Electric Literature of 157590-59-5, 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. 157590-59-5 name is 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine, 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.
Step 1: Synthesis of 4-[6-chloro-5-(trifluoromethyl)-lH-l,3-benzodiazol-2- yl]butan-l-ol [0593] 4-chloro-5-(trifluoromethyl)benzene-l,2-diamine (5.00 g, 23.74 mmol) was dissolved in HC1 solution (4 M solution) (18.85 ml) at r.t. and delta-valerolactone (2.62g,26.12 mmol) was added slowly. The reaction was heated to 135 C for 2 hrs then slowly cooled to r.t. The reaction was quenched by the addition of sat. NaHC03 solution (200 ml) to pH 8. The mixture was extracted with EtOAc (3 x 150 ml) and the combined organic layers were dried over Na2S04, filtered and concentrated in vacuo to give the crude product as a brown solid which was triturated with ether (100 ml) to give the pure product (5.88 g,84%): MS (ESI+) for Ci2Hi2ClF3N20 m/z 293.4 [M+H]+; LC purity 90% (ret. time, 1.49 min); 1H NMR (250 MHz, CHLOROFORM-d) delta ppm 1.39 – 1.72 (2 H, m), 1.71 – 1.94 (2H, m), 2.87 (2 H, t, 7=7.61 Hz), 3.58 (2 H, t, 7=6.09 Hz), 7.42 – 7.96 (2H, m).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-5-(trifluoromethyl)benzene-1,2-diamine, and friends who are interested can also refer to it.
Reference:
Patent; EPIZYME, INC.; OLHAVA, Edward James; CHESWORTH, Richard; KUNTZ, Kevin, Wayne; WO2012/75492; (2012); A2;,
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