2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

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Chemical Name:2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole
CAS No.:1401349-15-2
Molecular Formula:C₂₈H₂₆N₆O₃S
Molecular Weight:526.619
Hs Code.:

Synonyms:2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

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Chemical Property of 2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

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Technology Process of 2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

There total 9 articles about 2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole 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:

: 123-75-1
pyrrolidine

: 1401349-14-1
2-bromo-5-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-1,3,4-oxadiazole

: 1401349-15-2
2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

Guidance literature:: In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 18h; Microwave irradiation; Sealed vial;

Reference yield:

: 1670-81-1,142396-03-0
1H-Indole-5-carboxylic acid

: 1401349-15-2
2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

Guidance literature:: Multi-step reaction with 11 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1.25 h / 65 - 80 °C

2: hydrazine / ethanol / 12 h / Reflux

3: ethanol / 2 h / Reflux

4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / toluene / 12 h / Reflux

5: potassium hydroxide; iodine / N,N-dimethyl-formamide / 1 h / 20 °C

6: sodium hydride / N,N-dimethyl-formamide; mineral oil / -25 °C

7: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 90 °C / microwave irradiation; Inert atmosphere; Sealed tube

8: potassium phosphate; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 0.33 h / 120 °C / Inert atmosphere

9: trifluoroacetic acid / 0.17 h / 120 °C / Microwave irradiation

10: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 3 h / 50 °C

11: 1-methyl-pyrrolidin-2-one / 18 h / 120 °C / Microwave irradiation; Sealed vial

With potassium phosphate; tert.-butylnitrite; iodine; potassium acetate; sodium hydride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; potassium hydroxide; copper(ll) bromide; hydrazine; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;

Reference yield:

: 1011-65-0
5-methoxycarbonylindole

: 1401349-15-2
2-(3-(6-cyclopropylpyrazin-2-yl)-1-tosyl-1H-indol-5-yl)-5-(pyrrolidin-1-yl)-1,3,4-oxadiazole

Guidance literature:: Multi-step reaction with 10 steps

1: hydrazine / ethanol / 12 h / Reflux

2: ethanol / 2 h / Reflux

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / toluene / 12 h / Reflux

4: potassium hydroxide; iodine / N,N-dimethyl-formamide / 1 h / 20 °C

5: sodium hydride / N,N-dimethyl-formamide; mineral oil / -25 °C

6: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 1 h / 90 °C / microwave irradiation; Inert atmosphere; Sealed tube

7: potassium phosphate; XPhos / tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / 1,4-dioxane; water / 0.33 h / 120 °C / Inert atmosphere

8: trifluoroacetic acid / 0.17 h / 120 °C / Microwave irradiation

9: copper(ll) bromide; tert.-butylnitrite / acetonitrile / 3 h / 50 °C

10: 1-methyl-pyrrolidin-2-one / 18 h / 120 °C / Microwave irradiation; Sealed vial

With potassium phosphate; tert.-butylnitrite; iodine; potassium acetate; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; potassium hydroxide; copper(ll) bromide; hydrazine; XPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; 1-methyl-pyrrolidin-2-one; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;