Adding a certain compound to certain chemical reactions, such as: 1004-39-3, 4,6-Diaminopyrimidine-2-thiol, 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, 1004-39-3, blongs to pyrimidines compound. SDS of cas: 1004-39-3
(R)-N-(2-(5-(4-(1-((4,6-diaminopyrimidin-2-yl)thio)ethyl)-5-methylthiazol-2-yl)-2- methoxyphenoxy)ethyl)methanesulfonamide (10R) and (S)-N-(2-(5-(4-(1-((4,6- diaminopyrimidin-2-yl)thio)ethyl)-5-methylthiazol-2-yl)-2- methoxyphenoxy)ethyl)methane-sulfonamide (10S)A mixture of crude chloride F from previous step and 4,6-diamino-2-mercaptopyrimidine (112 mg, 0.86 mmol) in DMF (5 mL) was stirred at 80 C for 1 h. The solution was cooled, concentrated in vacuo and purified by flash column chromatography over silica gel (25: 1 dichloromethane: methanol) to give the couple of enantiomers 10R and 10S (178 mg, 0.35 mmol, ee 40% of 10R, 61% total yield in two steps) as a white solid. Recrystallization of the enantiomers with MeOHacetone solvent system gave the 10R with >93% ee. NMR (500 MHz, Acetone-d6) delta 7.55 (d, J= 2.0 Hz, 1H), 7.48 (dd, J= 8.5, 2.0 Hz, 1H), 7.06 (d, J= 8.5 Hz, 1H), 6.26 (br s, 1H), 5.60 – 5.55 (m, 4H), 5.37 (s, 1H), 5.30 (q, J= 7.0 Hz, 1H), 4.23 (t, J= 5.5 Hz, 2 H), 3.89 (s, 3H), 3.58 (dt, J= 5.5, 5.5 Hz, 2H), 3.05 (s, 3H), 2.52 (s, 3H), 1.74 (d, J= 7.0 Hz, 3H); 13C NMR (125 MHz, DMSO-d6) delta 168.0, 163.5 (2), 162.9, 153.6, 150.6, 147.8, 126.6, 126.2, 119.5, 1 12.3, 110.4, 79.0, 67.9, 55.7, 41.9, 36.1, 30.7, 22.2, 11.2; HRMS-ESI (m/z) [M+H]+ calcd for C20H26N6O4S3 H, 511.1256; found 51 1.1259; 10R [a]19D = +340.0 (c = 0.12 acetone) (ee = 93%).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1004-39-3, its application will become more common.
Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; RADU, Caius G.; LI, Zheng; GIPSON, Raymond M.; WANG, Jue; SATYAMURTHY, Nagichettiar; LAVIE, Arnon; MURPHY, Jennifer M.; NATHANSON, David A.; JUNG, Michael E.; WO2015/23776; (2015); A2;,
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