|
|
| | 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile Basic information |
| Product Name: | 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile | | Synonyms: | 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile;4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzonitrile;2-Nitro-4-Methoxy-5-(3-Morpholinopropoxy)benzonitrile;4-Methoxy-2-nitro-5-(3-Morpholinopropoxy)benzonitrile;Gefitinib
PI-1;4-Methoxy-5-(3-Morpholinopropoxy)-2-Nitrobenzonitrile
Gefitinib HCL InterMediates G4;Benzonitrile,4-Methoxy-5-[3-(4-Morpholinyl)propoxy]-2-nitro-;-nitro-4-methoxy-5-(3-morpholinopropoxy)benzonitrile | | CAS: | 675126-26-8 | | MF: | C15H19N3O5 | | MW: | 321.33 | | EINECS: | 1806241-263-5 | | Product Categories: | | | Mol File: | 675126-26-8.mol |  |
| | 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile Chemical Properties |
| Melting point | 127℃ | | Boiling point | 522.3±50.0 °C(Predicted) | | density | 1.29 | | storage temp. | Sealed in dry,Room Temperature | | pka | 6.96±0.10(Predicted) | | form | Solid | | color | Light yellow to yellow | | InChI | InChI=1S/C15H19N3O5/c1-21-14-10-13(18(19)20)12(11-16)9-15(14)23-6-2-3-17-4-7-22-8-5-17/h9-10H,2-8H2,1H3 | | InChIKey | FYCDMKYKGPHRFW-UHFFFAOYSA-N | | SMILES | C(#N)C1=CC(OCCCN2CCOCC2)=C(OC)C=C1[N+]([O-])=O |
| | 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile Usage And Synthesis |
| Uses | 4-Methoxy-5-[3-(morpholin-4-yl)propoxy]-2-nitrobenzonitrile is a useful research chemical compound used in the preparation of carbon-11 iressa as PET cancer imaging agent for epidermal growth factor receptor tyrosine kinase. | | Synthesis | General procedure for the synthesis of 4-methoxy-5-(3-morpholinopropoxy)-2-nitrobenzonitrile from 4-methoxy-3-(3-morpholinopropoxy)benzonitrile: In a 250 mL single-necked flask, 13.0 g (47.0 mmol) of 4-methoxy-3-(3-morpholinopropoxy)benzonitrile and 17 mL of concentrated nitric acid (65%, 376 mmol) were added followed by 17 mL of glacial acetic acid was added. The mixture was stirred at room temperature for about 2 hours until a large amount of solid precipitated, and stirring was continued for 1 hour. Upon completion of the reaction, 52 g of ice water was added to the reaction mixture and stirring was continued for 30 minutes. The solid product was collected by diafiltration and the filter cake was washed with ice water to a pH of about 7. After drying, 14.4 g of white solid product was obtained in 95.3% yield. | | References | [1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 15, p. 4102 - 4106
[2] Patent: CN107586279, 2018, A. Location in patent: Paragraph 0008; 0017
[3] Patent: CN105503749, 2016, A. Location in patent: Paragraph 0051; 0052
[4] Molecules, 2017, vol. 22, # 10,
[5] Heterocycles, 2007, vol. 71, # 1, p. 39 - 48 |
| | 2-Amino-4-methoxy-5-(3-morpholinopropoxy)benzonitrile Preparation Products And Raw materials |
|