6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

Base Information

Chemical Name:6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide
CAS No.:1346574-61-5
Molecular Formula:C₃₁H₃₈N₄O₂
Molecular Weight:498.668
Hs Code.:

Synonyms:6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

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Chemical Property of 6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

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Technology Process of 6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

There total 10 articles about 6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-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: 75.0%

: 1036991-19-1
N,N-dimethyl-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanamine hydrochloride

: 1346574-55-7
(R)-6-bromo-1-(sec-butyl)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3-methyl-1H-indole-4-carboxamide

: 1346574-61-5
6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

Guidance literature:: With caesium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In water; N,N-dimethyl-formamide; at 150 ℃; for 0.25h; Inert atmosphere; Microwave irradiation;

Reference yield:

: 1346575-54-9
6-bromo-1-(sec-butyl)-3-methyl-1H-indole-4-carboxylic acid

: 1346574-61-5
6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-methyl-morpholine / dimethyl sulfoxide / 32 h / 20 °C / Inert atmosphere; Sealed tube

2: isopropylamine / n-heptane; ethanol / 20 °C / Resolution of racemate

3: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 150 °C / Inert atmosphere; Microwave irradiation

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; isopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; n-heptane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 3: Suzuki Coupling;

Reference yield:

: 1346574-53-5
6-bromo-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-(1-methylpropyl)-1H-indole-4-carboxamide

: 1346574-61-5
6-{3-[(dimethylamino)methyl]phenyl}-N-[(4,6-dimethyl-2-oxo-1,2-dihydro-3-pyridinyl)methyl]-3-methyl-1-[(1R)-1-methylpropyl]-1H-indole-4-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

1: isopropylamine / n-heptane; ethanol / 20 °C / Resolution of racemate

2: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide; water / 0.25 h / 150 °C / Inert atmosphere; Microwave irradiation

With caesium carbonate; isopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; n-heptane; water; N,N-dimethyl-formamide; 2: Suzuki Coupling;