Chinese Japanese Germany Korea
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 structure
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;3-d]pyriMidin-4-ylaMine;Ibrutinib intermediate 2;Ibrutinib intermeidate N-2
CBNumber:
CB72648137
Molecular Formula:
C17H13N5O
Molecular Weight:
303.32
MDL Number:
MFCD15146640
MOL File:
330786-24-8.mol
MSDS File:
SDS
Last updated:2024-04-18 13:14:02
Request For Quotation

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

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

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC P301390 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 330786-24-8 1g $65 2021-12-16 Buy
TRC P301390 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 330786-24-8 25g $640 2021-12-16 Buy
Medical Isotopes, Inc. D98348 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 330786-24-8 1g $350 2021-12-16 Buy
Medical Isotopes, Inc. D98348 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 330786-24-8 5G $440 2021-12-16 Buy
AK Scientific 3209AH 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-D]pyrimidin-4-amine 330786-24-8 1g $70 2021-12-16 Buy
Product number Packaging Price Buy
P301390 1g $65 Buy
P301390 25g $640 Buy
D98348 1g $350 Buy
D98348 5G $440 Buy
3209AH 1g $70 Buy

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

330792-70-6
60100-09-6
330786-24-8
Synthesis of 3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine from 5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile and formamide

3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine Preparation Products And Raw materials

Raw materials

formamide 5-aMino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile 3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine 4-PHENOXYPHENYLBORONIC ACID

Preparation Products

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

Global( 422)Suppliers
Supplier Tel Email Country ProdList Advantage
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 15928 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
Supplier Advantage
SyncoZymes (Shanghai) Co., Ltd.,
58
Changzhou uniringchem Co., Ltd.
58
hebei hongtan Biotechnology Co., Ltd 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Beijing Cooperate Pharmaceutical Co.,Ltd 		55
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Shanghai Yingrui Biopharma Co., Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60

Related articles

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylaMine pictures 2024-04-26 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylaMine
330786-24-8
 US $30.00 / box 1box 99% 2000kg hebei hongtan Biotechnology Co., Ltd
3-(4-phenoxyphenyl)-1H-pyra-zolo[3,4-d]pyriMidin-4-amine pictures 2023-12-28 3-(4-phenoxyphenyl)-1H-pyra-zolo[3,4-d]pyriMidin-4-amine
330786-24-8
 US $0.00-0.00 / kg 1kg 98% 1 ton Nanjing Fred Technology Co., Ltd
5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylaMine pictures 2022-12-29 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylaMine
330786-24-8
 US $0.00-0.00 / KG 1KG 98.0% 10kg/month WUHAN FORTUNA CHEMICAL CO., LTD

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

5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine(330786-24-8)1HNMR

330786-24-8(3-(4-Phenoxyphenyl)-1h-pyrazolo[3,4-d]pyrimidin-4-amine)Related 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

1of4

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