid; zinc(II) chloride; palladium 10% on activated carbon; In diethyl ether; ethanol; 2,2,2-trifluoroethanol; 1,2-dichloro-ethane; tert-butyl alcohol;

upstream raw materials:

(3-methoxy-4-nitrophenyl)methanol

2,4-dichloro-5-trifluoromethylpyrimidine

methyl 3-bromo-2-(bromomethyl)benzoate

4-(chloromethyl)-2-methoxy-1-nitrobenzene

Downstream raw materials:

sodium ethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate

Refernces