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Thieno[3,2-d]pyriMidine, 2-chloro-7-Methyl-4-(4-Morpholinyl)- synthesis

3synthesis methods
-

Yield:35265-88-4 95%

Reaction Conditions:

in methanol;

Steps:

3 4-(2-Chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholino VI

Example 3
4-(2-Chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholino VI
A mixture of 2,4-dichloro-7-methylthieno[3,2-d]pyrimidine VII (90 g, 0.411 mol) and methanol (900 mL) was cooled to 10° C. Morpholine (89.5 g, 1.03 mol) was added while maintaining the temperature below 15° C.
The reaction mixture was stirred for 2 h and then cooled to 5° C. and stirred for additional 1 h.
The solid was collected by filtration, washed with water (450 mL) and dried under reduced pressure at 50° C. for 24 h to afford 4-(2-chloro-7-methylthieno[3,2-d]pyrimidin-4-yl)morpholino VI as a white solid (105 g, 95% yield).
1H NMR (400 MHz, CDCl3) δ 7.94 (s, 1H), 3.95-3.86 (m, 4H), 3.80-3.71 (m, 4H), 2.9 (s, 3H); LCMS (ESI pos) m/z [M+H] 270

References:

US2014/100366,2014,A1 Location in patent:Page/Page column