Merck + Co., Inc.

David L Hughes

Dalian Zhao

John Y Chung

Edward J Grabowski

Dongwei Cai

Nobuyoshi Yasuda

Thomas R Verhoeven

Paul J Reider

Joseph F Payack

Zhiguo Jake Song

Chunhua Yang

Kevin Michael Belyk

Joseph S Amato

Ian Frank Cottrell

James M McNamara

Regina M Black

Michael Palucki

Dean R Bender

William R Leonard

James J Bergan

Sylvain Levac

A process of synthesizing a compound of the formula 1:

Process of synthesizing binaphthyl derivatives

A novel process is provided for the preparation of 3-(5,6,7,8-tetrahydro-&lsqb;1,8&rsqb;-naphthyridin-2-yl)-propylamine which is useful in the synthesis of &agr;v integrin receptor antagonists. Also provided are useful intermediates obtained from the process.

Process and intermediates to a tetrahydro-&lsqb;1,8&rsqb;-naphthyridine

The present invention is directed to a process for the preparation of the reagent dimethyl titanocene (Cp.sub.2 Ti(CH.sub.3).sub.2) from titanocene dichloride (Cp.sub.2 TiCl.sub.2) and a methyl magnesium halide, in particular, methyl magnesium chloride (CH.sub.3 MgCl). The instant process provides the desired reagent in a manner which is generally less hazardous and more economical than previous methods.

Process for the preparation of dimethyl titanocene

Pyridyl ethylation of lactams

There is disclosed a novel process for preparing aza cyclohexapeptides of the formula ##STR1## where all variables are defined herein.

Process for preparing certain aza cyclohexapeptides

A novel process for preparing 2-diazo-3-trisubstituted silyloxy-3-butenoates, synthons useful in the conversion of 3-substituted-4-acetoxy azetidinones and penicillin to thienamycin, imipenem and other carbapenem antibiotic compounds is provided, comprising the reaction of the appropriate diazo acetoacetate with the substituted silane, base and salt.

Process for the preparation of 2-diazo-3-trisubstituted silyloxy

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;

Process for preparing fibrinogen receptor antagonists

The invention is a highly efficient synthesis for making compounds of the formula: ##STR1## wherein: R.sup.1 is a six member saturated or unsaturated heterocyclic ring containing one or two heterocyclic atoms wherein the heteroatoms are N; or NR.sup.6, wherein R.sup.6 is H or C.sub.1-10 alkyl;

An indole having the formula I: ##STR1## is prepared by a Fischer-Indole reaction employing a mixture of phosphorous pentoxide and methane sulfonic acid as an acid catalyst. The reaction, which is optionally run in a co-solvent, provides 3-unsubstituted indoles in high yields with high regioselectivity. The indole thus prepared is an intermediate in the synthesis of leukotriene biosynthesis inhibitors.

Process for the preparation of 3-unsubstituted indoles using methane

An improved process is described which utilizes tetrachloro-1,4(or 1,2)-quinone as an oxidant in the Doebner-Miller synthesis of 7-chloroquinaldine, a starting material in the preparation of leukotriene antagonists. The process improves yield and eliminates the need of forming a ZnCl.sub.2 complex to isolate the end product.

7-chloroquinaldine synthesis

Disclosed is a process for preparing the R and S enantiomers of a compound of the formula; ##STR1## which comprises; (1) reacting an enzyme with a prochiral diester of the formula ##STR2## where M.sup.1 and M.sup.2 are the same, to produce a chiral monoester of the compound of formula II;

Enzymic process for preparing leukotriene antagonists

This invention relates to a process for preparing 2-(aminoalkylthio)carbapenems. In particular, this invention relates to a process in which a bis(substituted phenyl) phosphorohalidate is used to form an enol phosphate intermediate that can be converted to 2-(aminoalkylthio)carbapenems by reaction with suitable thioalkylamines.

Process for 2-(aminoalkylthio) carbapenems

A simple single step process for preparing alkyl and substituted alkyl esters of amino acids is described. The products are bioactive compounds including compounds useful as antihypertensive agents.

Growing community of inventors

Old Bridge, NJ, United States of America

David L Hughes