Analyzing the synthesis route of 16063-70-0

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16063-70-0, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 16063-70-0, name is 2,3,5-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of /e/ – butyl N-(2-amino-5-fluoro-phenyl)-N-methyl-carbamate (142.0 g, 0.591 mol) and 2,3,5-trichloropyridine (108.0 g, 0.591 mol) in dioxane (2.0 L) was added CS2CO3 (385.0 g, 1.18 mol). The mixture was degassed with nitrogen for 2 min before Pd(OAc)2 (13.3 g, 0.059 mol) and BINAP (73.5 g, 0.118 mol) were addedunder nitrogen. After the charging was completed, the suspension was heated to 110 C and stirred for 3 h. After TLC (petrolieum ether:EtOAc = 20 : 1) showed the reaction was completed, the reaction mixture was cooled back to r.t., diluted with EtOAc (3.0 L) and filtered. The filtrate was concentrated in vacuo to give a crude product, which was purified by silica gel flash chromatography (petroleum ether:EtOAc = 500 : 1 ~ 20 : 1) to give ieri-butyl N-[2-[(3,5-dichloro-2-pyridyl)amino]-5-fluoro- phenyl]-N-methyl-carbamate (190.0 g, 83.2% yield) as a white solid. MS (ESI): 385.9

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Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DING, Xiao; LIU, Yongqiang; SHEN, Hong; SHI, Houguang; TAN, Xuefei; ZHOU, Chengang; ZHOU, Mingwei; (163 pag.)WO2020/64661; (2020); A1;,
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