(R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)piperidin-1-yl)prop-2-en-1-one

Base Information

• Chemical Name: (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)piperidin-1-yl)prop-2-en-1-one
• CAS No.: 1553976-71-8
• Molecular Formula: C₂₅H₂₄N₆O₂
• Molecular Weight: 441.497

Synonyms:(R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)piperidin-1-yl)prop-2-en-1-one

Chemical Property of (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)piperidin-1-yl)prop-2-en-1-one

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Technology Process of (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)piperidin-1-yl)prop-2-en-1-one

There total 6 articles about (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)piperidin-1-yl)prop-2-en-1-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:

(R)-3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine-6-d1 hydrochloride (1553977-61-9) + acryloyl chloride (814-68-6,25189-84-8) → (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d1)piperidin-1-yl)prop-2-en-1-one (1553976-71-8)

Guidance literature:

(R)-3-(4-phenoxyphenyl)-1-(piperidine-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine-6-d₁ hydrochloride; With triethylamine; In dichloromethane; for 0.25h;

acryloyl chloride; In dichloromethane; at 20 ℃; for 2h;

Reference yield:

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine-6-d1 (1553977-55-1) → (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d1)piperidin-1-yl)prop-2-en-1-one (1553976-71-8)

Guidance literature:

Multi-step reaction with 3 steps

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

2.1: hydrogenchloride / 1,4-dioxane / 65 h / 20 °C

3.1: triethylamine / dichloromethane / 0.25 h

3.2: 2 h / 20 °C

With hydrogenchloride; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

Reference yield:

1H-pyrazolo[3,4-d]pyrimidin-4-amine-3,6-d2 (1553977-48-2) → (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d1)piperidin-1-yl)prop-2-en-1-one (1553976-71-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-iodo-succinimide / N,N-dimethyl-formamide / 4 h / 80 °C

2.1: potassium phosphate monohydrate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 30 h / Inert atmosphere; Reflux

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 20 °C

4.1: hydrogenchloride / 1,4-dioxane / 65 h / 20 °C

5.1: triethylamine / dichloromethane / 0.25 h

5.2: 2 h / 20 °C

With hydrogenchloride; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium phosphate monohydrate; di-isopropyl azodicarboxylate; triethylamine; triphenylphosphine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

1H-pyrazolo[3,4-d]pyrimidin-4-amine-3,6-d₂

3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine-6-d₁

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine-6-d₁

(R)-tert-butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl-6-d₁)-piperidine-1-carboxylate

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