8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

Base Information

Chemical Name:8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide
CAS No.:1415730-99-2
Molecular Formula:C₂₃H₂₁F₂N₅O₃S
Molecular Weight:485.514
Hs Code.:

Synonyms:8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

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Chemical Property of 8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

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Technology Process of 8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

There total 3 articles about 8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide 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: 51.0%

: 1-oxa-2,8-diazaspiro[4.5]dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide hydrochloride

: 827-44-1
5-chloro-3-phenyl-1,2,4-oxadiazole

: 1415730-99-2
8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

Guidance literature:: With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine; at 160 ℃; for 0.25h;
DOI:10.1021/jm301549a

Reference yield:

: 112279-60-4
4-bromo-2,5-difluoroaniline

: 1415730-99-2
8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

Guidance literature:: Multi-step reaction with 4 steps

1.1: copper(l) iodide; sodium iodide; N,N-dimethylethylenediamine / 1,4-dioxane / 3 h / 140 °C / Inert atmosphere

2.1: zinc; nickel dibromide; [2,2]bipyridinyl / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine; HATU / 0.75 h / 20 °C

3.2: 3 h / 20 °C

3.3: 2 h

4.1: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 0.25 h / 160 °C

With 1-methyl-pyrrolidin-2-one; [2,2]bipyridinyl; copper(l) iodide; N,N-dimethylethylenediamine; N-ethyl-N,N-diisopropylamine; HATU; sodium iodide; nickel dibromide; zinc; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm301549a

Reference yield:

: 155906-13-1
2,5-difluoro-4-iodophenylamine

: 1415730-99-2
8-(3-phenyl[1,2,4]oxadiazol-5-yl)-1-oxa-2,8-diazaspiro[4.5]-dec-2-ene-3-carboxylic acid (2,5-difluoro-4-methylsulfanylphenyl)amide

Guidance literature:: Multi-step reaction with 3 steps

1.1: zinc; nickel dibromide; [2,2]bipyridinyl / N,N-dimethyl-formamide / 2 h / 80 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; HATU / 0.75 h / 20 °C

2.2: 3 h / 20 °C

2.3: 2 h

3.1: N-ethyl-N,N-diisopropylamine; 1-methyl-pyrrolidin-2-one / 0.25 h / 160 °C

With 1-methyl-pyrrolidin-2-one; [2,2]bipyridinyl; N-ethyl-N,N-diisopropylamine; HATU; nickel dibromide; zinc; In N,N-dimethyl-formamide;
DOI:10.1021/jm301549a