(2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Base Information

Chemical Name:(2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid
CAS No.:114691-38-2
Molecular Formula:C₂₅H₂₅F₃N₄O₃
Molecular Weight:486.494
Hs Code.:

Synonyms:(2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

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Chemical Property of (2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

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Technology Process of (2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

There total 11 articles about (2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid 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:

: 114676-53-8
(2R,4R)-methyl 1-benzyl-4-hydroxypyrrolidine-2-carboxylate

: 114691-38-2
(2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 650 mg / CH₂Cl₂ / 1.) room temperature, 85 min, 2.) 105 deg C, 5 h

2: 390 mg / triethylamine / CH₂Cl₂ / 8 h / Ambient temperature

3: tetra-n-butylammonium azide / acetonitrile / 1.33 h / 60 °C

4: lithium aluminum hydride / tetrahydrofuran / 1.) -78 deg C, 5 min, 2.) room temperature, 4 h

5: 0.32 g / triethylamine / pyridine / 15 h / Ambient temperature

6: hydrogen, aq. HCl / 5percent Pd/C / methanol / 3 h

7: triethylamine / pyridine / 2 h / 40 °C

8: 1.) aq. NaOH, 2.) aq. HCl / 1.) THF, 60 deg C, 4.5 h, 2.) 105 deg C, 17 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; tetrabutylammoniun azide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm00403a020

Reference yield:

: 114676-59-4
(2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride

: 114691-38-2
(2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1: 84 percent / triethylamine / CH₂Cl₂ / 7 h / Heating

2: 650 mg / CH₂Cl₂ / 1.) room temperature, 85 min, 2.) 105 deg C, 5 h

3: 390 mg / triethylamine / CH₂Cl₂ / 8 h / Ambient temperature

4: tetra-n-butylammonium azide / acetonitrile / 1.33 h / 60 °C

5: lithium aluminum hydride / tetrahydrofuran / 1.) -78 deg C, 5 min, 2.) room temperature, 4 h

6: 0.32 g / triethylamine / pyridine / 15 h / Ambient temperature

7: hydrogen, aq. HCl / 5percent Pd/C / methanol / 3 h

8: triethylamine / pyridine / 2 h / 40 °C

9: 1.) aq. NaOH, 2.) aq. HCl / 1.) THF, 60 deg C, 4.5 h, 2.) 105 deg C, 17 h

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; hydrogen; tetrabutylammoniun azide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm00403a020

Reference yield:

: (3S,5R)-1-Benzyl-5-pyrrolidin-1-ylmethyl-pyrrolidin-3-ylamine

: 114691-38-2
(2'R,4'S)-7-<4'-amino-2'-(pyrrolidinylmethyl)pyrrolidinyl>-1-(2,4-difluorophenyl)-1,4-dihydro-6-fluoro-4-oxoquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 0.32 g / triethylamine / pyridine / 15 h / Ambient temperature

2: hydrogen, aq. HCl / 5percent Pd/C / methanol / 3 h

3: triethylamine / pyridine / 2 h / 40 °C

4: 1.) aq. NaOH, 2.) aq. HCl / 1.) THF, 60 deg C, 4.5 h, 2.) 105 deg C, 17 h

With hydrogenchloride; sodium hydroxide; hydrogen; triethylamine; palladium on activated charcoal; In pyridine; methanol;
DOI:10.1021/jm00403a020