2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

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Chemical Name:2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide
CAS No.:1260531-31-4
Molecular Formula:C₂₉H₂₅F₃N₆O₂
Molecular Weight:546.552
Hs Code.:

Synonyms:2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

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Chemical Property of 2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

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Technology Process of 2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

There total 7 articles about 2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide 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: 65.0%

: 1260535-41-8
2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzonitrile

: 1260531-31-4
2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

Guidance literature:: With water; dihydrogen peroxide; sodium hydroxide; In ethanol; dimethyl sulfoxide; at 20 ℃; for 0.5h;

Reference yield:

: 956010-87-0
3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

: 1260531-31-4
2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dimethoxyethane; n-heptane / 1 h / 0 - 20 °C

2.1: trichlorophosphate / 1 h / 100 °C

2.2: pH 10 / Cooling with ice

3.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 3 h / 100 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

4.2: 1 h / 60 °C

5.1: sodium t-butanolate / 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 1,4-dioxane / 2 h / 140 °C / Inert atmosphere

6.1: water; dihydrogen peroxide; sodium hydroxide / ethanol; dimethyl sulfoxide / 0.5 h / 20 °C

With water; dihydrogen peroxide; sodium hydride; sodium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; sodium t-butanolate; trichlorophosphate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In 1,4-dioxane; 1,2-dimethoxyethane; ethanol; n-heptane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 3.1: Suzuki Coupling;

Reference yield:

: 372-48-5
2-fluoropyridine

: 1260531-31-4
2-(trans-4-hydroxycyclohexylamino)-4-{4-(quinolin-3-yl)-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyridin-1-yl}benzamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium; diisopropylamine / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: 6 h / 60 °C

2.1: 3-chloro-benzenecarboperoxoic acid / 1,2-dimethoxyethane; n-heptane / 1 h / 0 - 20 °C

3.1: trichlorophosphate / 1 h / 100 °C

3.2: pH 10 / Cooling with ice

4.1: sodium carbonate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 3 h / 100 °C / Inert atmosphere

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 20 °C

5.2: 1 h / 60 °C

6.1: sodium t-butanolate / 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate / 1,4-dioxane / 2 h / 140 °C / Inert atmosphere

7.1: water; dihydrogen peroxide; sodium hydroxide / ethanol; dimethyl sulfoxide / 0.5 h / 20 °C

With n-butyllithium; water; dihydrogen peroxide; sodium hydride; sodium carbonate; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; sodium t-butanolate; trichlorophosphate; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; ethanol; hexane; n-heptane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil; 4.1: Suzuki Coupling;