These common heterocyclic compound, 401-81-0, name is 1-Iodo-3-(trifluoromethyl)benzene, 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. category: iodides-buliding-blocks
Add triethylamine (6. 2 mL, 44 mmol), copper (I) iodide (120. 3 mg, 1. 10 mmol) and bis (triphenylphosphine) palladium (II) dichloride (386 mg, 0. 55 mmol) to a solution of 3-bromo-5-ethynylpyridine, (prepared essentially as described in PREPARATION 23), (2. 0 g, 11 mmol) and 1-iodo-3-trifluoromethylbenzene (1. 53 mL, 11 mmol) in ethyl acetate (12 mL). Stir at room temperature for 18 h. Concentrate and purify the residue by silica gel chromatography, eluting with 100 : 0 to 100 : 50 hexanes : ethyl acetate to give the title compound (2. 1 g, 61%). 1H NMR (300 MHz, CDCl3) 6 7. 52 (t, J = 8. 0 Hz, 1H), 7. 64 (d, J = 8. 0 Hz, 1H), 7. 71 (d, J = 8. 0 Hz, 1H), 7. 80 (br s, 1H), 7. 98 (t, J = 2. 2 Hz, 1H), 8. 64 (d, J = 2. 2 Hz, 1H), 8. 68 (d, J = 2. 2 Hz, 1H) ; MS (ES) : m/z = 326 [M+H] +.
The synthetic route of 1-Iodo-3-(trifluoromethyl)benzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ELI LILLY AND COMPANY; WO2005/94822; (2005); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com