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

Base Information

Chemical Name:tert-butyl 1-(4-(methoxycarbonyl)phenyl)-5-(methylthio)-1H-pyrazole-4-carboxylate
CAS No.:1048669-90-4
Molecular Formula:C₁₇H₂₀N₂O₄S
Molecular Weight:348.423
Hs Code.:

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

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Chemical Property of tert-butyl 1-(4-(methoxycarbonyl)phenyl)-5-(methylthio)-1H-pyrazole-4-carboxylate

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Technology Process of tert-butyl 1-(4-(methoxycarbonyl)phenyl)-5-(methylthio)-1H-pyrazole-4-carboxylate

There total 4 articles about tert-butyl 1-(4-(methoxycarbonyl)phenyl)-5-(methylthio)-1H-pyrazole-4-carboxylate 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: 77.0%

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

: 5188-07-8
sodium thiomethoxide

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

Guidance literature:: sodium thiomethoxide; With sodium hexamethyldisilazane; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

tert-butyl 5-chloro-1-(4-methoxycarbonylphenyl)pyrazole-4-carboxylate; In N,N-dimethyl-formamide; at 20 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jm301252n

Reference yield:

: C₁₀H₁₅NO₃

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

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-ethyl-N,N-diisopropylamine / ethanol / 5 h / Reflux

2.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.25 h / 65 °C

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

3.2: 5 h / 20 °C / Inert atmosphere

With tert.-butylnitrite; sodium hexamethyldisilazane; N-ethyl-N,N-diisopropylamine; copper dichloride; In ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm301252n

Reference yield:

: 1116-98-9
cyanoacetic acid tert-butyl ester

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

Guidance literature:: Multi-step reaction with 4 steps

1.1: acetic anhydride / 3 h / 125 °C

2.1: N-ethyl-N,N-diisopropylamine / ethanol / 5 h / Reflux

3.1: tert.-butylnitrite; copper dichloride / acetonitrile / 0.25 h / 65 °C

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

4.2: 5 h / 20 °C / Inert atmosphere

With tert.-butylnitrite; sodium hexamethyldisilazane; acetic anhydride; N-ethyl-N,N-diisopropylamine; copper dichloride; In ethanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm301252n