1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

Base Information

Chemical Name:1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one
CAS No.:1289023-88-6
Molecular Formula:C₂₉H₃₀F₂N₆O₂
Molecular Weight:532.593
Hs Code.:

Synonyms:1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

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Chemical Property of 1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

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Technology Process of 1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

There total 10 articles about 1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one 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: 20.0%

: 1289023-87-5
tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(2-oxo-2-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidin-1-yl)ethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate

: 1289023-88-6
1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

Guidance literature:: tert-butyl (5S,6S,9R)-6-(2,3-difluorophenyl)-9-(2-oxo-2-(4-(2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl)piperidin-1-yl)ethyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-ylcarbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 3h;

With sodium hydrogencarbonate; In water; ethyl acetate;

Reference yield:

: 1289024-42-5
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-amine

: 1289023-88-6
1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: tetrahydrofuran / 20 °C

2.1: N-butyl-N,N-dipropylbutan-1-aminium fluoride / tetrahydrofuran / 1 h / 20 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -65 °C

3.2: -65 - 20 °C

4.1: toluene / 18 h / Reflux

5.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr

6.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

7.1: 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / N,N-dimethyl-formamide / 0.33 h / 20 °C

7.2: 20 °C

8.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With oxalyl dichloride; N-butyl-N,N-dipropylbutan-1-aminium fluoride; water; hydrogen; dimethyl sulfoxide; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; lithium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; 3.1: Swern Oxidation / 3.2: Swern Oxidation / 4.1: Wittig Reaction;

Reference yield:

: 1190363-50-8
(5S,6S,9R)-6-(2,3-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]-pyridin-5-ol

: 1289023-88-6
1-(1-(2-((5S,6S,9R)-5-amino-6-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-9-yl)acetyl)piperidin-4-yl)-1H-imidazo[4,5-b]pyridin-2(3H)-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: N-chloro-succinimide; triphenylphosphine / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

2.1: sodium azide / N,N-dimethyl-formamide / 17.5 h / 20 - 50 °C / Inert atmosphere

3.1: hydrogen / palladium 10% on activated carbon / ethanol / 7.5 h / 760.05 Torr

4.1: tetrahydrofuran / 20 °C

5.1: N-butyl-N,N-dipropylbutan-1-aminium fluoride / tetrahydrofuran / 1 h / 20 °C

6.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 2 h / -65 °C

6.2: -65 - 20 °C

7.1: toluene / 18 h / Reflux

8.1: hydrogen / palladium 10% on activated carbon / methanol / 24 h / 20 °C / 760.05 Torr

9.1: water; lithium hydroxide / tetrahydrofuran / 20 °C

10.1: 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one / N,N-dimethyl-formamide / 0.33 h / 20 °C

10.2: 20 °C

11.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

With N-chloro-succinimide; sodium azide; oxalyl dichloride; N-butyl-N,N-dipropylbutan-1-aminium fluoride; water; hydrogen; dimethyl sulfoxide; triphenylphosphine; trifluoroacetic acid; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one; lithium hydroxide; palladium 10% on activated carbon; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; 6.1: Swern Oxidation / 6.2: Swern Oxidation / 7.1: Wittig Reaction;