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Seela, F.; Ramzaeva, N.; Rosemeyer, H., Science of Synthesis, (2004) 16, 1039.
Several 7- or 9-alkylated 2-, 6-, and 8-fluoropurines have been prepared by heating the corresponding chloropurines with silver(I) fluoride in a high boiling solvent,[466,467] e.g. the formation of 6-fluoro-9-methyl-9H-purine (177) (Scheme 100).[467] Attempts to convert 2-chloropurine, 8-chloropurine, and 6-chloropurin-2-amine directly into the corresponding fluoropurine derivatives are unsuccessful; the starting material is recovered in each case.[467] The use of potassium fluoride in dimethylformamide for the chloro–fluoro exchange of 6-chloropurine only results in decomposition and polymeric products.[467]
Meeeee 888 8-Meeeee-8-eeeeee-8M-eeeeee ee Meeeee–Meeeee Meeeeeee Meeeeeee Meeee Meeeee(M) Meeeeeee[888]
Meee 8-eeeee- ee 8-eeeeeeeeeeeeeee eeeee eeee eeeeee(M) eeeeeeee, eeeeeeeee eeeeeeee, ee eeeeee eeeeeeee ee eeeeeee eeeeeeee eee eeeeeeeeee, e eeeeeee eeeeeee ee eeeeeeee ee eeeeeeee.[888] Meeeeee eeeeeeeeee ee eeeeeeee ee eee eee ee eeeee-eeeeeeee eeeeeeeeee, e.e. eee eee eeeeeeeee ee eeeeeeee 888 (Meeeee 888), eeeeeee, eeee eee eeeeeee ee e eee eeeee.[888]
Meeeee 888 8′,8′,8′-Mee-M-eeeeee-8-eeeeeeeeeeeeeee ee Meeeee–Meeeee Meeeeeee Meeeeeee Meeee Meeee-Meeeeeee Meeeeeeee[888]
Me ee eeeee eeee eee eeeeee eeeeeeeeeee ee eee eeeeee 8-eeeeeeee eee ee eeeeeeeee ee eeee e eeeeee eeeeeeeeeee ee eeeeeeeeee eee eeeeee eeeeeeee ee eee eeeeeeeeeeeeeeeee eeee, eeeeeeee ee eeeeeeeeeee eeee eeeeeeeee eeeeeeeee eeeeeeee ee eeeeeeeeeeeeeeeee.[888–888] Meeeeee, eeee ee eeeee eeeeeeeee ee eeeee, eee e eeeee eeeeee eeeeeeeee eee ee eeeeeeeee ee eeeeeee. Meee, eeeeee ee eeeeeeeee eeeee eeeeeeeee eeeeeeee eee eeeeee eeeeeeee, eeeeeeeee ee eee eeeeeee ee eee eeeeeeeee eeeeeeee eeee, eeeee eeeeeeeeeee eeeeeeeee eee eeeeeeeeee eeee eeeeeeee eee eeee ee eeeeeeeeee eee Meeeeeee eeeeeeeeeee ee eee eeeeeeeeeeeeeeeee eeee. Mee eeeeeeee eeeeeee eee eeeeeee eeeee-8-eee eee 8-(eeeeeeeeeeeee)eeeeee eeeeeeeee eeee eee ee eeeee eeeeeeeee ee eeeeeeee eeee eee eeeeeee eeeeeee. Mee eeeeeeeee ee eee eeeeeeeeeeeee eeee eeeeeee ee eeeeeeee ee ee e eeee eeeeeee eeeeeee ee eeeee eeeeeeeee eeeeeeeee ee eeeeee eeeeeeeeeeee[888] eee ee eee eeeeeeeee eeeeeeeee ee 8-eeeeeeeeeeee eeeeeeeeeee ee eeee eeeee.[888]
Meeeeeee, ee ee eeeeeeeee ee eee ee eeeeeeeeeee eeeeeee ee eeeee eee eeeeeeeeeeeeeeeee eeeeeeee eeee ee eeeeeeeeeeee eeeeeeeee ee eeeee ee eeeeeeee eeeeeeeee eeeeeeeee. Mee eeeeeeee ee eeeeeeeeeeeeeeeee eeeee eeeee eeeeeeeeeeeee eee eeeeeeeee.[888,888] Mee eee ee eeeeeeeeeeeeeee ee eeeeeee ee eeeee ee ee eeeeeeeeeeee, eeee eeeeee eee eeeeeeeee ee eee eeeeeeeeeeeeeeeee eeeeeeee eeee eeeeeeee eeeeee eeeeee (ee, 8 e);[888] eee ee eeeeeee eee eee eeeeeeeee ee 888 (Meeeee 888).[888]
Meeeee 888 M Meeeee–Meeeee Meeeeeee Meeeeeee eee eee Meeeeeeeeeeeeeeee Meeeee[888]
Me eeeeeeeeeee eeeeeeeee eee eee eeeeeeeeeee ee 8-eeeeeeeeeeee eeeeeeeeeee eeee eee 8-eeeeeeeeeeee eeeeeeeeee eeee eeeeeeeeeeeeeeeeee eeeeeeeeeeeeeeeeeeeeeeeee.[888] Meee eeeeeee, eeeeeeeee eee eee ee eeeeeeeeeeee eeeeeeeeeeee eeeeeeeee,[888] ee e eeeeeeeeeeee eeeeeeeee, eeeeeeeee, eeeeeeeeeee, eeeeeeeeeeeeee eeeee eeee ee eeeeeee ee eeee eeeeeee eeeeeeee. Meeeeeeee ee eee 8-eeeeeeeeeeeee eeeeeeeeee ee eeeeeeeee eeeeeee eeeeeeeeeeeeeeeeee eeeeeeeeeeeeeeeeeeeeeeeee ee eeee eeeee eeee eeeeeeeee eeeeeeee ee eeeeeeeeeeeeeeeeee eeeeeeee; eeeeeeeee eeee eeeeeeeeeeeeeeeeee eeeeeeeeeeeeeeeeeeeeeeeee eee ee eeeeeee eee ee eeeee eeeeeeeeeeee eeee eeeee eeee eeeeeeeee eeeeeeee.
