ChemicalBook CAS DataBase List Umbralisib

Umbralisib synthesis

12synthesis methods

Product Name:Umbralisib
CAS Number:1532533-67-7
Molecular formula:C31H24F3N5O3
Molecular Weight:571.55

The synthesis of Umbralisib is as follows:
To a solution of intermediate 13 (0.134 g, 0.494 mmol) in THF (2.0 ml), intermediate 5 (0.150 g, 0.494 mmol) and triphenylphosphine (0.194 g, 0.741 mml) were added and stirred at RT for 5 min. Diisopropylazodicarboxylate ( 0.15 ml, 0.749 mmol) was added heated to 45°C. After 2h, the reaction mixture was quenched with with water and extracted with ethyl acetate. The organic layer was dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by column chromatography with ethyl acetate : petroleum ether to afford Umbralisib as an off-white solid (0.049 g, 20 %).
synthesis of Umbralisib.png

2105-94-4 Synthesis

2105-94-4
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1532533-67-7
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Yield:-

Steps:

Multi-step reaction with 4 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 45 °C / Reflux
2.1: potassium acetate / 1,4-dioxane / 0.5 h
2.2: 12 h / 80 °C / Inert atmosphere
3.1: sodium carbonate / water; N,N-dimethyl-formamide; ethanol / 0.5 h
3.2: 12 h / 80 °C / Inert atmosphere
4.1: triphenylphosphine / tetrahydrofuran / 0.08 h / 25 - 28 °C / Reflux
4.2: 2 h / 45 °C

References:

RHIZEN PHARMACEUTICALS SA;VAKKALANKA, Swaroop Kumar Venkata Satya;MUTHUPPALANIAPPAN, Meyyappan;NAGARATHNAM, Dhanapalan WO2014/6572, 2014, A1

202865-80-3 Synthesis

202865-80-3
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1532533-67-7
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References

2-(3-Fluoro-4-isopropoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

1350426-06-0
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1532533-67-7
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References

1532533-31-5
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1532533-67-7
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References

1300582-10-8
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1532533-67-7
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References