14-01-2021 дата публикации
Номер: US20210009521A1
The invention relates to a process for preparing optically active 4-substituted 1,2,3,4-tetrahydroquinolines comprising enantioselective hydrogenation of the corresponding 4-substituted 1,2-dihydroquinolines in presence of a chiral iridium (P,N)-ligand catalyst. 2: The process according to claim 1 , wherein{'sup': '1', 'sub': 1', '6', '6', '14', '1', '4, 'claim-text': {'sub': 6', '14', '6', '14', '1', '4', '1', '4', '1', '4', '1', '4', '1', '4, 'wherein C-C-aryl in the C-C-aryl-C-C-alkyl moiety is unsubstituted or substituted by one to five substituents selected from the group consisting of halogen, C-C-alkyl, C-C-haloalkyl, C-C-alkoxy and C-C-haloalkoxy'}, 'Ris C-C-alkyl or C-C-aryl-C-C-alkyl,'}{'sup': 2', '3, 'sub': 1', '4, 'Rand Rare the same and are selected from C-C-alkyl,'}{'sup': '4', 'sub': 1', '4', '1', '4', '1', '4', '1', '4, 'Ris C-C-alkyl, C-C-haloalkyl, C-C-alkoxy, C-C-haloalkoxy, phenyl or benzyl,'}n is 0, 1 or 2, and{'sup': '5', 'sub': 1', '6', '1', '6, 'each substituent R, if present, is independently selected from the group consisting of halogen, C-C-alkyl and C-C-haloalkyl.'}3: The process according to claim 1 , wherein{'sup': '1', 'Ris methyl, ethyl or n-propyl,'}{'sup': 2', '3, 'Rand Rare methyl,'}{'sup': '4', 'sub': 1', '4, 'Ris C-C-alkyl,'}n is 0, 1 or 2, and{'sup': '5', 'sub': 1', '6, 'each substituent R, if present, is independently selected from the group consisting of halogen and C-C-alkyl.'}6: The process according to claim 1 , wherein the hydrogenation is conducted using hydrogen gas at a pressure of from 1 to 300 bar.7: The process according to claim 1 , wherein the amount of iridium catalyst used is within the range of from 0.001 mol % to 5 mol % claim 1 , based on the amount of the compound of the formula (II).8: The process according to claim 1 , wherein the hydrogenation is conducted at a temperature within the range of from 20° C. to 130° C.9: The process according to claim 1 , wherein the hydrogenation is conducted in presence of a ...
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