Extracurricular laboratory: Synthetic route of C6H3Cl2I

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3032-81-3, its application will become more common.

Some common heterocyclic compound, 3032-81-3, name is 1,3-Dichloro-5-iodobenzene, molecular formula is C6H3Cl2I, 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. HPLC of Formula: C6H3Cl2I

General procedure: To 4-amino-l-(4-methoxybenzyl)-lH-imidazo[4,5-c]pyridine-2-thiol (103) (50 mg, 0.174 mmol) was added respective iodine (0.348 mmol), neocuproine hydrate (3.6 mg, 0.0174 mmol), Cul (3.3 mg, 0.0174 mmol), sodium tert-butoxide (25 mg, 0.261 mmol) and lastly DMF (5 mL) and the reaction mixture was stirred at 1 10°C for 24 hours. Then, the solvent was removed under reduced pressure and the crude product was purified by preparatory TLC (CH2Cl2:MeOH-NH3 (7N), 10: 1) to afford desired compounds 104a-c. [0457] 2-((3,5-dichlorophenyl)thio)-l-(4-methoxybenzyl)-lH-imidazo[4,5-c]pyridin-4-amine (104a). Obtained as pale yellow solid 39percent yield. LCMS found m/z 430.97 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3032-81-3, its application will become more common.

Reference:
Patent; MEMORIAL SLOAN-KETTERING CANCER CENTER; CHIOSIS, Gabriela; YAN, Pengrong; PATEL, Pallav; PATEL, Hardik J.; TALDONE, Tony; YANG, Chenghua; SUN, Weilin; OCHIANA, Stefan; WO2015/23976; (2015); A2;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com