ChemicalBook CAS DataBase List 4-(2-fluoro-4-nitrophenoxy)-6-methoxy-7-phenylmethoxyquinoline

4-(2-fluoro-4-nitrophenoxy)-6-methoxy-7-phenylmethoxyquinoline synthesis

14synthesis methods

Product Name:4-(2-fluoro-4-nitrophenoxy)-6-methoxy-7-phenylmethoxyquinoline
CAS Number:479690-03-4
Molecular formula:C23H17FN2O5
Molecular Weight:420.39

7-Benzyloxy-4-chloro-6-methoxy-quinoline

286371-49-1
170 suppliers
$45.00/50mg

403-19-0 Synthesis

403-19-0
274 suppliers
$6.00/5g

4-(2-fluoro-4-nitrophenoxy)-6-methoxy-7-phenylmethoxyquinoline

479690-03-4
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Yield:479690-03-4 92%

Reaction Conditions:

with N-ethyl-N,N-diisopropylamine in chlorobenzene at 140; for 18 h;

Steps:

5 Production Example 5 (Starting compound 5)

7-(Benzyloxy)-4-chloro-6-methoxyquinoline (81 g), 2-fluoro-4-nitrophenol (51 g), N,N-diisopropylethylamine (94 ml), and chlorobenzene (40 ml) were added, and the mixture was stirred with heating at 140°C for 18 hr. After the completion of the reaction, a 2 N aqueous sodium hydroxide solution (40 ml) was added thereto, and the mixture was stirred at room temperature for 3 hr. Water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate. The solvent was removed by evaporation under the reduced pressure to give the target compound (100 g, yield 92%). 1H-NMR (CDCl3, 400 MHz) : δ 8.45 (d, J = 5.4 Hz, 1H), 7.53 - 7.34 (m, 7H), 7.07 - 7.03 (m, 1H), 6.89 - 6.82 (m, 2H), 6.43 (d, J = 5.4 Hz, 1H) , 5.29 (s, 2H), 3.94 (s, 3H) Mass spectrometric value (m/z) : 421 [M+H]+

References:

EP1411046,2004,A1 Location in patent:Page 36

849217-23-8 Synthesis