Electric Literature of 101335-11-9, These common heterocyclic compound, 101335-11-9, name is 2-Chloro-4-fluoro-1-iodobenzene, 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.
10180] To a stirred solution of 208 (1.8 mmol) in 2-methyl THF (30 mE), iodobenzene (209, 1.8 mmol), 4M aqueous KOR (S mE) and Pd(PPh3)2C12 (63 mg, 0.09 mmol) were added and the mixture was degassed with nitrogen for 15 mm and heated at 80-90 C. for 8-12 h. Upon completion, the reaction mixture was diluted with EtOAc. Organic layer was washed with water followed by brine, dried over anhydrous sodium sulphate, filtered and concentrated. The crude product was purified by silica gel chromatography (2:8 EtOAc in n-hexane) to give a desired product (211, 0.74 mmol, 41%):_10576] The reaction was carried out according to Scheme i, Step-S using tert-butyl ((E)-4-(dimethylamino)-4-oxobut- 2-en-i -yl)(2-((5-((E)-4,4,4-trifluoro- i -(3-fluoro-i -(tetrahydro-2H-pyran-2-yl)- i H-indazol-5-yl)-2-(4,4,5,5-tetram- ethyl-i ,3,2-dioxaborolan-2-yl)but- i-en-i -yl)pyridin-2-yl) oxy)ethyl)carbamate (i.2 g, i.49 mmol) for compound 208 in 2-m and 2-chloro-4-fluoro-i-iodobenzene (0.383 g, i.49 mmol) for compound 209. Reaction mixture was stirred at 80 C. for 8 h. The crude material was purified by combiflashusing 3% MeOR in dichloromethane to afford the title compound of Ex. 59 Step-S (0.92 g, 76%).
The synthetic route of 101335-11-9 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Eisai R&D Management Co., Ltd.; BOCK, Mark; HAO, Ming-Hong; KORPAL, Manav; NYAVANANDI, Vijay Kumar; PUYANG, Xiaoling; SAMAJDAR, Susanta; SMITH, Peter Gerard; WANG, John; ZHENG, Guo Zhu; ZHU, Ping; (141 pag.)US2016/347717; (2016); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com