330786-24-8 Usage
Description
5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine is a chemical compound that serves as an intermediate in the synthesis of various pharmaceuticals, particularly Ibrutinib. It is an organic synthesis intermediate with potential applications in the development of new drugs and chemical compounds.
Uses
Used in Pharmaceutical Industry:
5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine is used as an organic synthesis intermediate for the development of Ibrutinib (I124970), a highly selective Bruton’s tyrosine kinase (BTK) irreversible inhibitor. 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine plays a crucial role in the synthesis process, contributing to the creation of a drug that targets specific enzymes involved in various diseases.
Used in Chemical Production:
5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine is also used as a pharmaceutical intermediate in chemical production processes. Its role extends beyond the synthesis of Ibrutinib, as it can be utilized in the development of other pharmaceutical compounds, enhancing the range of potential applications in the medical field.
Used in Laboratory Research and Development:
5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine is employed in laboratory settings for research and development purposes. It aids scientists in understanding the properties and potential applications of Ibrutinib and other related compounds, contributing to the advancement of pharmaceutical research and the discovery of new drugs.
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%.
Check Digit Verification of cas no
The CAS Registry Mumber 330786-24-8 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,3,0,7,8 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 330786-24:
(8*3)+(7*3)+(6*0)+(5*7)+(4*8)+(3*6)+(2*2)+(1*4)=138
138 % 10 = 8
So 330786-24-8 is a valid CAS Registry Number.
330786-24-8Relevant articles and documents
BENZENESULFONAMIDE DERIVATIVES AND USES THEREOF
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Paragraph 00210, (2021/02/12)
Provided herein are benzenesulfonamide derivatives having Formula (III), pharmaceutical compositions comprising said compounds, and method for using said compounds for disrupting proteins/polypeptides, protein/polypeptide function, and for the treatment of diseases through the disruption of proteins or polypeptides involved in the etiology of the disease. Said compounds comprise fluorinated benzene sulfonamide structures.
A PROCESS FOR PREPARATION OF 1H-PYRAZOLO[3,4-D] PYRIMIDINE DERIVATIVES
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Page/Page column 13-14, (2020/07/05)
The present invention relates to an efficient and industrially advantageous process for the preparation of 1H-pyrazolo[3,4-d] pyrimidine derivatives. In particular the present invention provides a process for the preparation of 4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4- d]pyrimidine and tert-butyl (R)-3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4- d]pyrimidin-1-yl)piperidine-1-carboxylate. Said compounds are important intermediates in the synthesis of ibrutinib. The method provided for preparing intermediates of ibrutinib has the advantages of a simple operation, high yield and low costs.
Preparation method of precursor of ibrutinib
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Paragraph 0035; 0047-0049, (2020/04/22)
The invention relates to the pharmaceutical industry, in particular to a preparation method of a drug intermediate, and specifically discloses a preparation method of a precursor of ibrutinib. The preparation method comprises the following steps: (1) reacting a compound (III) with triphenylphosphine and azodicarbonic acid diester to obtain an intermediate (III-B); (2) reacting the intermediate (III-B) with a compound (IV) under the action of a catalyst to obtain an intermediate (V-C); and (3) reacting the intermediate (V-C) under the action of hydrochloric acid to obtain (R)-3-(4-phenoxy phenyl)-1-(piperidine-3-yl)-1H-pyrazolo [3, 4-d] pyrimidine-4-amine (I). The method has the advantages of high yield, high purity, convenience in purification, simplicity and convenience in operation and the like, is suitable for industrial production, and contributes to reducing the cost to a certain extent.