2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

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Chemical Name:2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide
CAS No.:1429925-34-7
Molecular Formula:C₂₈H₃₇ClFN₅O₂
Molecular Weight:530.085
Hs Code.:

Synonyms:2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

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Chemical Property of 2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

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Technology Process of 2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

There total 9 articles about 2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]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: 35.0%

: [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetic acid

: (1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethanamine dihydrochloride

: 1429925-34-7
2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

Guidance literature:: [7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]acetic acid; With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; for 0.25h;

(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethanamine dihydrochloride; at 70 ℃; for 2h;
DOI:10.1016/j.bmc.2013.09.054

Reference yield:

: tert-butyl [(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]carbamate

: 1429925-34-7
2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C

2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 0.25 h

2.2: 2 h / 70 °C

With hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; dichloromethane;
DOI:10.1016/j.bmc.2013.09.054

Reference yield:

: 107202-39-1
(S)-1-(cyclohexyl-2-hydroxyethyl)crabamic acid tert-butyl ester

: 1429925-34-7
2-[(4S)-7-(5-chloro-2-fluorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-[(1S)-1-cyclohexyl-2-(4-methylpiperazin-1-yl)ethyl]acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 6 h / Reflux

3.1: hydrogenchloride / dichloromethane; 1,4-dioxane / 3 h / 20 °C

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / 1,4-dioxane / 0.25 h

4.2: 2 h / 70 °C

With hydrogenchloride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1016/j.bmc.2013.09.054