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

Base Information

Chemical Name:N-[(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]acetamide
CAS No.:1607592-48-2
Molecular Formula:C₁₉H₂₄N₄O₂S
Molecular Weight:372.491
Hs Code.:

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

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

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

There total 7 articles about N-[(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]acetamide 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: 13.0%

: (1R)-1-{1-[trans-4-(aminomethyl)cyclohexyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-2-yl}ethanol bis(trifluoroacetate)

: 1607592-48-2
N-[(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]acetamide

Guidance literature:: With acetic anhydride; triethylamine; In dichloromethane; at 20 ℃; for 1h;

Reference yield:

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

: 1607592-48-2
N-[(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]acetamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: tetrabutylammonium nitrate / dichloromethane / -5 °C

1.2: -5 - 20 °C

2.1: trichlorophosphate / 1 h / Reflux

3.1: triethylamine / isopropyl alcohol / 2 h / 90 °C

4.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C

5.1: triethyloxonium fluoroborate / tetrahydrofuran / 20 °C

5.2: 2 h / 85 °C

6.1: dichloromethane / 1 h / 20 °C

7.1: acetic anhydride; triethylamine / dichloromethane / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; acetic anhydride; tetrabutylammonium nitrate; triethylamine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;

Reference yield:

: 110651-92-8
7-chloro-6-nitrothieno[3,2-b]pyridine

: 1607592-48-2
N-[(trans-4-{2-[(1R)-1-hydroxyethyl]-1H-imidazo[4,5-d]thieno[3,2-b]pyridin-1-yl}cyclohexyl)methyl]acetamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / isopropyl alcohol / 2 h / 90 °C

2.1: hydrogen; palladium 10% on activated carbon / methanol / 2 h / 20 °C

3.1: triethyloxonium fluoroborate / tetrahydrofuran / 20 °C

3.2: 2 h / 85 °C

4.1: dichloromethane / 1 h / 20 °C

5.1: acetic anhydride; triethylamine / dichloromethane / 1 h / 20 °C

With palladium 10% on activated carbon; hydrogen; triethyloxonium fluoroborate; acetic anhydride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; isopropyl alcohol;