Maleate(2-) → HCID 21279741, compound

Reaction equation

C([O-])(=O)/C=C\C([O-])=[O:5].[F:9][C:10]([F:32])([CH:29]([F:31])[F:30])[CH2:11][N:12]=[C:13]([NH2:28])[NH:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17](OCCCC(N)=N)[N:16]=1.FC(F)(C(F)F)CN=[C:37]=[S:38]>>[F:9][C:10]([F:32])([CH:29]([F:31])[F:30])[CH2:11][N:12]=[C:13]([NH2:28])[NH:14][C:15]1[CH:20]=[CH:19][N:18]=[C:17]([S:38]([CH3:37])=[O:5])[N:16]=1

Participants

Reactant 3

HCID 5288227Maleate(2-)

HCID 212797361,1,2,2-Tetrafluoro-3-isothiocyanatopropane

HCID 21279767HCID 21279767, compound

Product 1

HCID 21279741HCID 21279741, compoundYield 25%

Procedure

maleate, m.p. 182°-184° (yield 25%). The 4-[4-(2-[2,2,3,3-tetrafluoropropyl]guanidino)pyrimid-2-yloxy]butyramidine used as starting material may be prepared as follows. The second, third and fourth parts of Example 34 in European Patent Publication No.30092 were repeated, using 2,2,3,3-tetrafluoropropylisothiocyanate in place of 2,2,2-trifluoroethylisothiocyanate, to give 4-[2-(2,2,3,3-tetrafluoropropyl)guanidino]-2methylsulphinylpyrimidine. Using this intermediate, and 3-cyanopropanol in place of 4-cyanobutanol, the second, third and fourth parts of Example 24 were repeated to give the required starting material.