5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Base Information

Chemical Name:5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
CAS No.:1332331-49-3
Molecular Formula:C₂₆H₂₇N₅O₂
Molecular Weight:441.533
Hs Code.:

Synonyms:5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

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Chemical Property of 5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

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Technology Process of 5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

There total 6 articles about 5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-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: 53.2%

: 1332333-31-9
4-(4-bromo-2-methylphenyl)-5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

: 269410-24-4
5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

: 1332331-49-3
5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: With potassium carbonate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1,4-dioxane; water; at 150 ℃; for 0.5h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

: 204688-61-9
2‐[(3S)‐1‐[(tert‐butoxy)carbonyl]pyrrolidin‐3‐yl]acetic acid

: 1332331-49-3
5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dmap / diethyl ether / 40 h / 20 °C / Inert atmosphere

2.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

2.2: 0.08 h / 20 °C

2.3: 1 h / 0 - 20 °C

3.1: hydrazine hydrate / ethanol / 15 h / 80 °C

4.1: dichloromethane / 1 h / 20 °C

5.1: potassium carbonate / water / 5 h / 130 °C

6.1: potassium carbonate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane; water / 0.5 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With hydrogenchloride; potassium carbonate; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water;

Reference yield:

: 1332333-17-1
ethyl[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]acetate

: 1332331-49-3
5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1H-indol-5-yl)-2-methylphenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: hydrazine hydrate / ethanol / 15 h / 80 °C

2: dichloromethane / 1 h / 20 °C

3: potassium carbonate / water / 5 h / 130 °C

4: potassium carbonate / palladium bis[bis(diphenylphosphino)ferrocene] dichloride / 1,4-dioxane; water / 0.5 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With potassium carbonate; hydrazine hydrate; palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1,4-dioxane; ethanol; dichloromethane; water;