(S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

Base Information

Chemical Name:(S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine
CAS No.:1222189-14-1
Molecular Formula:C₁₉H₂₆N₄
Molecular Weight:310.442
Hs Code.:

Synonyms:(S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

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Chemical Property of (S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

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Technology Process of (S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

There total 11 articles about (S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine 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:

: C₁₉H₂₅N₃O

: 1222189-14-1
(S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

Guidance literature:: C₁₉H₂₅N₃O; With methanesulfonyl chloride; triethylamine; In chloroform; at 20 ℃; for 2.5h;

With ammonia; In methanol; chloroform; at 40 ℃; for 1h;
DOI:10.1248/cpb.c16-00314

Reference yield:

: 53087-13-1
3-(benzyloxy)phenyl bromide

: 1222189-14-1
(S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

Guidance literature:: Multi-step reaction with 9 steps

1.1: magnesium; iodine / tetrahydrofuran / 2 h / Inert atmosphere

1.2: 2 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogen; 5%-palladium/activated carbon / methanol

3.1: pyridine / chloroform / 2 h / 0 - 20 °C

4.1: L-Selectride / tetrahydrofuran / 3 h / -78 °C / Inert atmosphere

5.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate / 1,4-dioxane; dimethyl sulfoxide / 3 h / 80 °C

6.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; ethanol / 2 h / Heating

7.1: potassium hydroxide / methanol; water / 16 h / Reflux

8.1: potassium carbonate / N,N-dimethyl-formamide / 2 h

9.1: methanesulfonyl chloride; triethylamine / chloroform / 2.5 h / 20 °C

9.2: 1 h / 40 °C

With pyridine; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 5%-palladium/activated carbon; hydrogen; iodine; potassium acetate; L-Selectride; potassium carbonate; magnesium; methanesulfonyl chloride; triethylamine; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; chloroform; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 6.1: |Suzuki Coupling;
DOI:10.1248/cpb.c16-00314

Reference yield:

: 1007109-85-4
tert-butyl (2S)-2-{(S)-hydroxy[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}piperidine-1-carboxylate

: 1222189-14-1
(S)-1-[3-(1-methyl-1H-imidazol-5-yl)phenyl]-1-[(2S)-1-(prop-2-en-1-yl)piperidin-2-yl]methanamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; ethanol / 2 h / Heating

2.1: potassium hydroxide / methanol; water / 16 h / Reflux

3.1: potassium carbonate / N,N-dimethyl-formamide / 2 h

4.1: methanesulfonyl chloride; triethylamine / chloroform / 2.5 h / 20 °C

4.2: 1 h / 40 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; methanesulfonyl chloride; triethylamine; potassium hydroxide; In methanol; ethanol; chloroform; water; N,N-dimethyl-formamide; 1.1: |Suzuki Coupling;
DOI:10.1248/cpb.c16-00314