1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

Base Information

Chemical Name:1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide
CAS No.:1607590-26-0
Molecular Formula:C₁₈H₂₄N₄O₃S₂
Molecular Weight:408.546
Hs Code.:

Synonyms:1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

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Chemical Property of 1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

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Technology Process of 1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

There total 12 articles about 1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide 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: 26.0%

: 598-81-2
(R)-lactamide

: 1607590-33-9
1-{trans-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}-N-methylmethanesulfonamide

: 1607590-26-0
1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

Guidance literature:: (R)-lactamide; With triethyloxonium fluoroborate; In tetrahydrofuran; at 20 ℃; for 1h;

1-{trans-4-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}-N-methylmethanesulfonamide; In tetrahydrofuran; ethanol; at 80 ℃; for 1h; Microwave irradiation;

Reference yield:

: 69627-02-7,107818-20-2
thieno[3,2-b]pyridin-7-ol

: 1607590-26-0
1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrabutylammonium nitrate / dichloromethane / -5 °C

1.2: -5 - 20 °C

2.1: trichlorophosphate / 1 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 2 h / 90 °C

4.1: dihydrogen peroxide; formic acid / 20 °C

5.1: thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 1 h / 42 °C

6.1: tetrahydrofuran / 30.5 h / 20 °C

7.1: hydrogen; palladium 10% on activated carbon / methanol / 10 h

8.1: triethyloxonium fluoroborate / tetrahydrofuran / 1 h / 20 °C

8.2: 1 h / 80 °C / Microwave irradiation

With formic acid; thionyl chloride; palladium 10% on activated carbon; hydrogen; dihydrogen peroxide; triethyloxonium fluoroborate; tetrabutylammonium nitrate; N-ethyl-N,N-diisopropylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

: 1607590-31-7
N-methyl-1-{trans-4-[(6-nitrothieno[3,2-b]pyridin-7-yl)amino]cyclohexyl}methanesulfonamide

: 1607590-26-0
1-(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)-N-methylmethanesulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen; palladium 10% on activated carbon / methanol / 10 h

2.1: triethyloxonium fluoroborate / tetrahydrofuran / 1 h / 20 °C

2.2: 1 h / 80 °C / Microwave irradiation

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; In tetrahydrofuran; methanol;