(1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol

Base Information

• Chemical Name: (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol
• CAS No.: 1315497-35-8
• Molecular Formula: C₁₉H₂₂N₄O₃S
• Molecular Weight: 386.475

Synonyms:(1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol

Chemical Property of (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol

Chemical Property:

Purity/Quality:

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Technology Process of (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol

There total 3 articles about (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol 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:

C19H20N4O5S (1315499-76-3) → (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol (1315497-35-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; at 25 ℃; for 18h; under 5171.62 Torr;

DOI:10.1021/jm300628c

Reference yield:

1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (1245649-52-8) → (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol (1315497-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / methanol / 3 h / 65 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / 18 h / 25 °C / 5171.62 Torr

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol;

DOI:10.1021/jm300628c

Reference yield:

5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide (721884-82-8) → (1R,3R)-3-(5-Amino-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-ylamino)cyclohexanol (1315497-35-8)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine / methanol / 3 h / 65 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / 18 h / 25 °C / 5171.62 Torr

With palladium 10% on activated carbon; hydrogen; N-ethyl-N,N-diisopropylamine; In methanol;

DOI:10.1021/jm300628c

upstream raw materials:

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

C₁₉H₂₀N₄O₅S

5,5,6,6-tetramethyl-2-(4-nitrophenoxy)-5,6-dihydro-1,4,3-oxathiazine 4,4-dioxide

Downstream raw materials:

(1R,3R)-3-(2-methyl-6-(phenylsulfonyl)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanol

C₂₂H₂₄N₄O₄S

(1R,3R)-3-(2-((R)-1-hydroxyethyl)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanol

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