IP Library Granted Patent US 7,847,095
Granted Patent B2
US 7,847,095 · App. 10/511,691 · Granted Dec 7, 2010

Process for 5-[[2(r)-[1(r)-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3(s)-(4-fluorophenyl)-4-morpholinyl]methyl]-1,2-dihydro-3h-1.,2,4-triazol-3-one

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Quick Facts
Patent No.
US 7,847,095
App. No.
10/511,691
Granted
Dec 7, 2010
Kind
B2
Abstract

The present invention is concerned with a novel process for the preparation of the compound 5-[[2(R)-[1(R)-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3(S)-(4-fluorophenyl)-4-morpholinyl]methyl]-1,2-dihydro-3H-1,2,4 -tria-zol-3-one. This compound is useful as a substance P (neurokinin-1) receptor antagonist. In particular, the compound is useful e.g., in the treatment of psychiatric disorders, inflammatory diseases and emesis.

Claims (14)

1. A process for preparing a compound of the formula 1a:

comprising:

reacting the hydrochloride salt of a compound of formula 2a:

in the presence of:

potassium carbonate;

toluene; and

dimethylsulfoxide;

with a compound of the formula 3:

to produce a compound of the formula 4a:

washing the compound of formula 4a with an aqueous salt solution;

drying;

and cyclizing the compound of formula 4a at a temperature of 140-150° C. to give the compound of formula 1a.

2. The process of claim 1 wherein the aqueous salt solution contains at least one compound selected from the group consisting of: KCl, KHCO 3 , K 2 CO 3 , Na 2 CO 3 , NaHCO 3 and NaCl.

3. The process of claim 2 wherein the aqueous salt solution contains KCl.

Assignments (6)
MERGER Recorded Aug 8, 2022
From: MERCK SHARP & DOHME CORP.
To: MERCK SHARP & DOHME LLC
Reel/Frame 061102/0145 →
CHANGE OF NAME Recorded Aug 29, 2012
From: SCHERING CORPORATION
To: MERCK SHARP & DOHME CORP.
Reel/Frame 028866/0511 →
MERGER Recorded Aug 27, 2012
From: MERCK SHARP & DOHME CORP.
To: SCHERING CORPORATION
Reel/Frame 028850/0515 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2010
From: HANDS, DAVID
To: MERCK SHARP & DOHME LIMITED
Reel/Frame 024552/0843 →
CHANGE OF NAME Recorded Jan 27, 2010
From: MERCK & CO., INC.
To: MERCK SHARP & DOHME CORP.
Reel/Frame 023852/0595 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 2, 2009
From: HUFFMAN, MARK; KABA, MAHMOUD S.; PAYACK, JOSEPH F.
To: MERCK & CO., INC.
Reel/Frame 023453/0198 →