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. 302964-08-5, name is 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-((6-Chloro-2-methylpyrimidin-4-yl)amino)-N-(2-chloro-6-methylphenyl)thiazole-5-carboxamide
EXAMPLE 1; Preparation of the Compound of Formula (II); In a 50 mL round bottomed flask equipped with a magnetic stirrer, condenser, Ar inlet, temperature controller (J-Kem) and heating mantle was introduced compound (1) (1.0 g, 2.53 mmoles, HPLC 95.28%), N-methylpyrrolidone (6.5 mL), piperazine (0.26 g, 3.043 mmoles, 1.2 eqs) and diisopropylethylamine (0.88 mL, 5.072 mmoles, 2 eqs). The suspension was heated at 120 C. for 45 min (HPLC showed 56.3% (II), 21.1% (2) and 0.6% of starting (1)). The mixture was cooled at r.t. and diluted slowly with water (27.8 mL) to precipitate the product. The solid was collected by filtration and rinsed with water (14 mL). The solid collected showed only 45.2% of (II) along with 31.4% (2)). A white solid also crystallized out of the filtrate. The material was collected by filtration and dried under high vacuum at 40 C. for 16 hrs to give 0.22 g (0.49 mmole, 19.6% yield) of (II) as a white solid (HPLC 86.9%). HPLC system. Column; Luna C-18, 4.6×75 mm, 3 u Mobile phase A; 100% H2O+0.05% TFA Mobile phase B; 100% CH3CN+0.05% TFA Gradient; 1% B to 95% B in 15 min, hold 95% B for 2 min Flow Rate; 1 mL/min Inj. Volume; 5 uL Detection; 255 nm Column temperature; 25 C. Retention times; (II) (7.04 min), (2) (9.70 min), (1) (10.73 min). 1H NMR (400 MHz, DMSO-d6) delta 9.85 (s, 1H), 8.20 (s, 1H), 7.39 (d, 1H, Ph, J=7.6 Hz), 7.28 (d, 1H, Ph, J=7.1 Hz), 7.24 (t, 1H, Ph, J=7.7 Hz), 6.01 (s, 1H), 3.43 (m, 4H, piperazine), 2.73 (m, 4H, piperazine), 2.39 (s, 3H, CH3), 2.23 (s, 3H, CH3) ES+ MS m/z (rel. intensity) 444 (MH+, 100)
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Reference:
Patent; Arora, Vinod Kumar; Christopher, Lisa Joy; Cui, Donghui; Li, Wenying; US2006/211705; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia