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

Base Information

• Chemical Name: N₄-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine
• CAS No.: 1381790-40-4
• Molecular Formula: C₂₅H₂₇N₅O₂S
• Molecular Weight: 461.588

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

Chemical Property of N₄-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine

Chemical Property:

Purity/Quality:

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Technology Process of N₄-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine

There total 6 articles about N₄-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine 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: 99.0%

N-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-amine (1381790-38-0) → N4-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine (1381790-40-4)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; for 4.5h; Reflux;

DOI:10.1021/jm300438j

Reference yield:

4-chloro-7-azaindole (55052-28-3) → N4-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine (1381790-40-4)

Guidance literature:

Multi-step reaction with 4 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

With dmap; tetrabutylammonium nitrate; iron; ammonium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; In ethanol; dichloromethane; water; isopropyl alcohol;

DOI:10.1021/jm300438j

Reference yield:

1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (1245649-52-8) → N4-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-1-phenylsulfonyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine (1381790-40-4)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 0.18 h / 120 °C / Microwave irradiation

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

With iron; ammonium chloride; N-ethyl-N,N-diisopropylamine; In ethanol; water; isopropyl alcohol;

DOI:10.1021/jm300438j

upstream raw materials:

1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine

N-[(3S)-1-(phenylmethyl)-piperidin-3-yl]-5-nitro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-amine

benzenesulfonyl chloride

4-chloro-7-azaindole

Downstream raw materials:

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

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

C₂₁H₂₃N₅

C₂₇H₂₇N₅O₂S

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