(R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

Base Information

Chemical Name:(R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile
CAS No.:1414356-61-8
Molecular Formula:C₂₉H₂₅F₂N₇O₂
Molecular Weight:541.56
Hs Code.:

Synonyms:(R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

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Chemical Property of (R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

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Technology Process of (R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

There total 9 articles about (R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile 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:

: 151266-23-8
4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine

: 1414356-61-8
(R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 72 h / 20 - 70 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; monoethylene glycol diethyl ether / 12 h / 80 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

3.2: pH > 7

4.1: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 °C

5.1: piperidine / dichloromethane; methanol / 12 h / 20 °C

With piperidine; di-isopropyl azodicarboxylate; sodium carbonate; triphenylphosphine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; monoethylene glycol diethyl ether; water;

Reference yield:

: 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin

: 1414356-61-8
(R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

Guidance literature:: Multi-step reaction with 6 steps

1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 20 - 60 °C

2.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 60 °C

3.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; monoethylene glycol diethyl ether / 12 h / 80 °C / Inert atmosphere

4.1: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

4.2: pH > 7

5.1: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 °C

6.1: piperidine / dichloromethane; methanol / 12 h / 20 °C

With piperidine; N-iodo-succinimide; sodium carbonate; caesium carbonate; 1,1'-carbonyldiimidazole; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; monoethylene glycol diethyl ether; water; N,N-dimethyl-formamide;

Reference yield:

: 143900-44-1
tert-butyl (3S)-3-hydroxypiperidine-1-carboxylate

: 1414356-61-8
(R)-2-(3-(4-amino-3-(4-(3,5-difluorophenoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carbonyl)-3-cyclopropylacrylonitrile

Guidance literature:: Multi-step reaction with 5 steps

1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12.5 h / 10 - 20 °C

2.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; monoethylene glycol diethyl ether / 12 h / 80 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / 12 h / 20 °C

3.2: pH > 7

4.1: 1,1'-carbonyldiimidazole / dichloromethane / 24 h / 20 °C

5.1: piperidine / dichloromethane; methanol / 12 h / 20 °C

With piperidine; di-isopropyl azodicarboxylate; sodium carbonate; triphenylphosphine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; monoethylene glycol diethyl ether; water;