(3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

Base Information

Chemical Name:(3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one
CAS No.:1271806-79-1
Molecular Formula:C₂₀H₂₂ClF₃N₆O
Molecular Weight:454.882
Hs Code.:

Synonyms:(3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

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Chemical Property of (3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

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Technology Process of (3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

There total 15 articles about (3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one 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: 63.0%

: 851984-15-1
6-chloro-5-fluoropyrimidin-4-ylamine

: 1271810-19-5
(3'R,5'S)-tert-butyl 3-(3-chloro-5-fluorophenylamino)-5'-fluoro-2-oxo-1,3'-bipiperidine-1'-carboxylate

: 1271806-79-1
(3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

Guidance literature:: (3'R,5'S)-tert-butyl 3-(3-chloro-5-fluorophenylamino)-5'-fluoro-2-oxo-1,3'-bipiperidine-1'-carboxylate; With hydrogenchloride; In 1,4-dioxane; at 60 ℃; for 1h;

6-chloro-5-fluoropyrimidin-4-ylamine; With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 110 ℃; for 16h;

Reference yield:

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

: 1271806-79-1
(3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

Guidance literature:: Multi-step reaction with 14 steps

1.1: triethylamine / dichloromethane / 16 h / Reflux

2.1: triethylamine / dmap / dichloromethane / 24 h / 30 °C

3.1: lithium borohydride / tetrahydrofuran / 16.5 h / 0 - 30 °C

4.1: trifluoroacetic anhydride / tetrahydrofuran / 3 h / -78 °C

4.2: -78 °C / Reflux

4.3: 1 h / 20 °C

5.1: hydrogen / palladium on carbon / ethanol / 16 h / 20 °C

6.1: triethylamine / dichloromethane / 0 - 30 °C

7.1: triethylamine / dichloromethane / 0.25 h / 0 °C

8.1: sodium azide / N,N-dimethyl-formamide / 72 h / 70 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C

10.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

11.1: hydrogen / tetrahydrofuran / 16 h / 20 °C

12.1: triethylamine / dichloromethane / 0 - 20 °C

13.1: chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine / toluene / 0.5 h / 0 °C

13.2: 2 h / 20 °C

13.3: 0 - 20 °C

14.1: hydrogenchloride / 1,4-dioxane / 1 h / 60 °C

14.2: 16 h / 110 °C

With hydrogenchloride; lithium borohydride; chloro-trimethyl-silane; sodium azide; N,N,N,N,-tetramethylethylenediamine; diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; hydrogen; triethylamine; trifluoroacetic anhydride; dmap; palladium on carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 2584-71-6,30724-02-8
cis-hydroxy-D-proline

: 1271806-79-1
(3'R,5'S)-1'-(6-amino-5-fiuoropyrimidin-4-yl)-3-(3-chloro-5-fluorophenylamino)-5'-fluoro-1,3'-bipiperidin-2-one

Guidance literature:: Multi-step reaction with 15 steps

1.1: thionyl chloride / 72 h / 0 - 20 °C

2.1: triethylamine / dichloromethane / 16 h / Reflux

3.1: triethylamine / dmap / dichloromethane / 24 h / 30 °C

4.1: lithium borohydride / tetrahydrofuran / 16.5 h / 0 - 30 °C

5.1: trifluoroacetic anhydride / tetrahydrofuran / 3 h / -78 °C

5.2: -78 °C / Reflux

5.3: 1 h / 20 °C

6.1: hydrogen / palladium on carbon / ethanol / 16 h / 20 °C

7.1: triethylamine / dichloromethane / 0 - 30 °C

8.1: triethylamine / dichloromethane / 0.25 h / 0 °C

9.1: sodium azide / N,N-dimethyl-formamide / 72 h / 70 °C

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 0 - 20 °C

11.1: diethylamino-sulfur trifluoride / dichloromethane / -78 - 20 °C

12.1: hydrogen / tetrahydrofuran / 16 h / 20 °C

13.1: triethylamine / dichloromethane / 0 - 20 °C

14.1: chloro-trimethyl-silane; N,N,N,N,-tetramethylethylenediamine / toluene / 0.5 h / 0 °C

14.2: 2 h / 20 °C

14.3: 0 - 20 °C

15.1: hydrogenchloride / 1,4-dioxane / 1 h / 60 °C

15.2: 16 h / 110 °C

With hydrogenchloride; lithium borohydride; chloro-trimethyl-silane; thionyl chloride; sodium azide; N,N,N,N,-tetramethylethylenediamine; diethylamino-sulfur trifluoride; tetrabutyl ammonium fluoride; hydrogen; triethylamine; trifluoroacetic anhydride; dmap; palladium on carbon; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;