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

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Chemical Name:2-chloro-7-hydroxy-5-oxo-1-[4-(3-thienyl)phenyl]-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile
CAS No.:1272672-74-8
Molecular Formula:C₁₈H₁₀ClN₃O₂S
Molecular Weight:367.815
Hs Code.:

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

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

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

There total 10 articles about 2-chloro-7-hydroxy-5-oxo-1-[4-(3-thienyl)phenyl]-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: 56.3%

: 1272674-60-8
ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[4-(3-thienyl)phenyl]-1H-pyrrole-2-carboxylate

: 1272672-74-8
2-chloro-7-hydroxy-5-oxo-1-[4-(3-thienyl)phenyl]-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Guidance literature:: ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[4-(3-thienyl)phenyl]-1H-pyrrole-2-carboxylate; With sodium hydride; In tetrahydrofuran; mineral oil; for 5h; Reflux;

With hydrogenchloride; In water; pH=5;

Reference yield:

: 1272674-00-6
ethyl 3-(acetylamino)-1-(4-bromophenyl)-5-chloro-1H-pyrrole-2-carboxylate

: 1272672-74-8
2-chloro-7-hydroxy-5-oxo-1-[4-(3-thienyl)phenyl]-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 4 steps

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

2.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; ethanol / 0.08 h / 120 °C / microwave reactor

3.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

4.1: sodium hydride / tetrahydrofuran; mineral oil / 5 h / Reflux

4.2: pH 5

With hydrogenchloride; water; sodium hydride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; mineral oil;

Reference yield:

: 1272674-01-7
ethyl 3-amino-1-(4-bromophenyl)-5-chloro-1H-pyrrole-2-carboxylate

: 1272672-74-8
2-chloro-7-hydroxy-5-oxo-1-[4-(3-thienyl)phenyl]-4,5-dihydro-1H-pyrrolo[3,2-b]pyridine-6-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; ethanol / 0.08 h / 120 °C / microwave reactor

2.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 24 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 5 h / Reflux

3.2: pH 5

With sodium hydride; benzotriazol-1-ol; caesium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; N,N-dimethyl-formamide; mineral oil;