3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Base Information

Chemical Name:3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate
CAS No.:1192189-84-6
Molecular Formula:C₁₉H₂₅N₅O₃
Molecular Weight:371.439
Hs Code.:

Synonyms:3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

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Chemical Property of 3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

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Technology Process of 3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

There total 5 articles about 3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate 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: 93.0%

: 1192189-83-5
tert-butyl 4-[3-(N,N-dimethylcarbamoyloxy)phenylcarbamoyl]-4-[(1-trityl-1H-imidazol-4-yl)methyl]piperidine-1-carboxylate

: 1192189-84-6
3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Guidance literature:: tert-butyl 4-[3-(N,N-dimethylcarbamoyloxy)phenylcarbamoyl]-4-[(1-trityl-1H-imidazol-4-yl)methyl]piperidine-1-carboxylate; With hydrogenchloride; In 1,4-dioxane; methanol; at 60 ℃; for 1h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

: 142851-03-4
1-tert-butyl 4-ethyl piperidine-1,4-dicarboxylate

: 1192189-84-6
3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.17 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: lithium hydroxide; water / tetrahydrofuran; methanol / Inert atmosphere; Reflux

2.2: pH 5 - 6

3.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / Isopropyl acetate / 0.08 h / Inert atmosphere

3.2: 2 h / 90 °C / Inert atmosphere

4.1: hydrogenchloride; methanol / 1,4-dioxane / 1 h / 60 °C / Inert atmosphere

With hydrogenchloride; methanol; water; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; Isopropyl acetate;
DOI:10.1021/ml500367g

Reference yield:

: 1192189-82-4
1-(tert-butoxycarbonyl)-4-[(1-trityl-1H-imidazol-4-yl)methyl]piperidine-4-carboxylic acid

: 1192189-84-6
3-{4-[(1H-imidazol-4-yl)methyl]piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / Isopropyl acetate / 0.08 h / Inert atmosphere

1.2: 2 h / 90 °C / Inert atmosphere

2.1: hydrogenchloride; methanol / 1,4-dioxane / 1 h / 60 °C / Inert atmosphere

With hydrogenchloride; methanol; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; Isopropyl acetate;
DOI:10.1021/ml500367g