3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

Base Information

Chemical Name:3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide
CAS No.:1309921-06-9
Molecular Formula:C₃₃H₂₁ClN₄O
Molecular Weight:525.009
Hs Code.:

Synonyms:3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

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Chemical Property of 3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

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Technology Process of 3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

There total 13 articles about 3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide 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:

: 890764-10-0
5-amino-1-(2-chlorophenyl)-3-phenyl-1H-pyrazole

: 1309921-25-2
C₁₈H₁₀ClNO

: 1309921-06-9
3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2010.12.110

Reference yield:

: 946007-61-0
4-(benzyloxy)-3-cyanobenzoic acid

: 1309921-06-9
3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

Guidance literature:: Multi-step reaction with 8 steps

1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux

2: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

3: palladium 10% on activated carbon; hydrogen / ethanol / 15 h / 2585.81 Torr

4: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate / 1,2-dimethoxyethane; water / 80 °C / Inert atmosphere

6: water; sodium hydroxide / ethanol / 3 h

7: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux

8: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; potassium fluoride dihydrate; palladium 10% on activated carbon; water; hydrogen; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; 5: Suzuki coupling;
DOI:10.1016/j.bmcl.2010.12.110

Reference yield:

: 556836-18-1
4-benzyloxy-3-cyanobenzoyl chloride

: 1309921-06-9
3-cyano-4-(1-naphthyl)-N-(1-[2-chlorophenyl]-3-phenyl-1H-pyrazol-5-yl)benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / ethanol / 15 h / 2585.81 Torr

3: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate / 1,2-dimethoxyethane; water / 80 °C / Inert atmosphere

5: water; sodium hydroxide / ethanol / 3 h

6: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 3 h / Reflux

7: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With pyridine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; potassium fluoride dihydrate; palladium 10% on activated carbon; water; hydrogen; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In 1,2-dimethoxyethane; ethanol; dichloromethane; water; 4: Suzuki coupling;
DOI:10.1016/j.bmcl.2010.12.110