trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide

Base Information

Chemical Name:trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide
CAS No.:1315491-58-7
Molecular Formula:C₁₆H₂₁N₅O₂S
Molecular Weight:347.441
Hs Code.:

Synonyms:

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Chemical Property of trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide

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Technology Process of trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide

There total 6 articles about trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide 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: 51.0%

: 1315486-65-7
trans-4-(2-methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexanamine

: 124-63-0
methanesulfonyl chloride

: 1315491-58-7
trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide

Guidance literature:: With base; at 25 ℃; for 16h; Inert atmosphere;
DOI:10.1021/jm300628c

Reference yield:

: 1245649-52-8
1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine

: 1315491-58-7
trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide

Guidance literature:: Multi-step reaction with 6 steps

1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 20 h / 25 - 80 °C / Inert atmosphere; Microwave irradiation

2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 13 h / 50 °C

3: acetic acid / 0.33 h / Inert atmosphere; Reflux

4: water; sodium hydroxide / tetrahydrofuran; methanol / 5 h / 25 °C / Inert atmosphere

5: trifluoroacetic acid / water / 2 h / 25 °C / Inert atmosphere

6: base / 16 h / 25 °C / Inert atmosphere

With palladium 10% on activated carbon; water; hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; methanol; ethanol; water; isopropyl alcohol;
DOI:10.1021/jm300628c

Reference yield:

: 1315497-63-2
trans-tert-butyl 4-(2-methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexylcarbamate

: 1315491-58-7
trans-N-(4-(2-Methylimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(6H)-yl)cyclohexyl)methanesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / water / 2 h / 25 °C / Inert atmosphere

2: base / 16 h / 25 °C / Inert atmosphere

With trifluoroacetic acid; In water;
DOI:10.1021/jm300628c