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

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Chemical Name:5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1-naphthalenyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one
CAS No.:1332332-30-5
Molecular Formula:C₂₇H₂₆N₄O₂
Molecular Weight:438.529
Hs Code.:

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

There total 7 articles about 5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1-naphthalenyl)phenyl]-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: 56.0%

: 1332333-20-6
4-(4-bromophenyl)-5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-2,4-dihydro-3H-1,2,4-triazol-3-one

: 13922-41-3
1-Naphthylboronic acid

: 1332332-30-5
5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1-naphthalenyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In water; at 150 ℃; for 0.25h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

: 2493-02-9
4-bromophenyl isocyanate

: 1332332-30-5
5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1-naphthalenyl)phenyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane / 27 h / 0 - 20 °C / Inert atmosphere

2: potassium carbonate / water / 18 h / 70 - 130 °C

3: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water / 0.25 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In dichloromethane; water;

Reference yield:

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

: 1332332-30-5
5-{[(3S)-1-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-4-[4-(1-naphthalenyl)phenyl]-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 / 27 h / 0 - 20 °C / Inert atmosphere

5.1: potassium carbonate / water / 18 h / 70 - 130 °C

6.1: potassium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / water / 0.25 h / 150 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With hydrogenchloride; potassium carbonate; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; diethyl ether; ethanol; dichloromethane; water;