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

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Struktur
330786-24-8
CAS-Nr.
330786-24-8
Englisch Name:
3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine
Synonyma:
3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine;4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidine;ibrutinib N-2;Ibrutinib INT1;Ilutinib impurity 8;Ibrutinib Impurity 8;Ibrutinib Impurity 46;3-d]pyriMidin-4-ylaMine;Ibrutinib intermediate 2;Ibrutinib intermeidate N-2
CBNumber:
CB72648137
Summenformel:
C17H13N5O
Molgewicht:
303.32
MOL-Datei:
330786-24-8.mol

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

Schmelzpunkt:
>262oC (dec.)
Siedepunkt:
577.4±50.0 °C(Predicted)
Dichte
1.380±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit
DMSO (Slightly), Ethanol (Slightly)
pka
10.40±0.30(Predicted)
Aggregatzustand
Solid
Farbe
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
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P261 Einatmen von Staub vermeiden.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

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.

Verwenden

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.

Synthese

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%.

Einzelnachweise

[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 Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 424)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
SyncoZymes (Shanghai) Co., Ltd.,
+86-021-68187180-811 +86-13681683526
lchen@syncozymes.com China 188 58
Changzhou uniringchem Co., Ltd.
+undefined13585446801
sales@uniringchem.com China 68 58
hebei hongtan Biotechnology Co., Ltd
+86-86-1913198-3935 +8617331935328
sales03@chemcn.cn China 951 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd
+86-371-66670886
info@dakenam.com China 15933 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714
fandachem@gmail.com China 9348 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@
sales03@shyrchem.com CHINA 738 60
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795
ivan@atkchemical.com China 32480 60

330786-24-8()Verwandte Suche:


  • 2) 3-(4-PHENOXYPHENYL)-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE
  • ibrutinib N-2
  • 1H-Pyrazolo[3,4-d]pyriMidin-4-aMine, 3-(4-phenoxyphenyl)-
  • Ibrutinib intermeidate N-2
  • Ibrutinib INT1
  • Ibrutinib Impurity 8
  • -(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine
  • PCI-32765 (IBRUTINIB) INTERMEDIATE(N-2)
  • 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylamine (N-2)
  • 5-(3-Phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-amine
  • 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine
  • 5-(4-Phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine
  • 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-y
  • 3-d]pyriMidin-4-ylaMine
  • 5-(4-phenoxyphenyl)-7H-pyrrolo[2
  • 3-(4-phenoxyphenyl)-2H-pyrazolo[3,4-d]pyrimidin-4-amine
  • Ibrutinib impurity 3/ 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
  • 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine/Ibrutinib impurity
  • 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidine
  • Ibrutinib intermediates N-2
  • 3-(4-phenoxyphenyl)-1 H- pyrazolium [3,4- D] pyrimidine-4-amine
  • Ibrutinib deacryloylpiperidine
  • Ibrutinib N-Despiperidinyl Impurity
  • 5- (4-phenoxyphenyl) -7H-pyrrolio [2,3-d] pyrimidin-4-ylamine
  • Ibrutinib intermediate 2
  • 5-(4-PHENOXYPHENYL)-7H-PYRROLO[2,3-D]PYRIMIDIN-4-YLAMINE/3-(4-PHENOXYPHENYL)-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE
  • 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine ISO 9001:2015 REACH
  • IbrutinibintermeidChemicalbookateN-2
  • 3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine
  • 4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidine
  • Ibrutinib Impurity 46
  • 10-Morpholineethanamine,N-(cyclohexylcarbonimidoyl)-
  • 3-(4- phenoxyphenyl) -1H- pyrazolo [3,4-d] pyrimidine -4- amine
  • Ibrutinib deacryloylpiperidine (Ibrutinib Impurity)
  • Ilutinib impurity 8
  • 3-(4-Phenoxy Phenyl)-1H-pyrazole [3,4-d]pyrimidin-4-Amine
  • 3-(4-Phenoxyphenyl)-1H-pyrazoleand[3,4-d]pyrimidine-4-amine
  • 3-(4-Phenoxypheny)- 1Hpyrazolo[3.4-dlpyrimidin-4-amine
  • 3-(4-Phenoxyphenyl)pyrazolo[3,4-D]pyrimidin-4-amine
  • 330786-24-8
  • 30786-24-8
  • 330786-24-3
  • 370786-24-8
  • 330789-24-8
  • Ibrutinib
  • Anticancer
  • 330786-24-8
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