Adding a certain compound to certain chemical reactions, such as: 33184-48-4, name is 4-Chloro-2-iodo-1-methylbenzene, belongs to iodides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 33184-48-4, Formula: C7H6ClI
The boronate ester (1.0 equiv), iodo-benzene (1.0 equiv), palladium catalyst (0.1 equiv) and potassium carbonate (3.0 equiv) was added to a solution of deoxygenated DMF. The flask was flushed with argon for 15 minutes, fitted with a dry tube and run over night at 110 0C. The reaction was poured onto water and extracted three times with ethyl acetate. The organic layers were washed with a brine solution, dried over anhydrous sodium sulfate. The reaction was purified through a 10 g SPE tube in a mixture of ethyl acetate and hexanes. IH NMR was used to confirm the purity of the product.; 4-(5-Chloro-2-methyl-phenyl)-3,6-dihydro-2H pyridine- 1-carboxylic acid tert-butyl ester was synthesized from 4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyridin-l- carboxylic acid tert-butyl ester ( 0.200 g, 0.647 mmol), 4-chloro-2-iodo-l -methyl-benzene ( 0.163 mg, 0.647 mmol), Pd Cl2 (dppf) (0.053 g, 0.0647 mmol) and potassium carbonate (0.268 g, 1.94 mmol) in 20.0 mL of DMF. The reaction was purified by eluting through a 10 g SPE tube using a solution of 10% ethyl acetate and hexanes to yield a brown liquid (0.236 g, 124%). 1H NMR (300 MHz, CDC3) delta ppm: 1.54 (s, 9H), 2.02 (s, 2H), 2.39 (s, 3H), 3.66 (br, 2H), 4.15-4.06 (br, 2H), 5.52 (br, IH), 7.78-7.07 (m, 3H).
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Reference:
Patent; ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.; WO2006/71730; (2006); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com