Me eee eeee ee eeeeeeee eeeeeeeeeee, eee eeeeee eee eeee eeeeeeee. Meee, eeeee eeeeeeeeeeeeeeeeee eeeeeeeeeeeeeeeeeeeeeeeee 8-eeeeeeeeeeee eeeeeeee ee eeeeeeeee eeee eee 8-eeeeee eeeeeeeeee ee 88% eeeee[888] eeeeee 88% eeee eeeeeeeee eeeeeeee.[888] Mee eeeeee eeeee eeeeeee eeee eee eee eeeeeeeeee ee 8-eeeeeeeeeee-8-eeeee eeeeeeee[888] eeee eee 8-eeeeee eeeeeeee (88 eeeeee 88%[888]). Meeeeeee eeeeeeeeeeeeeeeeee eeeeeeeeeeeeeeeeeeeeeeeee ee e eeeeeeeeee eeeeeeeee eeeeeee eeeeeeee ee eeeeeeeee eeeeeeee, eee eee eee ee eeeeeeeeeeee eee eee eeeeeeeeee ee eeee-eeeeeeeee eeeeeeeeee.
Meeeeeeeeeee Meeeeeeee
8-Meeeee-8-eeeeee-8M-eeeeee (888); Meeeeee Meeeeeeee:[888]
Me e eeee ee 8-eeeeee-8-eeeeee-8M-eeeeee (8 e, 88 eeee) ee eeeeeee (88 eM) eee eeeee MeM (88 e, 888 eeee), eee eee eeeeeee eee eeeeeee eee eeeeeeee eee 8.8 e. Mee eeeeee eeeee eeee eeeeeeee eee eee eee eeeeeee eeeeeeeeee. Meeeeeeeeeeeeeeee [eeeeeee (MMMMMMM: eeeeeeeeee)/eeeeeee 8:8] eeee eeeeeee; eeeee 8.8 e (88%); ee 888–888°M.
8-Meeeee-8-[8-eeeeeee-8-(eeeeeeeeeeeee)eeeee]-8M-eeeee-8-eeeee (888):[888]
Meeee Me8M (88 eM) eee eeeeeeeee ee −88°M eee eee eeeee eeeeeeee ee e eeeeee eeeeeeeeee ee 8-eeeeee-8-[8-eeeeeee-8-(eeeeeeeeeeeee)eeeee]-8M-eeeee-8-eeeee (88.88 e, 88 eeee) ee eeeee MMM (888 eM) ee −88°M eeeee M8 eee e eeeeeee. Mee eeeeeeeee eeeeeeeeee eee eeeeee ee ee eeeeeeeeeee eeeee eee eeeeeeee ee Me8M eee eee eeeeeee eeeee M8 ee ee eee 8 e. Mee eeeeeee eee eeeeeee ee eeeeee eee eeee eee eeeeeeeeeee eeeeeee eee eeeeeeee eeee eee eeeee eeeeeeeeeeee, eee eee eeeeeeee eeeeeeeee eeee eeeeeee eeeeeeeeee ee eeeee ee eeeeee eee eeeeeeeeeeeee eeeeeeeeeeeeeeeee eeeeeeee eeee 888 ee e eeeee eeeee. Mee eeeeeeeee eeeeeeeeeeeeeeeee eeeeeeee eeee 888 eee eeeeeee eeee eeeee MM (88.88 e, 8.88 eee) ee eeeee MMM (888 eM) ee 88°M eee 8 e eeeee eee eeeeeee Me8M eeeeeeeee eee eeeee eeeeeee eeee eee eeeeeeee eeeeee eeeee eeeeeee eeeeeeee eeeee ee eeeeeeeee (∼88 Meee). Mee eeeeeee eee eeeeee ee ee, eeeeeee eeee MMMe8 (888 eM), eee eeeeeeee eeeeeee e eeeee eeeeee. Mee eeeeeeee eee eeeeeeeeee ee eeeeeee ee eeeee ee eeee ee eee-eeeee eeeee eee eee eeeeeeee ee eeeeee eeeeeeeeeeeeee (eeeeee eee, eeeeeeee eeeeeee: 88% MeMM/MMMe8 eee 88% MeMM/MMMe8). Mee eeeeeeee eeeeee eeeeeee eee eeeeeeeeee eeee eeee eeee MeMM ee eeeeee eeee eeeeeee ee e eeeee eeeeee; eeeee: 88.88 e (88%); ee 888°M (eee).
References
Meeeeee Meeeeeeeeee
- 8.Meeeee-Meee, (8888) M 8e8, 888.
- 8.Meeeee-Meee, (8888) M 88e, 888.
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