2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Base Information

Chemical Name:2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
CAS No.:1272672-28-2
Molecular Formula:C₂₁H₁₄ClN₃O₂
Molecular Weight:375.814
Hs Code.:

Synonyms:2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

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Chemical Property of 2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

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Technology Process of 2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

There total 8 articles about 2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile 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: 89.0%

: 1438835-21-2
ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-(4'-methyl-4-biphenylyl)-1H-pyrrole-2-carboxylate

: 1272672-28-2
2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; dimethyl sulfoxide; at 90 ℃; for 0.0333333h;
DOI:10.1021/ml400157g

Reference yield:

: 1272673-93-4
ethyl 3-(acetylamino)-1H-pyrrole-2-carboxylate

: 1272672-28-2
2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: copper diacetate; pyridine / dichloromethane / 96 h / 20 °C

2: N-chloro-succinimide / chloroform / 1.5 h / 40 °C

3: hydrogenchloride; water / ethanol / 2 h / Reflux

4: tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate / 1,4-dioxane; water / 15 h / Reflux

5: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 2 h / 20 °C

6: potassium tert-butylate / tetrahydrofuran; dimethyl sulfoxide / 0.03 h / 90 °C

With pyridine; hydrogenchloride; N-chloro-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium tert-butylate; water; copper diacetate; benzotriazol-1-ol; caesium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; 1: |Chan-Lam Coupling;
DOI:10.1021/ml400157g

Reference yield:

: 1272674-57-3
ethyl 3-amino-5-chloro-1-(4'-methyl-4-biphenylyl)-1H-pyrrole-2-carboxylate

: 1272672-28-2
2-chloro-7-hydroxy-1-(4'-methyl-4-biphenylyl)-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 2 h / 20 °C

2: potassium tert-butylate / tetrahydrofuran; dimethyl sulfoxide / 0.03 h / 90 °C

With potassium tert-butylate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ml400157g