4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

Base Information

Chemical Name:4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile
CAS No.:1445994-36-4
Molecular Formula:C₂₁H₁₆N₄O₂
Molecular Weight:356.384
Hs Code.:

Synonyms:4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

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Chemical Property of 4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

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Technology Process of 4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

There total 7 articles about 4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile 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:

: 1445993-86-1
4-bromo-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

: 1445994-36-4
4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / Inert atmosphere

1.2: 3 h / 20 °C / Inert atmosphere

2.1: sodium carbonate / 1,2-dimethoxyethane; water / 0.5 h / 120 °C / Microwave irradiation; Inert atmosphere; Sealed tube

3.1: caesium carbonate / dimethyl sulfoxide / 0.75 h / 110 °C / Inert atmosphere

4.1: iron; ammonium chloride / ethanol; water; tetrahydrofuran / 2 h / Reflux; Inert atmosphere

With iron; sodium hydride; sodium carbonate; ammonium chloride; caesium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 2.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

: 1445993-87-2
4-bromo-6-methyl-1-[(4-methylphenyl)sulfonyl]-1,6-dihydro-7H-pyrrolo[2,3-c]pyridin-7-one

: 1445994-36-4
4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: sodium carbonate / 1,2-dimethoxyethane; water / 0.5 h / 120 °C / Microwave irradiation; Inert atmosphere; Sealed tube

2: caesium carbonate / dimethyl sulfoxide / 0.75 h / 110 °C / Inert atmosphere

3: iron; ammonium chloride / ethanol; water; tetrahydrofuran / 2 h / Reflux; Inert atmosphere

With iron; sodium carbonate; ammonium chloride; caesium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; 1: |Suzuki-Miyaura Coupling;
DOI:10.1021/acs.jmedchem.7b00746

Reference yield:

: 1445994-35-3
4-(2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)-4-nitrophenoxy)benzonitrile

: 1445994-36-4
4-(4-amino-2-(6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridin-4-yl)phenoxy)benzonitrile

Guidance literature:: With iron; ammonium chloride; In tetrahydrofuran; ethanol; water; for 2h; Reflux; Inert atmosphere;
DOI:10.1021/acs.jmedchem.7b00746