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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. 31462-58-5, name is 5-Iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Iodopyrimidine
General procedure: To 3-{2-[(tert-butyldimethylsilyl)oxy]ethyl}-13-{4-[5-chloro-2-(lH-l,2,3-triazol- 1 -yl)phenyl]-6-oxo- 1 ,2,3,6-tetrahydropyridin- 1 -yl} -9-methyl-3,4,7, 15-tetraazatricyclo [12.3.1.02’6]octadeca-l(18),2(6),4,14,16-pentaen-8-one was added MeOH (0.7 ml) and cone. HC1 (0.05 ml, 0.60 mmol) and the reaction was stirred for 10 min. The crude product was purified by reverse phase preparative HPLC to yield 13-{4-[5-chloro-2-(lH- 1,2,3-triazol- l-yl)phenyl]-6-oxo- 1,2,3, 6-tetrahydropyridin-l-yl}-3-(2-hydroxyethyl)-9- methyl-3 ,4,7, 15 -tetraazatricyclo[ 12.3.1.02’6] octadeca- 1 ( 18),2(6),4, 14, 16-pentaen-8-one as a white solid (6 mg, 8.22 muiotaetaomicron, 22.2% yield). NMR (500MHz, CD3OD) delta 8.76 – 8.70 (m, 1H), 8.34 – 8.30 (m, 1H), 7.93 – 7.88 (m, 1H), 7.84 – 7.78 (m, 1H), 7.68 – 7.62 (m, 3H), 7.60 (s, 3H), 5.89 – 5.81 (m, 1H), 5.59 – 5.50 (m, 1H), 4.44 – 4.38 (m, 2H), 4.05 – 3.97 (m, 3H), 3.51 – 3.45 (m, 2H), 2.61 – 2.51 (m, 1H), 2.23 – 2.09 (m, 3H), 1.99 – 1.81 (m, 2H), 1.65 – 1.53 (m, 1H), 1.39 – 1.28 (m, 2H), 1.19 – 1.12 (m, 2H), 1.12 – 1.08 (m, 3H). MS(ESI) m/z: 587.5 (M+H)+. Analytical HPLC (Method A): RT = 5.33 min, purity = 96%; Factor XIa Ki = 5.5 nM, Plasma Kallikrein Ki = 140 nM.(9R, 135)- 13- {4- [3 -Chloro-2-fluoro-6-(trifluoromethyl)phenyl]-6-oxo- 1,2,3,6- tetrahydropyridin- 1 -yl} -9-methyl-4-(pyrimidin-5-yl)-3 ,4,7, 15 -tetraazatricyclo[ 12.3.1.026] octadeca- 1(1 8),2,5,14,1 6-pentaen-8-one trifluoroacetate (7.5 mg, 9.85 imol, 18% yield)was prepared according to the procedures described in Example 11 by substituting (2-bromoethoxy)Qert-butyl)dimethylsilane with 5-iodopyrimidine. ?H NMR (500MHz,DMSO-d6) oe 9.58 (s, 1H), 9.39 (s, 2H), 9.19 (s, 1H), 8.80 (s, 1H), 8.68 (d, J=4.9 Hz, 1H),7.85 (t, J=7.8 Hz, 1H), 7.76 (s, 1H), 7.70 (d, J=8.5 Hz, 1H), 7.60 (d, J=4.3 Hz, 1H), 7.266.97 (m, 1H), 5.92 (s, 1H), 5.71 (d, J=8.8 Hz, 1H), 3.97 (br. s., 1H), 3.67 (br. s., 1H), 3.443.36 (m, 1H), 2.73 (br. s., 1H), 2.19 (br. s., 1H), 2.06 (br. s., 1H), 1.76 (br. s., 1H), 1.56(br. s., 1H), 1.34 (br. s., 1H), 0.97 (d, J=6.7 Hz, 3H), 0.69 (br. s., 1H). MS(ESI) m/z:640.1 [M+H]. Analytical HPLC (Method B): RT = 1.84 mm, purity = 99.0%; Factor XIaKi = 5.4 nM, Plasma Kallikrein Ki = 13 nM.
If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 31462-58-5, 5-Iodopyrimidine.
Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DILGER, Andrew, K.; CORTE, James, R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; PABBISETTY, Kumar Balashanmuga; EWING, William, R.; ZHU, Yeheng; WEXLER, Ruth, R.; PINTO, Donald, J.P.; ORWAT, Michael, J.; SMITH II, Leon, M.; WO2015/116882; (2015); A1;,
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