N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Base Information

Chemical Name:N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide
CAS No.:1266335-98-1
Molecular Formula:C₂₄H₂₈ClN₇O
Molecular Weight:465.986
Hs Code.:

Synonyms:N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

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Chemical Property of N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

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Technology Process of N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

There total 9 articles about N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide 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:

: 1266335-55-0
2-{(1S,2R)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl 4-methylbenzenesulfonate

: 154594-15-7
N-(4-(4H-1,2,4-triazole-4-yl)phenyl)acetamide

: 1266335-98-1
N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Guidance literature:: With caesium carbonate; In N,N-dimethyl-formamide; at 50 ℃;

Reference yield:

: 287192-97-6
4-ethynyl-piperidine-1-carboxylic acid tert-butyl ester

: 1266335-98-1
N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / -78 °C

1.2: -78 °C

2.1: hydrogen; quinoline / Lindlar catalyst / ethyl acetate / 0.67 h

3.1: diethylzinc / dichloromethane; diethyl ether / -20 °C / Inert atmosphere

3.2: 0.17 h / -20 °C / Inert atmosphere

3.3: 24 h / -20 - 0 °C / Inert atmosphere

4.1: hydrogen / 20 % Pd(OH)2/C / ethyl acetate; ethanol / 0.5 h / 2585.81 Torr

5.1: sodium periodate / dichloromethane; water / 0 °C

6.1: ethanol; sodium tetrahydroborate / 0.5 h / 20 °C

7.1: trifluoroacetic acid / dichloromethane / 0 °C

8.1: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

9.1: triethylamine / dmap / dichloromethane / 1.5 h / Inert atmosphere

10.1: caesium carbonate / N,N-dimethyl-formamide / 50 °C

With quinoline; sodium tetrahydroborate; sodium periodate; n-butyllithium; ethanol; hydrogen; diethylzinc; caesium carbonate; triethylamine; trifluoroacetic acid; dmap; 20 % Pd(OH)2/C; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; 3.1: Charette cyclopropanation;

Reference yield:

: 1192063-83-4
tert-butyl 4-{(1R,2S)-2-[(2R)-3-(benzyloxy)-2-hydroxy-propyl]cyclopropyl}piperidine-1-carboxylate

: 1266335-98-1
N-(2-{(1S,2S)-2-[1-(5-chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethyl)-N-[4-(4H-1,2,4-triazol-4-yl)phenyl]acetamide

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogen / 20 % Pd(OH)2/C / ethyl acetate; ethanol / 0.5 h / 2585.81 Torr

2: sodium periodate / dichloromethane; water / 0 °C

3: ethanol; sodium tetrahydroborate / 0.5 h / 20 °C

4: trifluoroacetic acid / dichloromethane / 0 °C

5: caesium carbonate / N,N-dimethyl-formamide / 6 h / 20 °C

6: triethylamine / dmap / dichloromethane / 1.5 h / Inert atmosphere

7: caesium carbonate / N,N-dimethyl-formamide / 50 °C

With sodium tetrahydroborate; sodium periodate; ethanol; hydrogen; caesium carbonate; triethylamine; trifluoroacetic acid; dmap; 20 % Pd(OH)2/C; In ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;