(S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

Base Information

Chemical Name:(S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine
CAS No.:1415011-20-9
Molecular Formula:C₃₃H₂₇BrN₂O
Molecular Weight:547.494
Hs Code.:

Synonyms:(S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

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Chemical Property of (S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

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Technology Process of (S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

There total 9 articles about (S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine 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:

: 1415011-19-6
C₃₂H₂₅BrN₂O

: 74-88-4
methyl iodide

: 1415011-20-9
(S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1039/c2cc35583c

Reference yield:

: 102153-45-7
6-bromo-1-iodonaphthalen-2-ol

: 1415011-20-9
(S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

Guidance literature:: Multi-step reaction with 7 steps

1.1: bis-triphenylphosphine-palladium(II) chloride; diisopropylamine; copper(l) iodide / 48 h / 25 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

3.1: potassium carbonate / methanol / 1 h / 20 °C

4.1: diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 0.25 h / 20 °C / Inert atmosphere

4.2: 24.5 h / 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

6.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C

7.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: |Sonogashira Cross-Coupling / 2.1: |Mitsunobu Displacement / 4.1: |Sonogashira Cross-Coupling / 4.2: |Sonogashira Cross-Coupling;
DOI:10.1039/c2cc35583c

Reference yield:

: 1415011-14-1
6-bromo-1-((trimethylsilyl)ethynyl)naphthalen-2-ol

: 1415011-20-9
(S)-3-((6-bromo-2-((4-phenylbut-3-yn-2-yl)oxy)naphthalen-1-yl)ethynyl)-N-methyl-N-(pent-2-yn-1-yl)pyridin-4-amine

Guidance literature:: Multi-step reaction with 6 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

2.1: potassium carbonate / methanol / 1 h / 20 °C

3.1: diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 0.25 h / 20 °C / Inert atmosphere

3.2: 24.5 h / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

5.1: triethylamine; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 1 h / 20 °C

6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; trimethylsilyl trifluoromethanesulfonate; di-isopropyl azodicarboxylate; sodium hydride; potassium carbonate; triethylamine; diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 1.1: |Mitsunobu Displacement / 3.1: |Sonogashira Cross-Coupling / 3.2: |Sonogashira Cross-Coupling;
DOI:10.1039/c2cc35583c