Adding a certain compound to certain chemical reactions, such as: 7149-75-9, name is 4-Chloro-3-methylaniline, belongs to chlorides-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 7149-75-9, Product Details of 7149-75-9
A solution of (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-4-(tert- butoxy)-4-oxobutanoic acid (10 g, 24.30 mmol) and 4-chloro-3-methylaniline (5.16 g, 36.5 mmol) in DCM (150 mL) at 0 °C was treated with DIEA (16.93 ml, 97 mmol) and cooled to °C. After 10 min, HATU (18.48 g, 48.6 mmol) was added portionwise. The reaction mixture was stirred at 0 °C for 1 h and the reaction mixture was partitioned between EA (50 mL) and an aqueous 1 M HCl solution (200 mL). The layers were separated and the organic layer was re-washed with an aqueous 1 M HCl solution (2 x 200 mL) and brine (200 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to 18.7 g (101percent) of Intermediate 17A as a beige solid. LCMS [m/z] calculated for C30H31ClN2O5: 534.2; found 557.2 [M+Na]+, tR=3.01 min (Method 4).1H NMR (400 MHz, DMSO- d6) delta 10.17 (s, 1H), 7.98? 7.78 (m, 3H), 7.78? 7.57 (m, 3H), 7.57? 7.29 (m, 6H), 4.50 (td, J = 8.4, 5.9 Hz, 1H), 4.43? 4.15 (m, 3H), 2.71 (dd, J = 15.9, 5.9 Hz, 1H), 2.55 (dd, J = 16.0, 8.7 Hz, 1H), 2.29 (s, 3H), 1.37 (s, 9H).
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Chloro-3-methylaniline, and friends who are interested can also refer to it.
Reference:
Patent; CELGENE INTERNATIONAL II SARL; YEAGER, Adam; TURNBULL, Philip; ZHANG, Lin; FAN, Junhua; TAMIYA, Junko; STEINBERG, Marcos; FOWLER, Tom; BENELKEBIR, Hanae; PASCERI, Raffaele; IEVA, Maria; GRANT, Kevan; TRAN, Yang; (403 pag.)WO2018/45246; (2018); A1;,
Chloride – Wikipedia,
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