1H-Pyrrole-1-carboxamide, 4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-4-piperidinyl]-2,5-dihydro-2-( hydroxymethyl)-N-methyl-2-phenyl-, (2S)-

Base Information

Chemical Name:1H-Pyrrole-1-carboxamide, 4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-4-piperidinyl]-2,5-dihydro-2-( hydroxymethyl)-N-methyl-2-phenyl-, (2S)-
CAS No.:845256-78-2
Molecular Formula:C24H26F3N3O2
Molecular Weight:445.485
Hs Code.:

Synonyms:

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Chemical Property of 1H-Pyrrole-1-carboxamide, 4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-4-piperidinyl]-2,5-dihydro-2-( hydroxymethyl)-N-methyl-2-phenyl-, (2S)-

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Technology Process of 1H-Pyrrole-1-carboxamide, 4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-4-piperidinyl]-2,5-dihydro-2-( hydroxymethyl)-N-methyl-2-phenyl-, (2S)-

There total 29 articles about 1H-Pyrrole-1-carboxamide, 4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoro-4-piperidinyl]-2,5-dihydro-2-( hydroxymethyl)-N-methyl-2-phenyl-, (2S)- 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:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 845256-78-2
(2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoropiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine / N,N-dimethyl acetamide / 4 h / 60 °C

2.1: potassium carbonate; Selectfluor / acetonitrile / 2 h / 10 - 15 °C

3.1: tetrahydrofuran / 0.5 h / 20 °C

3.2: 0.5 h / 0 °C

4.1: sodium carbonate / Isopropyl acetate; water / 1 h

4.2: 15.75 h

5.1: methanol / Resolution of racemate

6.1: hydrogenchloride / 1,4-dioxane / 2 h / 0 °C

7.1: dmap; triethylamine / tetrahydrofuran

8.1: cyclohexa-1,4-diene / palladium 10% on activated carbon / ethanol

8.2: 1 h

With hydrogenchloride; dmap; cyclohexa-1,4-diene; sodium carbonate; potassium carbonate; Selectfluor; triethylamine; palladium 10% on activated carbon; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; N,N-dimethyl acetamide; Isopropyl acetate; water; acetonitrile;

Reference yield:

: 845256-79-3
benzyl(3R,4S)-4-[{[(2S)-4-(2,5-difluorophenyl)-2-(hydroxymethyl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]carbonyl}(methyl)amino]-3-fluoropiperidine-1-carboxylate

: 845256-78-2
(2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoropiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxamide

Guidance literature:: benzyl(3R,4S)-4-[{[(2S)-4-(2,5-difluorophenyl)-2-(hydroxymethyl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]carbonyl}(methyl)amino]-3-fluoropiperidine-1-carboxylate; With cyclohexa-1,4-diene; palladium 10% on activated carbon; In ethanol;

With trifluoroacetic acid; In dichloromethane; for 1h;

Reference yield:

: 847041-34-3
benzyl (3R,4S)-4-[{[(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]carbonyl}(methyl)amino]-3-fluoropiperidine-1-carboxylate

: 845256-78-2
(2S)-4-(2,5-difluorophenyl)-N-[(3R,4S)-3-fluoropiperidin-4-yl]-2-(hydroxymethyl)-N-methyl-2-phenyl-2,5-dihydro-1H-pyrrole-1-carboxamide

Guidance literature:: benzyl (3R,4S)-4-[{[(2S)-2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1H-pyrrol-1-yl]carbonyl}(methyl)amino]-3-fluoropiperidine-1-carboxylate; With cyclohexa-1,4-diene; palladium 10% on activated carbon; In ethanol;

With trifluoroacetic acid; for 1h;

With sodium hydrogencarbonate; sodium carbonate; In water; ethyl acetate;