Category: 452-68-6

452-68-6, These common heterocyclic compound, 452-68-6, name is 1-Fluoro-4-iodo-2-methylbenzene, 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 9 Ethyl Z-(1R’,3S’)-3-(4-fluoro-3-methylphenyl)-2-[3-(5-methyl-2-m-tolyloxazol-4-yl-methoxy)cyclohexyloxymethyl]acrylate 220 mg of tetrabutylammonium chloride and 332 mg of potassium carbonate are suspended in 4 ml of dimethylformamide and stirred intensively for 20 min. 400 mg of ethyl (1R,3S)-2-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxy-methyl ]acrylate, 25 mg of triphenylphosphine and 212 mg of 4-fluoro-3-methyliodo-benzene are added, the mixture is degassed and vented with argon and 10 mg of palladium acetate and 0.2 mol of water are added. The mixture is heated at 60 C for 4 h. After cooling, 20 ml of ethyl acetate and 50 ml of sat. NaCI solution are added. The organic phase is dried over sodium sulfate, the solvent is removed under reduced pressure and the residue is purified by flash chromatography on silica gel (n-heptane/ethyl acetate=4:1). This gives ethyl Z-(1R’,3S’)-3-(4-fluoro-3-methylphenyl)-2-[3-(5-methyl-2-m-tolyloxazol-4-ylmethoxy)cyclohexyloxymethyl ]-acrylate as a colorless oil. C31H38FNO5 (523.65), MS (ESI): 524 (M+H+).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 452-68-6.

Reference:
Patent; Aventis Pharma Deutschland GmbH; US2004/209920; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

These common heterocyclic compound, 452-68-6, name is 1-Fluoro-4-iodo-2-methylbenzene, 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. 452-68-6

To a dry 25 ml flask fitted with nitrogeninlet/outlet was addedK3PO4 (0.589 g), ethylene glycol (0.178 g), 2-fluoro-5-iodotoluene (0.368 g), copper(l) iodide (0.028 g) and Example28 (0.516 g). To this was added previously degassed anhydrous propan-2-ol (10ml). This was then subjected to a nitrogen/vacuum cycle. The reaction was then heated to reflux for 17.5 hours under a nitrogen atmosphere. After this time the reaction was filtered, and the liquors poured into water (50ml). This was then extracted with DCM (1 x 30 ml and 2 x 20ml), the organic layers combined and washed with 1 M ammonia solution (1 x 100 ml) then 1M ammonia solution (1 x 50ml) and water (1 x 50ml). The organics were dried over sodium sulfate and concentrated to dryness under reduced pressure. The residue was thencolumned over silica (30 g) using DCM/EtOAc as eluent. This afforded 0.140 g of the title compound.8H (DMSO-d6) 8.74(1H, s), 7.78-7. 75 (1H, d, J 9.7 Hz), 7.65- 7.61 (3H, m), 7.58-7. 51 (2H, m), 7.02-6. 96 (1H, t), 6.82-6. 79 (1H, m), 6.76- 6.72 (1 H, m), 6.53-6. 49 (1 H, d, J 9.7 Hz), 4.63-4. 60 (1 H, t), 3.89 (1 H, broad), 3.28-3. 21 (3H, m), 2.80-2. 78 (1H, m), 2.14 (3H, s), 1.71-1. 51 (4H, m). LCMS ES+ RT 3.29 min, 478.0 (M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 452-68-6.

Reference:
Patent; CELLTECH R & D LIMITED; WO2004/113349; (2004); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com