4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

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Chemical Name:4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide
CAS No.:1374240-10-4
Molecular Formula:C₂₁H₂₄N₆O₂
Molecular Weight:392.461
Hs Code.:

Synonyms:4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

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Chemical Property of 4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

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Technology Process of 4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

There total 8 articles about 4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-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: 11.0%

: 1374243-58-9
4-(piperidin-3-ylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

: 3173-56-6
benzyl isothiocyanate

: 1374240-10-4
4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield:

: 651744-48-8
4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

: 1374240-10-4
4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sec.-butyllithium / tetrahydrofuran / -78 °C / Inert atmosphere

1.2: -78 - 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.2: 1.25 h / 0 - 20 °C

4.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 16 h / 100 °C

5.1: caesium carbonate; methanol / tetrahydrofuran / 16 h / 20 °C

5.2: 80 °C

6.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride / N,N-dimethyl-formamide / 16 h / 80 °C

7.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

8.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

With methanol; tetrabutyl ammonium fluoride; sec.-butyllithium; sodium hydride; ammonium chloride; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 685513-97-7
4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester

: 1374240-10-4
4-((1-(benzylcarbamoyl)piperidin-3-yl)amino)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 16 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C

2.2: 1.25 h / 0 - 20 °C

3.1: caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene / palladium diacetate / toluene / 16 h / 100 °C

4.1: caesium carbonate; methanol / tetrahydrofuran / 16 h / 20 °C

4.2: 80 °C

5.1: N-ethyl-N,N-diisopropylamine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; ammonium chloride / N,N-dimethyl-formamide / 16 h / 80 °C

6.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 3 h / 20 °C

With methanol; tetrabutyl ammonium fluoride; sodium hydride; ammonium chloride; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; trifluoroacetic acid; palladium diacetate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;