2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one

Base Information

• Chemical Name: 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one
• CAS No.: 1224172-15-9
• Molecular Formula: C₂₂H₁₉ClN₄O₄
• Molecular Weight: 438.87

Synonyms:2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one

Chemical Property of 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one

Chemical Property:

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Technology Process of 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one

There total 8 articles about 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one 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: 77.0%

2-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one (1224172-14-8) + 2-cyclopropyl-2-oxoethyl 4-methylbenzenesulfonate (81447-28-1) → 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one (1224172-15-9)

Guidance literature:

With caesium carbonate; In acetonitrile; at 80 ℃; for 5h;

Reference yield:

4-bromoguaiacol (7368-78-7) → 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one (1224172-15-9)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate / acetonitrile / 14 h / 20 - 70 °C

2: N,N`-dimethylethylenediamine; copper(l) iodide; potassium carbonate / toluene / 18 h / 105 °C

3: hydrogenchloride / 1,4-dioxane / 24 h / 38 °C

4: sodium nitrite; sulfuric acid; sodium hydroxide / water; tetrahydrofuran / 0.5 h / 0 °C

5: water; tetrahydrofuran / 12 h / 20 °C

6: phosphorus pentachloride / 1,2-dimethoxyethane / 3.5 h / 0 - 20 °C

7: methyl-phenyl-thioether; trifluoroacetic acid / dichloromethane / 17 h / 20 °C

8: caesium carbonate / acetonitrile / 5 h / 80 °C

With hydrogenchloride; copper(l) iodide; methyl-phenyl-thioether; phosphorus pentachloride; sulfuric acid; potassium carbonate; caesium carbonate; trifluoroacetic acid; sodium hydroxide; N,N`-dimethylethylenediamine; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; dichloromethane; water; toluene; acetonitrile;

DOI:10.1016/j.bmcl.2015.05.008

Reference yield:

1-(4-(benzyloxy)-3-methoxyphenyl)pyrrolidine-2,4-dione (1224172-10-4) → 2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-oxoethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one (1224172-15-9)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium nitrite; sulfuric acid; sodium hydroxide / water; tetrahydrofuran / 0.5 h / 0 °C

2: water; tetrahydrofuran / 12 h / 20 °C

3: phosphorus pentachloride / 1,2-dimethoxyethane / 3.5 h / 0 - 20 °C

4: methyl-phenyl-thioether; trifluoroacetic acid / dichloromethane / 17 h / 20 °C

5: caesium carbonate / acetonitrile / 5 h / 80 °C

With methyl-phenyl-thioether; phosphorus pentachloride; sulfuric acid; caesium carbonate; trifluoroacetic acid; sodium hydroxide; sodium nitrite; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; water; acetonitrile;

DOI:10.1016/j.bmcl.2015.05.008

upstream raw materials:

2-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one

2-cyclopropyl-2-oxoethyl 4-methylbenzenesulfonate

4-bromoguaiacol

2-benzyloxy-5-bromoanisole

Downstream raw materials:

2-(4-chlorophenyl)-5-(4-(2-cyclopropyl-2-hydroxyethoxy)-3-methoxyphenyl)-5,6-dihydropyrrolo[3,4-d][1,2,3]triazol-4(2H)-one

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