61272-76-2, name is 4-Fluoro-2-iodoaniline, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of 4-Fluoro-2-iodoaniline
Example 26 1-Benzyl-4-(((2-(tert-butyldimethylsilyl)-5-fluoro-1H-indol-3-yl)methoxy)methyl)-N,N-dimethylcyclohexanamine (non-polar diastereomer) In a heated flask with a Schlenk attachment a mixture of Ain-04 (400 mg, 1 mmol), 4-fluoro-2-iodoaniline (Ian-04, 284 mg, 1.2 mmol), sodium carbonate (530 mg, 5 mmol) and [1,3-bis-(2,6-diisopropylphenyl)imidazol-2-ylidene]-(3-chloropyridyl)palladium(II) dichloride (PEPPSI, 136 mg, 0.2 mmol) was evacuated, flushed with argon and then N,N-dimethyl formamide (6 ml) was added. The reaction mixture was stirred for 20 h at 100¡ã C. and then concentrated to small volume under vacuum. Toluene was added three times to the residue, which was concentrated to dryness again each time, and then diethyl ether (30 ml) was added. The mixture was washed with water (10 ml) and the precipitated deposit was filtered off. The organic phase was washed with 1 M sodium thiosulfate solution (10 ml), sodium chloride solution (10 ml) and with water (10 ml), dried with sodium sulfate and concentrated to small volume under vacuum. The crude product (590 mg) was purified by flash chromatography (40 g, 23*2.5 cm) with methanol, purified again by flash chromatography (18 g, 18*2 cm) with chloroform/methanol (95:5) and by a further flash chromatography (20 g, 13*2.5 cm) with ethyl acetate/cyclohexane (1:2). Yield: 289 mg (57percent), yellowish solid Melting point: 58-62¡ã C. 1H-NMR (DMSO-d6): 0.35 (s, 6H); 0.85 (s, 9H); 0.87-1.00 (m, 2H); 1.13-1.35 (m, 5H); 1.77 (d, J=13.1 Hz, 2H); 2.20 (s, 6H); 2.55 (s, 2H); 3.19 (d, J=5.4 Hz, 2H); 4.51 (s, 2H); 6.92 (dt, J=9.1 Hz, 1H); 7.07-7.27 (m, 6H); 7.36 (dd, J=8.8 Hz, 1H); 10.74 (s, 1H). 13C-NMR (DMSO-d6): -5.2; 16.9; 23.9; 26.3; 31.5; 36.2; 36.5; 37.4; 57.1; 64.6; 75.2; 103.0 (d, J=23 Hz); 109.7 (d, J=27 Hz); 112.1 (d, J=11 Hz); 121.6 (d, J=5 Hz); 125.4; 127.6; 128.6; 130.5; 135.3; 136.0; 139.1; 156.7 (d, J=232 Hz).
The synthetic route of 61272-76-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; GRUNENTHAL GMBH; US2009/215725; (2009); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com