Method for preparing 7-oxabicycloheptyl substituted bromooxazole

Details Method for preparing 7-oxabicycloheptyl substituted bromooxazole Method for preparing 7-oxabicycloheptyl substituted bromooxazole

1992-08-12

1993-11-09

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549263, C07D41304

Patent

active

052604497

ABSTRACT:
A method is provided for preparing bromooxazole intermediates of the structure ##STR1## wherein a vinyl compound of the structure ##STR2## wherein X.sup.1 and X.sup.2 are independently H and Br, is treated with a metal halide such as cupric bromide, and a base such as 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU). The resulting bromooxazole may be hydrolyzed and hydrogenolyzed to the final anti-thrombotic-anti-vasospastic compounds.

REFERENCES:
patent: 2490424 (1949-12-01), Ferguson
patent: 5100889 (1992-03-01), Misra et al.
patent: 5158967 (1992-10-01), Hall
Misra et al, "Thromboxane Receptor Antagonist BMS-180291: A New Pre-Clinical Lead," Bioorganic and Medicinal Chemistry, vol. 2, No. 1, pp. 73-76, 1992.

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