Preparation of 2-amino-3-cyano-5-dialkoxymethylpyrazines and int

Details Preparation of 2-amino-3-cyano-5-dialkoxymethylpyrazines and int Preparation of 2-amino-3-cyano-5-dialkoxymethylpyrazines and int

1985-09-16

1988-02-16

Daus, Donald G.

Organic compounds -- part of the class 532-570 series

Organic compounds

Nitrogen attached directly or indirectly to the purine ring...

544336, 544407, C07D40304

Patent

active

047256893

ABSTRACT:
2-Amino-3-cyano-5-dialkoxymethylpyrazine derivatives of the general formula III ##STR1## where R.sup.1 and R.sup.2 are each hydrogen or a protective group usually employed for amino groups and R.sup.5 and R.sup.6 are each alkyl of 1 to 4 carbon atoms, or together form an ethylene or propylene radical which is unsubstituted or substituted by methyl, are prepared starting from a novel 3-halomethyl-5-dihalomethyl-2-aminopyrazine derivative of the formula IV ##STR2## where X is Cl or Br, via a novel intermediate of the general formula I ##STR3## where R.sup.3 is --CH.sub.2 --O--CO--CH.sub.3 (a), --CH.sub.2 OH (b), ##STR4## or --C.tbd.N (d) and R.sup.4 is --CHCl.sub.2 or --CHBr.sub.2 or, where R.sup.1 and R.sup.2 are each a protective group, R.sup.4 may furthermore be ##STR5##

REFERENCES:
patent: 4267327 (1981-05-01), Cozzi et al.
E. C. Taylor et al, J. Org. Chem., vol. 43, No. 4, 1978, p. 736.
E. C. Taylor et al, J. Org. Chem. 45, 1980, pp. 2485 to 2489.
E. C. Taylor et al, J. Org. Chem. 46, 1981, pp. 1394 to 1402.
E. J. Corey et al, Tetrahedron Letters, No. 31, pp. 2647 to 2650.
Georg Thieme Verlag, Stuttgart, 1962, pp. 728, 731, 748.

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