4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

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Chemical Name:4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide
CAS No.:1272672-98-6
Molecular Formula:C₁₉H₁₁ClN₄O₃S
Molecular Weight:410.84
Hs Code.:

Synonyms:4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

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Chemical Property of 4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

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Technology Process of 4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

There total 4 articles about 4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide 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: 14.0%

: 1272674-70-0
ethyl 5-chloro-3-(2-cyanoacetamido)-1-(4-(5-cyanothiophen-3-yl)phenyl)-1H-pyrrole-2-carboxylate

: 1272672-98-6
4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

Guidance literature:: ethyl 5-chloro-3-(2-cyanoacetamido)-1-(4-(5-cyanothiophen-3-yl)phenyl)-1H-pyrrole-2-carboxylate; With potassium tert-butylate; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; water; dimethyl sulfoxide; pH=1;

Reference yield:

: 1272674-69-7
ethyl 5-chloro-3-[(cyanoacetyl)amino]-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrrole-2-carboxylate

: 1272672-98-6
4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.25 h / 130 °C / Biotage Initiator

2.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 0.5 h / 20 °C

2.2: pH 1

With potassium tert-butylate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide;

Reference yield:

: 1272674-46-0
ethyl 3-amino-1-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-pyrrole-2-carboxylate

: 1272672-98-6
4-[4-(2-chloro-6-cyano-7-hydroxy-5-oxo-4,5-dihydro-1H-pyrrolo[3,2-b]pyridin-1-yl)phenyl]-2-thiophenecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 2 h / 20 °C

2.1: N-chloro-succinimide / tetrahydrofuran / 20 - 50 °C

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 0.25 h / 130 °C / Biotage Initiator

4.1: potassium tert-butylate / dimethyl sulfoxide; tetrahydrofuran / 0.5 h / 20 °C

4.2: pH 1

With N-chloro-succinimide; potassium tert-butylate; sodium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;