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

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
More
Less

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
More
Less

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.

More
Less

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
More
Less

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

Raw materials

Preparation Products

More
Less

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

Anhui nuoquan pharmaceutical co. LTD
Tel
0556-5032870 15705561919
Fax
0556-5032869
Email
sujuan.mei@nuoquanpharm.com
Country
China
ProdList
102
Advantage
55
Shanghai SE Pharm Co., Ltd
Tel
18112588827
Email
sales4@sepharm.com.cn
Country
China
ProdList
300
Advantage
60
Chiral Quest (Suzhou) Co., Ltd.
Tel
0512-62956066 18112603058
Email
kendoll@cqpharm.com
Country
China
ProdList
82
Advantage
58
ANHUI JINGKE BIOTECHNOLOGY CO.,LTD
Tel
0551-65206518 18133676923
Email
taozz@kingobiotech.com
Country
China
ProdList
91
Advantage
58
Jinan Dexinjia Bio&Tech Co., Ltd
Tel
0531-82375886 13001715031
Fax
0531-82375893
Email
3517280075@qq.com
Country
China
ProdList
1312
Advantage
58
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9413
Advantage
66
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
chenyj@titansci.com
Country
China
ProdList
14103
Advantage
59
Anhui Lianchuang Biological Medicine Co.,Ltd
Tel
0551-68779238 18056025720
Email
sales3@lcywhx.com
Country
China
ProdList
159
Advantage
57
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11655
Advantage
64
More
Less

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:


  • 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