ChemicalBook > CAS DataBase List > 3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Structure
3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine
  • CAS No.330786-24-8
  • Chemical Name:3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine
  • CBNumber:CB72648137
  • Molecular Formula:C17H13N5O
  • Formula Weight:303.32
  • MOL File:330786-24-8.mol
3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Property
  • Melting point >262oC (dec.)
  • Boiling point 577.4±50.0 °C(Predicted)
  • Density 1.380±0.06 g/cm3(Predicted)
  • storage temp. Keep in dark place,Inert atmosphere,Room temperature
  • solubility DMSO (Slightly), Ethanol (Slightly)
  • pka 10.40±0.30(Predicted)
  • form Solid
  • color Pale Brown to Brown
  • InChI InChI=1S/C17H13N5O/c18-16-14-15(21-22-17(14)20-10-19-16)11-6-8-13(9-7-11)23-12-4-2-1-3-5-12/h1-10H,(H3,18,19,20,21,22)
  • InChIKey YYVUOZULIDAKRN-UHFFFAOYSA-N
  • SMILES C1=NC(N)=C2C(C3=CC=C(OC4=CC=CC=C4)C=C3)=NNC2=N1
  • FDA UNII KP2LL98299
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H315-H319-H335
  • Precautionary statements P261-P305+P351+P338

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Chemical Properties,Usage,Production

  • Description 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine, also known as ibrutinib N-2, is a light brown solid. It can be prepared from 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine and 4-phenoxybenzeneboronicacid by Suzuki coupling reaction[1]. Ibrutinib N-2 is often used in the preparation of the marketed drug PCI-32765 (IMBRUVICAVR)[2]. PCI-32765 is aIbrutinib -BTK inhibitor and can be used as an anticancer drug to treat B cell cancers like mantle cell lymphoma and chronic lymphocytic leukemia.
  • Uses 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine is a useful synthetic intermediate in the synthesis of Ibrutinib (I124970); a highly selective Bruton’s tyrosine kinase (BTK) irreversible inhibitor.
  • Uses As Ibrutinib intermediates, 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development and chemical production processes.
  • Application 3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine is an intermediate for the synthesis of ibrutinib, which is mainly used in drug synthesis and related experimental studies.
  • Synthesis Synthesis_330786-24-8
    2 g of 3-iodo-4-aminopyrazolo[3,4-d]pyrimidine (7.7 mmol),3.28 g p-phenoxybenzeneboronic acid (15.4 mmol)And 5.28 g of K3PO4 (23.0 mmol) were dissolved in 25 mL of dioxane and 10 mL of water.After stirring for 5-8 minutes, argon gas was passed for 20 minutes.An additional 1.4 g of tetrakis(triphenylphosphine)palladium (1.2 mmol) was added.After heating again for 10 minutes, the heating was started, and the reaction was carried out at 120 ?? C for 24 hours.After the reaction was completed, it was cooled to room temperature, stirred for 24 hours to wait for product to precipitate, and the reaction mixture was washed with 25 mL of water and filtered.The filtered solid was again washed with 75 ml of methanol, washed with 50 mL of ethanol, and dried in a dry box.There was obtained 1.75 g of 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidine-4-amine in a yield of 75%.
  • References [1] Rampalli, S, et al. Process for the Preparation of Ibrutinib. PCT Int. Appl. 2017; 134588.
    [2] Dasar G, et al. One-step synthesis of magnetically recyclable palladium loaded magnesium ferrite nanoparticles: application in synthesis of anticancer drug PCI-32765. Inorganic and Nano-Metal Chemistry, 2020; 50.
3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Preparation Products And Raw materials
Raw materials
Preparation Products
3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Suppliers
Global(452)Suppliers
  • Supplier：
    Henan Fengda Chemical Co., Ltd
  • Tel：+86-371-86557731<br/>+86-13613820652
  • Email：info@fdachem.com
  • Country：China
  • ProdList：20235
  • Advantage：58
  • Supplier：
    Capot Chemical Co.,Ltd.
  • Tel：+86-（0）57185586718<br/>+86-13336195806
  • Email：sales@capot.com
  • Country：China
  • ProdList：29730
  • Advantage：60
  • Supplier：
    Henan Tianfu Chemical Co.,Ltd.
  • Tel：+86-0371-55170693<br/>+86-19937530512
  • Email：info@tianfuchem.com
  • Country：China
  • ProdList：21628
  • Advantage：55

Related articles

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Spectrum
330786-24-8, 3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amineRelated Search:
  • 330786-24-8
  • Anticancer
  • Ibrutinib
  • 抑制剂
  • 化工原料及中间体
  • 系列1
  • 其它原料及中间体
  • 高端化学
  • 柏锦生物
  • 医药、化工
  • 定制
  • 医药原料
  • 化工中间体
  • 化学试剂
  • 化工原料
  • 有机化工原料
  • 杂质对照品
  • 化学试剂
  • 杂质
  • 对照品-杂质对照品
  • 依鲁替尼
  • 中间体3
  • 依鲁替尼中间体
  • 中间体
  • 医药中间体
  • 330789-24-8
  • 370786-24-8
  • 330786-24-3
  • 30786-24-8
  • 杂质IM-1
  • 伊布替尼中间体N-2,10 MM DMSO 溶液
  • 伊鲁替尼 中间体1
  • 3-(4-苯氧基苯基)-4-氨基-1H-吡唑并[3,4-D]嘧CHEMICALBOOK啶
  • 伊鲁替尼杂质13
  • 3-(4-苯氧基苯基)-1H-吡唑并[3,4-D]嘧啶-4-胺(依鲁替尼杂质)
  • 5-(4-苯氧苯基)-4-氨基-7H-吡唑[2,3-D]并嘧啶5-(4-PHENOXYPHENYL)-7H-PYRROLO[2,3-D]PYRIMIDIN-4-YLAMINE
  • 3-(4-苯氧苯基)-1H-4氨基-[3,4-D]吡唑并嘧啶(N-2)
  • 依鲁替尼杂质46
  • 伊鲁替尼N-2中间体
  • 1H-吡唑[3,4-D]嘧啶-4-氨基,3-(4-苯氧苯基)-
  • 依鲁替尼杂质8
  • 4-氨基-3-(4-苯氧基苯基)-1H-吡唑
  • 3-(4-苯氧基苯基)-1H-吡啶并[3,4-D]嘧啶-4-胺
  • 伊鲁替尼中间体N-2
  • 3-(4-苯氧基苯基)-1H-吡唑并[3,4-D]嘧啶-4-
  • 伊布体尼中间体
  • I IBRUTINIB中间体(N-2)BRUTINIB中间体(N-2)
  • 4-胺-3-(4-苯氧基苯基)-1H-吡唑[3,4-D]嘧啶
  • 依步鲁替尼的中间体
  • 3-(4-苯氧基苯基)-1H-吡-ZOLO[3,4-D]嘧啶-4-胺
  • PCI-7502
  • 依鲁替尼中间体/3-(4-苯氧基苯基)-1H- 吡唑并[3,4-D]嘧啶-4-胺
  • 3-(4-PHENOXYPHENYL)-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-A INE3-(4-苯氧基苯基)-1H-吡唑并[3,4-D]嘧啶-4-胺
  • 依鲁替尼杂质IM-1
  • 4-氨基-3-(4-苯氧苯基)-1H-吡唑[3,4-D]嘧啶
  • 依鲁替尼中间体(N-2)(PLF-YLTN-N3)
  • 伊布替尼杂质8
  • 依鲁替尼杂质03

Home

My