References
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- Suzuki , F. , Kuroda , T. , Tamura , T. , Sato , S. , Ohmori , K. and Ichikawa , S. 1992 . J. Med. Chem. , 35 : 2863
- Suzuki , F. , Kuroda , T. , Kawakita , T. , Manabe , H. , Kitamura , S. , Ohmori , K. , Ichimura , M. , Kase , H. and Ichikawa , S. 1992 . J. Med. Chem. , 35 : 4866
- Coppola , G. M. , Frazer , J. D. , Hardtsmann , G. E. and Shapiro , M. J. 1985 . J. Heterocyclic Chem. , 22 : 193
- Compound 2 (2 mg) was placed on the hot plate and gradually heated. (10 °C/min) The heating rate of 2 was closely monitored.
- Sherlock , M. H. , Kaminski , J. J. , Tom , W. C. , Lee , J. F. , Wong , S. C. , Kreutner , W. , Bryant , R. W. and AcPhail , A. T. 1988 . J. Med. Chem. , 31 : 2108
- Blythin , B. J. and Shue , H. PCT Int. Appl., WO 87 00,752 .
- 1987 . Chem. Abstr. , 106 : 213924
- Overberger , C. G. and Shen , C. M. 1969 . Org. Prep. Proced. , 1 : 1
- To a solution of 6 (398 mg) in ethylene glycol (5 ml) was added formamidine hydrochloride (161 mg, 2 eq.). The whole mixture was heated at 140 °C. No reaction occurred after heating for 12 h.
- Taylor , E. C. and McKillop , A. 1965 . J. Org. Chem. , 30 : 3153
- The known method 1) to 1 from 2 consisted of the chlorination at C-4 of 2 under refluxing in phosphorus oxychloride, the amination at C-4 in aqueous ammonia solution, and the reduction of the nitro group to the diamino compound by treatment with sodium hydrosulfite. Compound 7 could not be chlorinated at C-4 under the same reaction conditions. Therefore, the oxidation of 7 to 2 was needed at this stage.
- Curtin , D. Y. , Kampmeier , J. A. and Farmer , M. L. 1965 . J. Am. Chem. Soc. , 87 : 874
- Horton , R. L. and Murdock , K. C. 1960 . J. Org. Chem. , 25 : 938