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US 5,312,923 AGranted
Process for preparing fibrinogen receptor antagonists
AssigneeMerck & Co., Inc.
InventorsJohn Y. L. Chung, David L. Hughes, Dalian Zhao
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Abstract
The invention is a highly efficient synthesis for making compounds of the formula: ##STR1## wherein: R.sup.1 is a six membered saturated or unsaturated heterocyclic ring containing one or two heteroatoms wherein the heteroatoms are N; or NR.sup.6, wherein R.sup.6 is H or C.sub.1-10 alkyl; m is an integer from two to six; and R.sup.4 is aryl, C.sub.1-10 alkyl, or C.sub.4-10 aralkyl.
Claims3
A process for preparing compounds of the following formula:
- ##STR18## wherein:
- R.sup.1 is a six member saturated or unsaturated heterocyclic ring containing one or two heteroatoms wherein the heteroatoms are N;
- or NR.sup.6, wherein R.sup.6 is C.sub.1-10 alkyl;
- m is an integer from two to six;
- and
- R.sup.4 is aryl, C.sub.1-10 alkyl, or C.sub.4-10 aralkyl,
- according to the process steps whereby ##STR19## methylated R.sup.1 is reacted with nBuLi, before quenching with a straight chain alkyl group having Br at one end and OR at the other end, to yield (2), wherein R is tetrahydropyran;
- ##STR20## (2) is aged, first in hydrogen chloride gas in ethanol, and then neutralized in triethylamine/tetrahydrofuran and to yield (3);
- and ##STR21## a solution of (4) and Ph.sub.3 P in THF is combined with (3) and (iPrO.sub.2 CN).sub.2 in THF to yield (5) after ester hydrolysis.
6 more elements
Dependencies are inferred from the claim text.