6-and 8-hydroxy-3, 4-dihydro-3-(dipropylamino)-2H-1-benzopyrans. Dopamine agonists with autoreceptor selectivity

…, HA DeWald, ES Hawkins, DM Reynolds…

Index: Wise, Lawrence D.; DeWald, Horace A.; Hawkins, Elma S.; Reynolds, Donna M.; Heffner, Thomas G.; et al. Journal of Medicinal Chemistry, 1988 , vol. 31, # 3 p. 688 - 691

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Citation Number: 28

Abstract

The syntheses of target compounds 4 and 5 are outlined in Scheme I. The requisite 6-and 8- methoxy-3, 4-dihydrc-Wl-bempyran-3-ones, 9 and 15, respectively, were prepared by the general method of Gupta et al.? and Rene and Royer. 8 Briefly, treatment of the appropriately substituted dicylaldehydes 6 and 12 with acrylonitrile and 1, 4-diazabicyclo [2.2. 2] octane (Dabco) afforded nitriles 7 and 13, which in tum were hydrolymd to 3- ...