N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Base Information

Chemical Name:N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide
CAS No.:266327-59-7
Molecular Formula:C₂₀H₂₃FN₄O₃Si
Molecular Weight:414.512
Hs Code.:

<i>N</i>-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Synonyms:N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

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Chemical Property of N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

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Technology Process of N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

There total 9 articles about N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide 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:

: 108-24-7
acetic anhydride

: (S)-5-Aminomethyl-3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-oxazolidin-2-one

: 266327-59-7
N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃;
DOI:10.1021/jm990373e

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 266327-59-7
N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: 95 percent / K₂CO₃ / dimethylsulfoxide / 24 h / 90 °C

2.1: 88 percent / SnCl₂; EtOH / 1 h / 75 °C

3.1: 99 percent / NaHCO₃ / tetrahydrofuran / 20 °C

4.1: 85 percent / diethylamine; Pd(PPh₃)2Cl₂; CuI / 8 h / 20 °C

5.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

5.2: tetrahydrofuran / -78 - 20 °C

6.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

7.1: NaN₃ / dimethylformamide / 65 °C

8.1: triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

9.1: pyridine / CH₂Cl₂ / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; ethanol; water; sodium hydrogencarbonate; potassium carbonate; diethylamine; triethylamine; triphenylphosphine; tin(ll) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Reduction / 3.1: Acylation / 4.1: Alkylation / 5.1: Metallation / 5.2: Ring cleavage / 6.1: mesylation / 7.1: Substitution / 8.1: Reduction / 9.1: Acetylation;
DOI:10.1021/jm990373e

Reference yield:

: 266328-10-3
3-fluoro-4-(4-iodo-pyrazol-1-yl)-phenylamine

: 266327-59-7
N-{3-[3-fluoro-4-(4-trimethylsilanylethynyl-pyrazol-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: 99 percent / NaHCO₃ / tetrahydrofuran / 20 °C

2.1: 85 percent / diethylamine; Pd(PPh₃)2Cl₂; CuI / 8 h / 20 °C

3.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.75 h / -78 °C

3.2: tetrahydrofuran / -78 - 20 °C

4.1: NEt₃ / CH₂Cl₂ / 4 h / 20 °C

5.1: NaN₃ / dimethylformamide / 65 °C

6.1: triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

7.1: pyridine / CH₂Cl₂ / 20 °C

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium azide; water; sodium hydrogencarbonate; diethylamine; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Acylation / 2.1: Alkylation / 3.1: Metallation / 3.2: Ring cleavage / 4.1: mesylation / 5.1: Substitution / 6.1: Reduction / 7.1: Acetylation;
DOI:10.1021/jm990373e