6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

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Chemical Name:6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide
CAS No.:1179344-21-8
Molecular Formula:C₄₁H₅₀FN₉O₂
Molecular Weight:719.906
Hs Code.:

6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

Synonyms:6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

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Chemical Property of 6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

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Technology Process of 6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

There total 11 articles about 6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide 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: 96.0%

: 1179344-22-9
1,1-dimethylethyl (2S)-4-({5'-[({[2-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-pyridinyl]carbonyl}amino)methyl]-2'-fluoro-3-biphenylyl}methyl)-2-methyl-1-piperazinecarboxylate

: 1179344-21-8
6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

Guidance literature:: 1,1-dimethylethyl (2S)-4-({5'-[({[2-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-5-pyridinyl]carbonyl}amino)methyl]-2'-fluoro-3-biphenylyl}methyl)-2-methyl-1-piperazinecarboxylate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

amine cartridge;

Reference yield:

: 5326-23-8
6-Chloro-3-pyridinecarboxylic acid

: 1179344-21-8
6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / dichloromethane / 19 h / 20 °C

2.1: benzyl tri-n-butylammonium bromide; caesium carbonate / palladium diacetate / water; toluene / 2 h / 150 °C / Microwave irradiation; Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

3.2: amine cartridge

With benzyl tri-n-butylammonium bromide; caesium carbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; trifluoroacetic acid; palladium diacetate; In dichloromethane; water; toluene;

Reference yield:

: 21633-77-2
diethyl 2-propionylmalonate

: 1179344-21-8
6-({[1,6-diethyl-4-(tetrahydro-2H-pyran-4-ylamino)-1H-pyrazolo[3,4-b]pyridin-5-yl]methyl}amino)-N-[(6-fluoro-3'-{[(3S)-3-methyl-1-piperazinyl]methyl}-3-biphenylyl)methyl]-3-pyridinecarboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: tributyl-amine; trichlorophosphate / 22 h / 20 - 115 °C

2.1: triethylamine / toluene / 6 h / Reflux

2.2: 17.5 h / 110 °C

3.1: 1-Methylpyrrolidine; N-ethyl-N,N-diisopropylamine / 16 h / Reflux

4.1: methanol; lithium borohydride / tetrahydrofuran / 2.5 h / Reflux

5.1: thionyl chloride / 0.5 h / 20 °C

6.1: sodium azide / dimethyl sulfoxide / 16 h

7.1: hydrogen / palladium 10% on activated carbon / ethanol / 16 h

8.1: benzyl tri-n-butylammonium bromide; caesium carbonate / palladium diacetate / water; toluene / 2 h / 150 °C / Microwave irradiation; Inert atmosphere

9.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

9.2: amine cartridge

With 1-Methylpyrrolidine; methanol; lithium borohydride; thionyl chloride; sodium azide; tributyl-amine; hydrogen; benzyl tri-n-butylammonium bromide; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; trichlorophosphate; palladium 10% on activated carbon; palladium diacetate; In tetrahydrofuran; ethanol; dichloromethane; water; dimethyl sulfoxide; toluene;