(S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

Base Information

Chemical Name:(S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate
CAS No.:1581755-90-9
Molecular Formula:C₂₄H₂₂N₂O₄S
Molecular Weight:434.516
Hs Code.:

Synonyms:(S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

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Chemical Property of (S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

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Technology Process of (S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

There total 4 articles about (S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate 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: 99.0%

: 1581755-86-3
(S)-6-(hydroxymethyl)-N-(1-phenylethyl)-4-(phenylethynyl)picolinamide

: 124-63-0
methanesulfonyl chloride

: 1581755-90-9
(S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

Guidance literature:: With triethylamine; In tetrahydrofuran; at 5 - 20 ℃; for 0.5h; Inert atmosphere;
DOI:10.1039/c3dt53000k

Reference yield:

: 1581755-84-1
6-(hydroxymethyl)-4-iodopicolinic acid

: 1581755-90-9
(S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

Guidance literature:: Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide; dichloromethane / 22 h / 20 °C / Inert atmosphere

2: triethylamine; copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 24 h / 65 °C / Inert atmosphere

3: triethylamine / tetrahydrofuran / 0.5 h / 5 - 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1039/c3dt53000k

Reference yield:

: 1581755-85-2
(S)-6-(hydroxymethyl)-4-iodo-N-(1-phenylethyl)picolinamide

: 1581755-90-9
(S)-(6-(1-phenylethylcarbamoyl)-4-(phenylethynyl)pyridin-2-yl)-methyl methanesulfonate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; copper(l) iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / tetrahydrofuran / 24 h / 65 °C / Inert atmosphere

2: triethylamine / tetrahydrofuran / 0.5 h / 5 - 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; copper(l) iodide; triethylamine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling;
DOI:10.1039/c3dt53000k