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

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Chemical Name:1-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-6-(phenylsulfonyl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine
CAS No.:1381790-41-5
Molecular Formula:C₂₆H₂₅N₅O₂S
Molecular Weight:471.583
Hs Code.:

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

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

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

There total 4 articles about 1-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-6-(phenylsulfonyl)-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: 82.0%

: 1381790-40-4
N₄-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine

: 122-51-0
orthoformic acid triethyl ester

: 1381790-41-5
1-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-6-(phenylsulfonyl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Guidance literature:: With toluene-4-sulfonic acid; In toluene; for 2.5h; Reflux;
DOI:10.1021/jm300438j

Reference yield:

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

: 1381790-41-5
1-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-6-(phenylsulfonyl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 5 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 / 0.18 h / 120 °C / Microwave irradiation

4: iron; ammonium chloride / ethanol; water / 4.5 h / Reflux

5: toluene-4-sulfonic acid / toluene / 2.5 h / Reflux

With dmap; tetrabutylammonium nitrate; iron; ammonium chloride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; In ethanol; dichloromethane; water; isopropyl alcohol; toluene;
DOI:10.1021/jm300438j

Reference yield:

: 98-09-9
benzenesulfonyl chloride

: 1381790-41-5
1-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-6-(phenylsulfonyl)-1,6-dihydro-imidazo[4,5-d]pyrrolo[2,3-b]pyridine

Guidance literature:: Multi-step reaction with 5 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 / 0.18 h / 120 °C / Microwave irradiation

4: iron; ammonium chloride / ethanol; water / 4.5 h / Reflux

5: toluene-4-sulfonic acid / toluene / 2.5 h / Reflux

With dmap; tetrabutylammonium nitrate; iron; ammonium chloride; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; In ethanol; dichloromethane; water; isopropyl alcohol; toluene;
DOI:10.1021/jm300438j