The origin of a common compound about 4,5-Difluoro-2-iodoaniline

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Difluoro-2-iodoaniline, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 847685-01-2, name is 4,5-Difluoro-2-iodoaniline, 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 847685-01-2, Recommanded Product: 847685-01-2

General procedure for the synthesis of lH-indole-2-carboxylic acid AA mixture of the appropriate ort/zo-iodoaniline (5 mmol), pyruvic acid (1.04 mL, 15 mmol), DABCO (1.683 g, 15 mmol) and Pd(OAc)2 (56 mg, 0.25 mmol) in dry DMF (15 mL) was degassed 3 times and then was stirred at 105C for 16 h. The mixture was cooled to room temperature, neutralized with 10% aqueous hydrochloric acid and extracted with EtOAc (3×15 mL). The combined organic phases were washed with brine, dried over anhydrous Na2S04, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography using 95/5 EtOAc/MeOH and recrystallized from EtOH to yield the IH- indole-2-carboxylic acid.5,6-difluoro-l//-indoIe-2-carboxylic acid Al Yield = 43%, pale grey powder. Mp = 292-293C. NMR (600 MHz, DMSO-c/6): delta 13.11 (bs, 1H), 11.97 (bs, 1H), 7.66 (dd, J = 10.8 Hz, 8.4 Hz, 1H), 7.33 (dd, J = 10.8 Hz, 6.6 Hz, 1H), 7.09 (d, J= 1.2 Hz, 1H). 13C NMR (150 MHz, CDC13 + DMSO-^): delta 162.5, 148.9 (dd, J = 242 Hz, 16 Hz), 146.2 (dd, J = 237 Hz, 16 Hz), 132.3 (d, J – 11 Hz), 129.5 (d, J = 4 Hz), 121.8 (d, J= 8 Hz), 107.4, 107.3 (d, J= 19 Hz), 99.5 (d, J= 22 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4,5-Difluoro-2-iodoaniline, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF BRITISH COLUMBIA; SIMON FRASER UNIVERSITY; REINER, Neil E.; FINLAY, Barton B.; BRUNHAM, Robert C.; TCHERKASSOV, Artem; FOSTER, Leonard J.; MCMASTER, William R.; SEE, Raymond H.; ZORAGHI, Roya; HSING, Michael M. K.; BYLER, Kendall G.; AXERIO-CILIES, Peter J.; BAN, Fuqiang; KUMAR, Nag; MOREAU, Anne; LABRIERE, Christophe; YOUNG, Robert N.; WO2012/51708; (2012); A1;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com