1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

Base Information

Chemical Name:1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester
CAS No.:219664-21-8
Molecular Formula:C₁₈H₁₉FN₄O₅
Molecular Weight:390.371
Hs Code.:

1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1<i>H</i>-pyrazole-4-carboxylic acid ethyl ester

Synonyms:1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

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Chemical Property of 1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

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Technology Process of 1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

There total 10 articles about 1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester 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: 99.0%

: 108-24-7
acetic anhydride

: 219664-26-3
1-[4-(5-aminomethyl-2-oxooxazolidin-3-yl)-2-fluorophenyl]-1H-pyrazole-4-carboxylic acid ethylester

: 219664-21-8
1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1021/jm980546k

Reference yield:

: 369-34-6
3,4-difluoronitrobenzene

: 219664-21-8
1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 94 percent / hydrazine hydrate; K₂CO₃ / acetonitrile

2.1: 65 percent / NaOAc / ethanol / Heating

3.1: 97 percent / H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

4.1: 98 percent / NaHCO₃ / tetrahydrofuran / 0 - 20 °C

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

5.2: 79 percent / tetrahydrofuran / -78 - 20 °C

6.1: 98 percent / NEt₃ / CH₂Cl₂ / 4 h / 20 °C

7.1: 93 percent / NaN₃ / dimethylformamide / 65 °C

8.1: 77 percent / triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

9.1: 99 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; sodium azide; water; hydrogen; sodium acetate; sodium hydrogencarbonate; potassium carbonate; hydrazine hydrate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Condensation / 3.1: Reduction / 4.1: Acylation / 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:

: 219664-16-1
3-fluoro-1-nitro-4-(1H-4-carbethoxypyrazol-1-yl)benzene

: 219664-21-8
1-{4-[5-(acetylamino-methyl)-2-oxo-oxazolidin-3-yl]-2-fluoro-phenyl}-1H-pyrazole-4-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 97 percent / H₂ / 10percent Pd/C / methanol / 3 h / 1034.32 Torr

2.1: 98 percent / NaHCO₃ / tetrahydrofuran / 0 - 20 °C

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

3.2: 79 percent / tetrahydrofuran / -78 - 20 °C

4.1: 98 percent / NEt₃ / CH₂Cl₂ / 4 h / 20 °C

5.1: 93 percent / NaN₃ / dimethylformamide / 65 °C

6.1: 77 percent / triphenylphosphine; water / tetrahydrofuran / 20 - 65 °C

7.1: 99 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; sodium azide; water; hydrogen; sodium hydrogencarbonate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: Reduction / 2.1: Acylation / 3.1: Metallation / 3.2: Ring cleavage / 4.1: mesylation / 5.1: Substitution / 6.1: Reduction / 7.1: Acetylation;
DOI:10.1021/jm990373e