6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

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Chemical Name:6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide
CAS No.:1542068-05-2
Molecular Formula:C₃₃H₃₄N₄O₃
Molecular Weight:534.658
Hs Code.:

Synonyms:6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

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Chemical Property of 6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

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Technology Process of 6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

There total 6 articles about 6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide 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: 57.0%

: 70799-12-1
4-[(N,N-dimethylamino)methyl]phenyl boronic acid

: 1542068-03-0
6-bromo-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

: 1542068-05-2
6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2013.12.031

Reference yield:

: 17061-62-0
N,N-bis(p-methoxybenzyl)amine

: 1542068-05-2
6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 3 h / 100 °C / Inert atmosphere

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 2: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.12.031

Reference yield:

: 123-11-5
4-methoxy-benzaldehyde

: 1542068-05-2
6-[4-(dimethylaminomethyl)phenyl]-N,N-bis[(4-methoxyphenyl)methyl]pyrrolo[2,3-b]pyridine-1-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: ethanol / 9 h / Reflux

2: sodium tetrahydroborate / methanol

3: N,N-dimethyl-formamide / 6 h / 60 °C / Inert atmosphere

4: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / 1,2-dimethoxyethane; water / 3 h / 100 °C / Inert atmosphere

With sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate; In methanol; 1,2-dimethoxyethane; ethanol; water; N,N-dimethyl-formamide; 4: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.bmc.2013.12.031