Related Products of 61272-76-2, A common heterocyclic compound, 61272-76-2, name is 4-Fluoro-2-iodoaniline, molecular formula is C6H5FIN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 55 4-(((5-Fluoro-2-(triethylsilyl)-1H-indol-3-yl)methoxy)methyl)-N,N-dimethyl-1-(thiophen-2-yl)cyclohexanamine (one of two possible diastereomers) A degassed mixture of Ain-09 (795 mg, 2 mmol), 4-fluoro-2-iodoaniline (567 mg, 2.4 mmol), [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene]-(3-chloropyridyl)palladium(II) chloride (PEPPSI, 273 mg, 0.4 mmol) and sodium carbonate (1.06 g, 10 mmol) in anhydrous and oxygen-free N,N-dimethyl formamide (10 ml) was stirred for 18 h at 100° C. The solvent was then removed under vacuum and the residue divided between water and diethyl ether (20 ml each). The phases were separated and the aqueous phase was extracted with diethyl ether (3*10 ml). The combined organic phases were washed with water and 1 M sodium thiosulfate solution (20 ml each), dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (1.30 g) was purified by flash chromatography (100 g, 20*4.0 cm) with ethyl acetate/cyclohexane (1:9). Yield: 552 mg (55percent), brownish oil 1H-NMR (DMSO-d6): 0.82-0.98 (m, 15H); 1.30-1.70 (m, 7H); 1.96 (s, 6H); 2.37 (br d, 2H); 3.25-3.33 (m, 2H); 4.58 (s, 2H); 6.88-7.04 (m, 3H); 7.23-7.31 (m, 1H); 7.35-7.41 (m, 2H); 10.77 (s, 1H). 13C-NMR (DMSO-d6): 3.1; 7.2; 24.4; 34.6; 37.1; 37.4; 58.2; 64.4; 74.7; 102.8 (d, J=23 Hz); 109.6 (d, J=27 Hz); 112.1 (d, J=10 Hz); 121.5; 123.0; 123.8; 126.0; 128.7 (d, J=10 Hz); 135.3; 135.9; 145.0; 156.7 (d, J=231 Hz).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com