3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

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Chemical Name:3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate
CAS No.:1192189-59-5
Molecular Formula:C₂₆H₃₄N₆O₅
Molecular Weight:510.593
Hs Code.:

Synonyms:3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

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Chemical Property of 3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

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Technology Process of 3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

There total 6 articles about 3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)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: 61.0%

: 1192189-63-1
3-[4-(2-methoxyethoxy)piperidine-4-carboxamido]phenyl N,N-dimethylcarbamate hydrochloride

: 1618-36-6
4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine

: 1192189-59-5
3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 115 ℃; for 18h;

Reference yield:

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

: 1192189-59-5
3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.13 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: lithium hydroxide; water / ethanol / 18 h / 80 °C / Inert atmosphere

3.1: pyridine; oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / Inert atmosphere

3.2: 18 h / Inert atmosphere

4.1: hydrogenchloride; methanol / 1,4-dioxane / 0.5 h / 50 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 18 h / 115 °C / Inert atmosphere; Sealed tube; High pressure

With pyridine; hydrogenchloride; methanol; oxalyl dichloride; water; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium hydroxide; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/ml500367g

Reference yield:

: 1192189-60-8
1-tert-butyl 4-ethyl 4-[(2-methoxyethoxy)methyl]piperidine-1,4-dicarboxylate

: 1192189-59-5
3-{4-[(2-methoxyethoxy)methyl]-1-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamido}phenyl N,N-dimethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium hydroxide; water / ethanol / 18 h / 80 °C / Inert atmosphere

2.1: pyridine; oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / Inert atmosphere

2.2: 18 h / Inert atmosphere

3.1: hydrogenchloride; methanol / 1,4-dioxane / 0.5 h / 50 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 18 h / 115 °C / Inert atmosphere; Sealed tube; High pressure

With pyridine; hydrogenchloride; methanol; oxalyl dichloride; water; N-ethyl-N,N-diisopropylamine; N,N-dimethyl-formamide; lithium hydroxide; In 1,4-dioxane; ethanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/ml500367g