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1. WO1999003803 - PROCESS FOR PREPARING AMINOARYLACETYLENES

Publication Number WO/1999/003803
Publication Date 28.01.1999
International Application No. PCT/US1998/014253
International Filing Date 08.07.1998
Chapter 2 Demand Filed 22.01.1999
IPC
C07C 249/02 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
249Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
02of compounds containing imino groups
C07C 251/24 2006.1
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
251Compounds containing nitrogen atoms doubly- bound to a carbon skeleton
02containing imino groups
24having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
CPC
C07C 249/02
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
249Preparation of compounds containing nitrogen atoms doubly-bound to a carbon skeleton
02of compounds containing imino groups
C07C 251/24
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
CACYCLIC OR CARBOCYCLIC COMPOUNDS
251Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
02containing imino groups
24having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
Applicants
  • CATALYTICA PHARMACEUTICALS, INC. [US]/[US] (AL, AM, AT, AU, AZ, BA, BB, BE, BF, BG, BJ, BR, BY, CA, CF, CG, CH, CI, CM, CN, CU, CY, CZ, DE, DK, EE, ES, FI, FR, GA, GB, GE, GH, GM, GN, GR, GW, HU, IE, IL, IS, IT, JP, KE, KG, KP, KR, KZ, LC, LK, LR, LS, LT, LU, LV, MC, MD, MG, MK, ML, MN, MR, MW, MX, NE, NL, NO, NZ, PL, PT, RO, RU, SD, SE, SG, SI, SK, SN, SZ, TD, TG, TJ, TM, TR, TT, UA, UG, UZ, VN, ZW)
  • GRUBER, John, M. [US]/[US] (UsOnly)
Inventors
  • GRUBER, John, M.
Agents
  • CIOTTI, Thomas, E.
Priority Data
08/892,27814.07.1997US
Publication Language English (en)
Filing Language English (EN)
Designated States
Title
(EN) PROCESS FOR PREPARING AMINOARYLACETYLENES
(FR) TECHNIQUE DE PREPARATION DES AMINOARYLACETYLENES
Abstract
(EN) This invention provides a process for preparing aminoarylacetylenes comprising reacting an N-arylmethylidene aminoarylhalide with a terminal acetylene in the presence of a base and a catalyst system comprising a palladium catalyst and a cuprous salt to produce a novel N-arylmethylidene aminoarylacetylene, and hydrolyzing the N-arylmethylidene aminoarylacetylene to the aminoarylacetylene. In one embodiment, the invention provides a process for preparing aminophenylacetylenes comprising reacting an N-benzylidene aminophenylhalide with a terminal acetylene in the presence of a base and the catalyst system to produce a novel N-benzylidene aminophenylacetylene, and hydrolyzing the N-benzylidene aminophenylacetylene to the aminophenylacetylene.
(FR) La présente invention concerne une technique permettant d'obtenir des aminoarylacétylènes, consistant à mettre à réagir un aminoarylhalogénure de N-arylméthylidène avec un acétylène terminal en présence d'une base et d'un système catalyseur comprenant un catalyseur au palladium et un sel cuivreux, de manière à obtenir un nouveau aminoarylacétylène de N-arylméthylidène, puis hydrolyser l'aminoarylacétylène de N-arylméthylidène en aminoarylacéthylène. Dans un des modes de réalisation, l'invention décrit une technique de préparation des aminophénylcétylènes, consistant à mettre à réagir un aminophénylhalogénure de N-benzylidène avec un acétylène terminal en présence d'une base et du système catalyseur, de façon à obtenir un nouveau aminophénylacétylène de N-benzylidène, et hydrolyser ensuite l'aminophénylacétylène de N-benzylidène en aminophénylacétylène.
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