Reference of 1000801-26-2, These common heterocyclic compound, 1000801-26-2, name is 4-(Difluoromethoxy)-2-iodoaniline, 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.
INTERMEDIATE 7 (METHOD H)fert-Butyl (35)-3-[3-(trimethylsilv?prop-2-vn- 1 -yllmophiholine-4-carboxylateTo a solution of Intermediate 6 (8.05 g, 35.7 mmol) dissolved in anhydrous THF (250 mL) at 00C was added n-butyllithium (15.7 mL, 39.3 mmol, 2.5 M in hexanes) dropwise over 15 minutes. After stirring for 30 minutes, chlorotrimethylsilane was added slowly over 5 minutes and the reaction mixture stirred for 45 minutes and then allowed to warm to r.t. After stirring at r.t. for 18 h, the reaction mixture was quenched by the addition of water (ca 1 mL) and the solvent was removed in vacuo. The crude mixture was dissolved in DCM and washed with water, the aqueous phase was extracted with further DCM (500 mL) and the combined organic fractions were dried using an Isolute phase separator cartridge and concentrated in vacuo to give a dark brown oil. Purification by column chromatography (SiO2, 5-20% EtOAc/hexanes) gave the title compound (8.1 g, 76%) as a colourless oil and recovered starting material (1.25 g, 15%). delta? (CD3OD) 3.91 (IH, m), 3.82 (IH, d, J 11.7 Hz), 3.70 (IH, dd, J 3.6 and J 11.4 Hz), 3.58 (IH, dd, J 2.9 and J 13.7 Hz), 3.40-3.20 (2H, m), 2.95 (IH, m), 2.60 (IH, dd, J9.1 and J 16.7 Hz), 2.38 (IH, dd, J6.4 and J 16.7 Hz), 1.35 (9H, s), 0.00 (9H, s).
The synthetic route of 1000801-26-2 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; UCB PHARMA S.A.; WO2009/1089; (2008); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com