James H Mcmanus, 86Tifton, GA

6380401, Apr 30, 2002

Oct 23, 2000

09/694190

James McManus - Albany GA
Nicholas Anousis - Albany GA
John Genus - Rock Hill SC
Christopher Hancock - Augusta GA

Merck Co., Inc. - Rahway NJ

C07D30930

549292

Crystalline 3-hydroxylactone-containing products can be prepared in high yield and purity in a one-pot process by treating the corresponding 3,5-dihydroxy acid with a strong mineral acid in a cold, aprotic, water-miscible solvent to effect lactonization, followed by addition of excess acid to effect crystallization of the lactonized product from the reaction mixture.

6525205, Feb 25, 2003

Apr 5, 2002

10/117580

James McManus - Albany GA
Nicholas Anousis - Albany GA
John F. Genus - Rock Hill SC
Christopher Hancock - Augusta GA

Merck Co., Inc. - Rahway NJ

C07D30930

549292

Crystalline 3-hydroxylactone-containing products can be prepared in high yield and purity in a one-pot process by treating the corresponding 3,5-dihydroxy acid with a strong mineral acid in a cold, aprotic, water-miscible solvent to effect lactonization, followed by addition of excess acid to effect crystallization of the lactonized product from the reaction mixture.

7199240, Apr 3, 2007

Dec 2, 2003

10/726091

James W. McManus - Albany GA, US
Bryan G. Kriel - Albany GA, US
Michael Stranberg - Albany GA, US

Merck & Co., Inc. - Rahway NJ

C07D 401/06

544360

Saturated cyclic amines (e. g. , piperazines and piperidines) are reductively alkylated with an N-containing heteroaryl carbaldehyde using an alkylcarboxylic acid and a borohydride to obtain a product comprising an N-((N-containing heteroaryl)methyl)-substituted cyclic amine and one or more borane complexes thereof, after which the product is treated with a catalytic amount of a Pt or Pd catalyst in the presence of an alcohol to cleave the borane complex(es) and thereby afford the N-((N-containing heteroaryl)methyl)cyclic amine free of borane complex. Saturated cyclic amines are also reductively alkylated by adding an N-containing heteroaryl carbaldehyde and the amine to a tetrahydroborate salt-alkylcarboxylic acid-solvent admixture and aging the resulting reaction mixture to obtain an alkylated product substantially free of borane complex.

5245069, Sep 14, 1993

Oct 27, 1992

7/966786

James W. McManus - Leesburg GA

Merck & Co., Inc. - Rahway NJ

C07F 914

558148

This invention relates to a novel process for preparing bis(aryl)phosphorohalidates which are useful in the synthesis of various enol phosphates. The process of this invention provides a means of producing a high-yield, high-purity product without the need for costly crystallization or impractical, high temperature distillations.

5550288, Aug 27, 1996

Nov 14, 1994

8/335806

James W. McManus - Leesburg GA

Merck & Co., Inc. - Rahway NJ

C07C23568
C07C23706

564194

A novel process for the preparation of. alpha. -aminoacylanilides comprises the treatment of the corresponding. alpha. -haloacylanilides with a solution of ammonium carbamate in aqueous ammonia. The process is especially useful in the preparation of certain active cardiac antiarrhythmic agents, such as tocainide.

6191148, Feb 20, 2001

Dec 15, 1999

9/461605

James W. McManus - Albany GA
Nick Anousis - Albany GA
Benjamin Newton Banks - Albany GA
Hui Liu - Greenbrook NJ
Lingwen Zhou - North Brunswick NJ

Merck & Co., Inc. - Rahway NJ

A61K 314439
C07D40112

514341

The present invention describes an improved process for the preparation, isolation, and purification of the anti-ulcer agent omeprazole whereby the sulfide precursor pyrmetazole is reacted subsurfacely with exactly one molar equivalent of meta-chloroperoxybenzoic acid in a chlorinated aliphatic hydrocarbon or aromatic hydrocarbon solvent, such as methylene chloride or toluene; residual organic solvent is removed from the aqueous layer by vacuum distillation; crude product is obtained by reactive crystallization with an alkyl formate or formic acid solution and seeding; and pure product is isolated by recrystallization in methanol-water containing aqueous NaOH by subsurface addition of aqueous acetic acid to pH 9. 0, seeding, filtration, washing, and drying. Omeprazole and compositions of omeprazole containing no chromatographically detectable levels of residual non-alcoholic organic reaction solvent and diminished levels of alcoholic solvent are also described.

4740615, Apr 26, 1988

Oct 29, 1986

6/924393

James W. McManus - Leesburg GA
Larry D. Forshey - Albany GA

Merck & Co., Inc. - Rahway NJ

C07C 9912

562446

A process for the recovery in substantially pure form of an amino acid represented by the formula ##STR1## from an aqueous production mixture by a low pressure temperature gradient chromatographic process is described.

6147103, Nov 14, 2000

Sep 1, 1999

9/387945

Nick Anousis - Albany GA
James W. McManus - Albany GA
Benjamin Newton Banks - Albany GA
Lingwen Zhou - North Brunswick NJ

Merck & Co., Inc. - Rahway NJ

A61K 31415

514394

The present invention describes an improved process for the preparation, isolation, and purification of the anti-ulcer agent omeprazole whereby the sulfide precursor pyrmetazole is reacted subsurfacely with exactly one molar equivalent of meta-chloroperoxybenzoic acid in methylene chloride or toluene solution; residual organic solvent is removed from the aqueous layer by vacuum distillation; crude product is obtained by reactive crystallization with an alkyl formate and seeding; and pure product is isolated by recrystallization in methanol-water containing aqueous NaOH by subsurface addition of aqueous acetic acid to pH 9. 0, seeding, filtration, washing, and drying. Compositions of omeprazole containing no chromatographically detectable levels of residual non-alcoholic organic reaction solvent are also described.