4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

Base Information

Chemical Name:4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE
CAS No.:958330-29-5
Molecular Formula:C₂₅H₂₆F₄N₄O₄S
Molecular Weight:554.565
Hs Code.:

4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

Synonyms:4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

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Chemical Property of 4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

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Technology Process of 4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

There total 5 articles about 4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE 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: 71.0%

: 958331-24-3
N-{4-[(1R)-1-aminoethyl]-5-fluoro-2-methylphenyl}methanesulfonamide hydrochloride

: 958333-44-3
4-((S)-3-hydroxypyrrolidin-1-yl)-2-trifluoromethylquinoline-6-carboxylic acid

: 958330-29-5
4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

Guidance literature:: 4-((S)-3-hydroxypyrrolidin-1-yl)-2-trifluoromethylquinoline-6-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; dmap; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h;

N-{4-[(1R)-1-aminoethyl]-5-fluoro-2-methylphenyl}methanesulfonamide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

Reference yield:

: 619-45-4
4-methoxycarbonyl aniline

: 958330-29-5
4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

Guidance literature:: Multi-step reaction with 5 steps

1.1: polyphosphoric acid / 125 °C

2.1: trichlorophosphate / 20 h / 110 °C

2.2: Cooling with ice

2.3: pH 5

3.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / N,N-dimethyl-formamide / 0.25 h / 120 °C / Microwave irradiation

4.1: water; lithium hydroxide / tetrahydrofuran / 1 h / 50 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / dmap / N,N-dimethyl-formamide / 0.08 h / 20 °C

5.2: 16 h / 20 °C

With water; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; trichlorophosphate; dmap; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; N,N-dimethyl-formamide;

Reference yield:

: 958332-63-3
methyl 4-chloro-2-(trifluoromethyl)quinoline-6-carboxylate

: 958330-29-5
4-((S)-3-HYDROXY-PYRROLIDIN-1-YL)-2-TRIFLUOROMETHYLQUINOLINE-6-CARBOXYLIC ACID [(R)-1-(2-FLUORO-4-METHANESULFONYLAMINO-5-METHYLPHENYL)ETHYL]AMIDE

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate / palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / N,N-dimethyl-formamide / 0.25 h / 120 °C / Microwave irradiation

2.1: water; lithium hydroxide / tetrahydrofuran / 1 h / 50 °C

3.1: N-ethyl-N,N-diisopropylamine; HATU / dmap / N,N-dimethyl-formamide / 0.08 h / 20 °C

3.2: 16 h / 20 °C

With water; caesium carbonate; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; dmap; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; N,N-dimethyl-formamide;