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1. WO2013066734 - PROCESS AND INTERMEDIATES FOR THE PREPARATION OF 3-AMINO-4-CYCLOBUTYL-2-HYDROXYBUTANAMIDE AND SALTS THEREOF

Publication Number WO/2013/066734
Publication Date 10.05.2013
International Application No. PCT/US2012/062025
International Filing Date 26.10.2012
IPC
C07C 69/74 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
69Esters of carboxylic acids; Esters of carbonic or haloformic acids
74Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
CPC
C07C 227/08
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
227Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
04Formation of amino groups in compounds containing carboxyl groups
06by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
08by reaction of ammonia or amines with acids containing functional groups
C07C 229/28
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
229Compounds containing amino and carboxyl groups bound to the same carbon skeleton
02having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
28the carbon skeleton being saturated and containing rings
C07C 231/12
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
231Preparation of carboxylic acid amides
12by reactions not involving the formation of carboxamide groups
C07C 253/16
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
253Preparation of carboxylic acid nitriles
16by reaction of cyanides with lactones or compounds containing hydroxy groups or etherified or esterified hydroxy groups
C07C 2601/04
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
2601Systems containing only non-condensed rings
04with a four-membered ring
C07C 269/04
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
269Preparation of derivatives of carbamic acid, i.e. compounds containing any of the groups , the nitrogen atom not being part of nitro or nitroso groups
04from amines with formation of carbamate groups
Applicants
  • MERCK SHARP & DOHME CORP. [US]/[US]
  • WU, George, G. [US]/[US] (NZ, US)
  • ITOH, Tetsuji [JP]/[US] (NZ, US)
  • MCLAUGHLIN, Mark [GB]/[US] (NZ, US)
  • LIU, Zhijian [CN]/[US] (NZ, US)
  • QIAN, Gang [CN]/[US] (NZ, US)
Inventors
  • WU, George, G.
  • ITOH, Tetsuji
  • MCLAUGHLIN, Mark
  • LIU, Zhijian
  • QIAN, Gang
Common Representative
  • MERCK SHARP & DOHME CORP.
Priority Data
61/553,37031.10.2011US
Publication Language English (EN)
Filing Language English (EN)
Designated States
Title
(EN) PROCESS AND INTERMEDIATES FOR THE PREPARATION OF 3-AMINO-4-CYCLOBUTYL-2-HYDROXYBUTANAMIDE AND SALTS THEREOF
(FR) PROCÉDÉ ET INTERMÉDIAIRES POUR LA PRÉPARATION DE 3-AMINO-4-CYCLOBUTYL-2-HYDROXYBUTANAMIDE ET DE SELS DE CE COMPOSÉ
Abstract
(EN)
The present invention relates to synthetic processes useful in the preparation of a compound of Formula (I), and salts thereof. Compounds of Formula (I) and salts thereof have application in the preparation of inhibitors of the hepatitis C virus, such as (1R,5S)-N-[3-amino-1-(cyclobutylmethyl)-2,3-dioxopropyl]-3-[2(S)-[[[(1,1-dimethylethyl)amino]carbonyl]amino]-3,3-dimethyl-1-oxobutyl]-6, 6-dimethyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide. The present invention also encompasses intermediates useful in the disclosed synthetic processes and the methods of their preparation.
(FR)
L'invention concerne des procédés de synthèse utiles pour la préparation d'un composé représenté par la formule (I) et de sels de ce composé. Les composés de formule (I) et leurs sels conviennent pour la préparation d'inhibiteurs du virus de l'hépatite C, tels que (R,5S)-N-[3-amino-1-(cyclobutylméthyl)-2,3-dioxopropyl]-3-[2(S)-[[[(1,1-diméthyléthyl)amino]carbonyl]amino]-3,3-diméthyl-1-oxobutyl]-6, 6-diméthyl-3-azabicyclo[3.1.0]hexan-2(S)-carboxamide. L'invention concerne également des intermédiaires utilisés pour les procédés de synthèse précités et leurs procédés de préparation.
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