methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

Base Information

Chemical Name:methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate
CAS No.:1048669-03-9
Molecular Formula:C₂₃H₂₇N₃O₃S
Molecular Weight:425.552
Hs Code.:

Synonyms:methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

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Chemical Property of methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

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Technology Process of methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

There total 4 articles about methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate 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: 63.0%

: 1048669-89-1
1-(4-(methoxycarbonyl)phenyl)-5-(methylthio)-1H-pyrazole-4-carboxylic acid

: 10523-68-9
adamantan-2-amine hydrochloride

: 1048669-03-9
methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 18h;
DOI:10.1021/jm301252n

Reference yield:

: 1048669-25-5
tert-butyl 5-chloro-1-(4-methoxycarbonylphenyl)pyrazole-4-carboxylate

: 1048669-03-9
methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With sodium hexamethyldisilazane; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm301252n

Reference yield:

: 1048669-90-4
tert-butyl 1-(4-(methoxycarbonyl)phenyl)-5-(methylthio)-1H-pyrazole-4-carboxylate

: 1048669-03-9
methyl 4-[4-(2-adamantylcarbamoyl)-5-methylsulfanylpyrazol-1-yl]benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 18 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm301252n