2-Chloro-5-nitroquinoline → 3,4,5-Trifluoro-N-{2-[(R)-1-(2-methoxy-phenyl)-ethylamino]-quinolin-5-yl}-benzenesulfonamide

HRID 1170137Notes

Reaction equation

HRID 1170137 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](Cl)=[N:9]2)([O-])=O.[F:15][C:16]1[CH:17]=[C:18]([S:24](Cl)(=[O:26])=[O:25])[CH:19]=[C:20]([F:23])[C:21]=1[F:22].[CH3:28][O:29][C:30]1[CH:38]=[CH:37][CH:36]=[CH:35][C:31]=1[C@H:32]([NH2:34])[CH3:33]>>[F:15][C:16]1[CH:17]=[C:18]([S:24]([NH:1][C:4]2[CH:13]=[CH:12][CH:11]=[C:10]3[C:5]=2[CH:6]=[CH:7][C:8]([NH:34][C@@H:32]([C:31]2[CH:35]=[CH:36][CH:37]=[CH:38][C:30]=2[O:29][CH3:28])[CH3:33])=[N:9]3)(=[O:26])=[O:25])[CH:19]=[C:20]([F:23])[C:21]=1[F:22]

Participants

4

Reactant 3

HCID 3192512-Chloro-5-nitroquinolineHCID 853083(R)-1-(2-Methoxyphenyl)ethanamineHCID 27788583,4,5-Trifluorobenzenesulfonyl chloride

Product 1

HCID 684368273,4,5-Trifluoro-N-{2-[(R)-1-(2-methoxy-phenyl)-ethylamino]-quinolin-5-yl}-benzenesulfonamide

Procedure

The title compound, MS: m/e=488.3 (M+H+), was prepared in accordance with the general method of example 61 from 5-nitro-2-chloroquinoline, 3,4,5-trifluorobenzenesulfonylchloride and (R)-2-methoxy-alpha-methylbenzylamine.

Sources & evidence

ORD record
ord-0f952d4de500425c9771ffff848e145e
Source dataset
uspto-grants-2010_11
Patent number
US07825253B2

Reaction notes

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