tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Base Information

• Chemical Name: tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate
• CAS No.: 1174512-20-9
• Molecular Formula: C₂₉H₃₀N₄O₄
• Molecular Weight: 498.582
• Mol file: 1174512-20-9.mol

Synonyms:tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Chemical Property of tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

There total 9 articles about tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate 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:

3-cyano-4-isopropoxybenzoic acid (258273-31-3) + tert-butyl 2-(7-(N'-hydroxycarbamimidoyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate (1174512-15-2) → tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate (1174512-20-9)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; trifluoroacetic acid; In 1,4-dioxane; for 2h; Heating; Reflux;

Reference yield:

ethyl 5-bromoindolecarboxylate (16732-70-0) → tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate (1174512-20-9)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium hydride / toluene; mineral oil / 48 h / 110 °C

2: 1-methyl-pyrrolidin-2-one / 2 h / 200 °C / Sealed tube; Microwave irradiation

3: tetrahydrofuran / 22 h / 65 °C

4: hydrogen / palladium on carbon / ethyl acetate / 22 h / 3620.13 Torr / Inert atmosphere

5: hydroxylamine / ethanol; water / 4 h / 70 °C / Sealed tube

6: trifluoroacetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 1,4-dioxane / 2 h / Heating; Reflux

With 1-methyl-pyrrolidin-2-one; hydrogen; hydroxylamine; sodium hydride; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; trifluoroacetic acid; palladium on carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate; toluene; mineral oil;

Reference yield:

7-bromo-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-one (1174512-53-8) → tert-butyl 2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate (1174512-20-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 1-methyl-pyrrolidin-2-one / 2 h / 200 °C / Sealed tube; Microwave irradiation

2: tetrahydrofuran / 22 h / 65 °C

3: hydrogen / palladium on carbon / ethyl acetate / 22 h / 3620.13 Torr / Inert atmosphere

4: hydroxylamine / ethanol; water / 4 h / 70 °C / Sealed tube

5: trifluoroacetic acid; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide / 1,4-dioxane / 2 h / Heating; Reflux

With 1-methyl-pyrrolidin-2-one; hydrogen; hydroxylamine; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; trifluoroacetic acid; palladium on carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; water; ethyl acetate;

upstream raw materials:

ethyl 5-bromoindolecarboxylate

3-bromo-4-hydroxy-benzoic acid

3-cyano-4-isopropoxybenzoic acid

tert-butyl 2-(7-(N'-hydroxycarbamimidoyl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate

Downstream raw materials:

2-(7-(5-(3-cyano-4-isopropoxyphenyl)-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetic acid