1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Base Information

Chemical Name:1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine
CAS No.:1315484-43-5
Molecular Formula:C₁₉H₁₉N₅O₂S
Molecular Weight:381.458
Hs Code.:

Synonyms:1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

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Chemical Property of 1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

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Technology Process of 1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

There total 9 articles about 1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine 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: 19.0%

: 1315484-16-2
1-piperidin-4-yl-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]-pyridine

: 98-09-9
benzenesulfonyl chloride

: 1315484-43-5
1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 - 20 ℃; for 60h;
DOI:10.1021/jm300438j

Reference yield:

: 55052-28-3
4-chloro-7-azaindole

: 1315484-43-5
1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 8 steps

1: dmap; triethylamine / dichloromethane / 20 °C

2: tetrabutylammonium nitrate; trifluoroacetic anhydride / dichloromethane / 23.5 h / -5 - 20 °C

3: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 120 °C

4: iron; ammonium chloride / methanol; water / 4 h / Reflux

5: toluene-4-sulfonic acid / toluene / 2 h / Reflux

6: sodium hydroxide / methanol / 18 h / 20 °C

7: 20% palladium hydroxide on charcoal; ammonium formate / methanol / 8 h / Inert atmosphere; Reflux

8: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 60 h / 0 - 20 °C

With dmap; 20% palladium hydroxide on charcoal; ammonium formate; tetrabutylammonium nitrate; iron; ammonium chloride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol; toluene;
DOI:10.1021/jm300438j

Reference yield:

: 1315484-14-0
1-[1-(phenylmethyl)-piperidin-4-yl]-1,6-dihydro-imidazo-[4,5-d]pyrrolo[2,3-b]pyridine

: 1315484-43-5
1-(1-phenylsulfonyl-piperidin-4-yl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: 20% palladium hydroxide on charcoal; ammonium formate / methanol / 8 h / Inert atmosphere; Reflux

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; N,N-dimethyl-formamide / 60 h / 0 - 20 °C

With 20% palladium hydroxide on charcoal; ammonium formate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm300438j