2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

Base Information

Chemical Name:2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile
CAS No.:1450621-14-3
Molecular Formula:C₂₂H₁₉F₆N₅O₃S
Molecular Weight:547.481
Hs Code.:

Synonyms:2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

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Chemical Property of 2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

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Technology Process of 2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

There total 16 articles about 2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile 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:

: 557-21-1
zinc(II) cyanide

: 1450621-11-0
3-bromo-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-2-pyridinol

: 1450621-14-3
2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 140 ℃; for 0.5h; Microwave irradiation;

Reference yield:

: 1450620-14-0
4-benzyl 1-tert-butyl 2-(1-propyn-1-yl)-1,4-piperazinedicarboxylate

: 1450621-14-3
2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

Guidance literature:: Multi-step reaction with 7 steps

1: Chiralpak^? ADH column / ethanol / Resolution of racemate

2: trifluoroacetic acid / dichloromethane / 0.67 h / 20 °C

3: ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct / toluene / 2.33 h / 100 °C / Inert atmosphere

4: trifluorormethanesulfonic acid; trifluoroacetic acid / 0.17 h

5: triethylamine / dichloromethane / 0.22 h / 0 °C

6: ammonium hydroxide / ethanol; water / 115 °C

7: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 140 °C / Microwave irradiation

With ammonium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trifluorormethanesulfonic acid; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; triethylamine; trifluoroacetic acid; ruphos; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

: 1450621-77-8
ethyl 2-[benzyl-[(2S)-2-(tert-butoxycarbonylamino)pent-4-ynoyl]amino]acetate

: 1450621-14-3
2-amino-5-(((3S)-3-(1-propyn-1-yl)-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinyl)sulfonyl)-3-pyridinecarbonitrile

Guidance literature:: Multi-step reaction with 8 steps

1.1: trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C

1.2: 0.17 h / 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 12 h / 65 °C

3.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 20 °C

4.1: ruphos; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; sodium t-butanolate / 1,4-dioxane / 12 h / 80 °C

5.1: carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate / dichloromethane / 0.5 h / 20 °C

6.1: triethylamine / dichloromethane / 0.22 h / 0 °C

7.1: ammonium hydroxide / ethanol; water / 115 °C

8.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 0.5 h / 140 °C / Microwave irradiation

With ammonium hydroxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; carbonochloridic acid 1-chloro-ethyl ester; chloro-(2-dicyclohexylphosphino-2’,6’-diisopropoxy-1,1‘-biphenyl)[2-(2-aminoethyl)phenyl] palladium(ll) methyl-tert-butyl ether adduct; potassium tert-butylate; potassium carbonate; triethylamine; trifluoroacetic acid; sodium t-butanolate; ruphos; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; N,N-dimethyl-formamide;