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

Product Name: 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
Synonyms: 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;Ibrutinib intermediate;3-d]pyriMidin-4-ylaMine;Ibrutinib intermediate 2
CBNumber: CB72648137
Molecular Formula: C17H13N5O
Formula Weight: 303.32
MOL File: 330786-24-8.mol

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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

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: P301390
Product name: 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Packaging: 1g
Price: $65
Updated: 2021/12/16

TRC

Product number: P301390
Product name: 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Packaging: 25g
Price: $640
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: D98348
Product name: 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Packaging: 1g
Price: $350
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: D98348
Product name: 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
Packaging: 5G
Price: $440
Updated: 2021/12/16

AK Scientific

Product number: 3209AH
Product name: 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-D]pyrimidin-4-amine
Packaging: 1g
Price: $70
Updated: 2021/12/16

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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

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.

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.

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

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

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

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View Lastest Price from 3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylaMine 330786-24-8
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.0%
Supply Ability: 10kg/month
Release date: 2022-12-28

Nanjing Fred Technology Co., Ltd

Product: 3-(4-phenoxyphenyl)-1H-pyra-zolo[3,4-d]pyriMidin-4-amine 330786-24-8
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1 ton
Release date: 2023-12-28

hebei hongtan Biotechnology Co., Ltd

Product: 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylaMine 330786-24-8
Price: US $30.00/box
Min. Order: 1box
Purity: 99%
Supply Ability: 2000kg
Release date: 2024-05-17

330786-24-8, 3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amineRelated Search:

Vandetanib (S)-1-Boc-3-hydroxypiperidine Ibrutinib (Z)-3-(3-chloropropyl)-7,8-diethyl-1H-benzo[d] azepin-2 (3H)-one 7,8-Dimethoxy-3-(3-iodopropyl)-1,3-dihydro-2H-3-benzazepin-2-one Btk inhibitor 1 (R enantioMer hydrochloride) Ibrutinib Impurity 21 (S)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl) (S)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)propan-1-one (R)-1-Boc-3-Hydroxypiperidine ent-Tadalafil cis-ent-Tadalafil cis-Tadalafil Propanedinitrile, 2-[Methoxy(4-phenoxyphenyl)Methylene]- Chloropretadalafil Trelagliptin succinate Tadalafil

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

5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-y

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

3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidin-4-aMine

4-aMino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyriMidine

5-(4-Phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-aMine

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 N-Despiperidinyl Impurity

Ibrutinib deacryloylpiperidine

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

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

4-Amino-3- (4-phenoxyphenyl) -1H pyrazole [3,4-D] pyrimidine

Ibrutinib intermediate

330786-24-8

30786-24-8

330786-24-3

370786-24-8

330789-24-8

Ibrutinib

Anticancer

330786-24-8