Production of pyrrolopyrimidines and intermediates therefor

Organic compounds -- part of the class 532-570 series – Organic compounds – Nitrogen attached directly or indirectly to the purine ring...

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544325, C07D23950, C07D23948

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active

054969468

ABSTRACT:
There is provided an improved process for producing novel compounds represented by the general formula: ##STR1## wherein the ring A/ represents a pyrrole ring which may be hydrogenated; X represents an amino, hydroxyl or mercapto group; R.sup.1, R.sup.2 and R.sup.3 each, being the same as or different from the other, represents hydrogen or an alkyl, alkenyl or alkynyl group which may be substituted; R.sup.4 represents OR.sup.5 wherein R.sup.5 represents hydrogen or a hydrocarbon group which may be substituted or NHCH(COOR.sup.6)CH.sub.2 CH.sub.2 COOR.sup.7 wherein R.sup.6 and R.sup.7 each represents hydrogen or a hydrocarbon group which may be substituted; and n represents an integer of 1 to 4, or a salt thereof from compounds represented by the general formula: ##STR2## wherein X, R.sup.1, R.sup.2, R.sup.3, R.sup.4 and n are the same as defined above; Y.sup.1 and Y.sup.2 each represents oxygen or sulfur atom; R.sup.8 and R.sup.9 each, being the same as or different from the other, represents a hydrocarbon group which may be substituted, or salts thereof by an intramolecular ring closure reaction to form a pyrrolopyrimidine ring and, if necessary, reducing pyrrole ring thus formed to pyrroline ring. The compounds are useful as antitumor agents.

REFERENCES:
Akimoto et al.; Chemical Abstracts, vol. 115, entry 15916400 (1991).
Akimoto et al, Chemical Abstracts, vol. 118, entry 213101 (1993).
Ootsu et al, Chemical Abstracts, vol. 119, entry 86017 (1993).
Chemical Berichte, vol. 110, 1977, pp. 1462-1469.
Chemical Abstracts, vol. 112, No. 11, Mar. 12, 1990, p. 815, 99168b.
"Advanced Organic Chemistry" by Mar. pp. 796-797 (1985) Published by John Wiley and Sons.
"Rodds Chemistry of Carbon Compounds" Edited by Coffey, vol. IV, Part A, pp. 329-333, 400-403 (1973).
"The Chemistry of the Carbonyl Group", vol. 2 (1970) Interscience Publishers, pp. 19-20.

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