Application of 29026-74-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 29026-74-2 name is 2-Isopropoxyaniline, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
General procedure: Ethyldiisopropylamine (EDIPA) (0.326 mL, 1 .87 mmol, 1 .0 eq) was added to a solution of 2-(2-chloroethanamido)benzoic acid (0.400 g, 1 .87 mmol) at 25C in dioxane (10 mL) and stirred for 2 minutes before the dropwise addition of phosphorous trichloride (0.309 mL, 2.25 mmol, 1 .2 eq). After 5 minutes of stirring, O-isopropoxyaniline (0.31 1 g, 2.06 mmol, 1 .1 eq) was added, and the resulting mixture was heated to 70C and stirred for an additional 6 hours. Upon completion, the reaction was carefully quenched with saturated aqueous NaHC03, diluted with water, and extracted 3 times with EtOAc. The combined organic layers were dried (Na2SO4), concentrated, and the crude material was purified by combi flash 0 to 50% EtOAc in hexanes to provide 2-(chloromethyl)-3-(2-isopropoxyphenyl)quinazolin-4(3H)-one (333 mg, 54% yield).1H NMR (400 MHz, CDCI3): delta 8.32 p.p.m. (m, 1H), 7.89 (m, 1H), 7.54 (m, 1H), 7.38 (dd, J1=7.7, J2=1.6, 1H), 7.11 (m, 1H), 4.58 (hept, J= 1.5 Hz, 1H), 4.38 (d, J=12 Hz, 1H), 4.19 (d, J=12 Hz, 1H), 1.26 (d, J=6.1, 3H), 1.17 (d, J=6.1, 1H), 13C NMR (125 MHz): delta 161.6, 153.0, 152.4, 147.2, 134.5, 131.1, 130.8, 127.6, 127.5, 127.3, 125.3, 121.4, 121.0, 114.3, 71.2, 43.7, 22.2, 21.8; HRMS (m/z): [M+] calculated for C18H17CIN2O2 328.79, found 329.1
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Isopropoxyaniline, and friends who are interested can also refer to it.
Reference:
Patent; THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK; STOCKWELL, Brent R.; WELSCH, Matthew; YANG, Wan Seok; WO2014/11973; (2014); A2;,
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