1003708-42-6 Usage
Description
3-Fluoro-5-formylbenzonitrile is a chemical compound that serves as a benzaldehyde-based building block. It is characterized by its unique structure, which includes a fluorine atom at the 3-position, a formyl group (aldehyde) at the 5-position, and a nitrile group at the 1-position. 3-Fluoro-5-formylbenzonitrile is known for its reactivity and versatility in various chemical reactions, making it a valuable component in the synthesis of different organic molecules.
Uses
Used in Organic Synthesis:
3-Fluoro-5-formylbenzonitrile is used as an organic synthesis intermediate, particularly in the catalyst-free synthesis of N-β-hydroxyethyl pyrroles and indoles. It is employed in a domino [3+2] cycloaddition and ring-opening aromatization process, which allows for the efficient construction of complex molecular structures.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3-Fluoro-5-formylbenzonitrile is utilized as a pharmaceutical intermediate. Its unique chemical properties make it a valuable component in the development of new drugs and therapeutic agents. The compound's reactivity and structural diversity contribute to its potential applications in the design and synthesis of novel pharmaceutical compounds.
Used in Laboratory Research and Development:
3-Fluoro-5-formylbenzonitrile is also used in laboratory research and development processes. Its versatility in chemical reactions and its ability to form a wide range of products make it an essential tool for researchers working on the synthesis of new organic compounds and the investigation of various reaction mechanisms.
Used in Chemical Production Process:
In the chemical production process, 3-Fluoro-5-formylbenzonitrile is employed as a key intermediate for the synthesis of various chemicals and materials. Its unique structure and reactivity enable the production of a diverse array of chemical products, which can be used in various applications, such as the manufacturing of pharmaceuticals, agrochemicals, and other specialty chemicals.
Synthesis
3 -fluoro-5 -formylbenzonitrile : A solution of 3 -bromo-5 -fluorobenzonitrile(5.00 g, 25.0 mmol) in dry THF (25 mL) was cooled to 0 °C and 2M iPrMgCl (15.0 mL, 30.0 mmol) in THF was added dropwise over 5 minutes. The mixture was stirred at 0 °C for 15 minutes then at ambient temperature for 1 hour. The mixture was cooled to 0 °C and dry DMF (5.81 mL, 75.0 mmol) was added. The mixture was stirred for 17 hours during which time the temperature reached ambient temperature after 2 hours. The mixture was added to ice water (150 mL) and Et20 (100 mL). The biphasic mixture was stirred and treated with 6M HC1 to aqueous pH=3. The organic layer was removed and the aqueous layer extracted with Et20 (2X). The combined Et20 fractions were washed with saturated NaCl and dried over MgS04/activated carbon. The dried solution was filtered through a S1O2 plug eluting with Et20. The filtrate was concentrated to give the title compound as a yellow solid that was dried in vacuum (3.68 g, 99percent). 1H NMR (CDC13) δ 10.0 (s, 1H), 8.00 (s, 1H), 7.81-7.86 (m, 1H), 7.62-7.67 (m, 1H).
Check Digit Verification of cas no
The CAS Registry Mumber 1003708-42-6 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,0,3,7,0 and 8 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1003708-42:
(9*1)+(8*0)+(7*0)+(6*3)+(5*7)+(4*0)+(3*8)+(2*4)+(1*2)=96
96 % 10 = 6
So 1003708-42-6 is a valid CAS Registry Number.
1003708-42-6Relevant articles and documents
Elemental fluorine. Part 21. (1) direct fluorination of benzaldehyde derivatives
Chambers, Richard D.,Sandford, Graham,Trmcic, Jelena,Okazoe, Takashi
, p. 339 - 344 (2008)
Direct fluorination of a range of benzaldehyde derivatives gives mixtures of fluorobenzaldehyde and benzoyl fluoride products in ratios that depend upon the nature of the ring substituent Electron-withdrawing substituents give predominantly benzoyl fluoride derivatives, whereas electron-donating substituents lead to fluoroarene systems. Separation of ring-fluorinated products can be easily accomplished by esterification of the benzoyl fluoride side products. Scale-up of these processes to provide significant quantities of appropriate fluorobenzaldehyde systems has also been achieved using continuous flow techniques.
PYRROLIDINYL UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS AS TRKA KINASE INHIBITORS
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Paragraph 00375, (2014/06/11)
Compounds of Formula I: or stereoisomers, tautomers, or pharmaceutically acceptable salts, or solvates or prodrugs thereof, where R1, R2, Ra, Rb, Rc, Rd, X, Ring B, and Ring C are as defined herein, and wherein Ring B moiety and the NH-C(=X)-NH moiety are in the trans configuration, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation/inflammatory diseases, neurodegenerative diseases, certain infectious diseases, Sjogren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis and pelvic pain syndrome.
PYRROLIDINYL UREA AND PYRROLIDINYL THIOUREA COMPOUNDS AS TRKA KINASE INHIBITORS
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Page/Page column 90, (2012/12/13)
Compounds of Formula I: or stereoisomers, tautomers, or pharmaceutically acceptable salts, or solvates or prodrugs thereof, where R1, R2, Ra, Rb, Rc, Rd, X, Y, B, and Ring C are as defined herein, and wherein the Y-B moiety and the NH-C(=X)-NH moiety are in the trans configuration, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation, neurodegenerative diseases and certain infectious diseases.
