6-(4-Aminophenyl)hex-5-yn-1-ol → 6-((3-((4-(6-Hydroxyhex-1-yn-1-yl)phenyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944898Notes

Reaction equation

HRID 1944898 reaction equation
OCCCCCCCCN[C:11]([C:13]1[CH:14]=[C:15]([S:19]([C:22]2[CH:23]=[C:24]3[C:29](=[C:30]([CH3:32])[CH:31]=2)[N:28]=[CH:27][C:26]([C:33]([NH2:35])=[O:34])=[C:25]3[NH:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([O:43][CH3:44])[CH:38]=2)(=[O:21])=[O:20])[CH:16]=[CH:17][CH:18]=1)=[O:12].[NH2:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]#[C:53][CH2:54][CH2:55][CH2:56][CH2:57][OH:58])=[CH:48][CH:47]=1>>[OH:58][CH2:57][CH2:56][CH2:55][CH2:54][C:53]#[C:52][C:49]1[CH:48]=[CH:47][C:46]([NH:45][C:11]([C:13]2[CH:14]=[C:15]([S:19]([C:22]3[CH:23]=[C:24]4[C:29](=[C:30]([CH3:32])[CH:31]=3)[N:28]=[CH:27][C:26]([C:33]([NH2:35])=[O:34])=[C:25]4[NH:36][C:37]3[CH:42]=[CH:41][CH:40]=[C:39]([O:43][CH3:44])[CH:38]=3)(=[O:20])=[O:21])[CH:16]=[CH:17][CH:18]=2)=[O:12])=[CH:51][CH:50]=1

Participants

3

Reactant 2

HCID 112292476-(4-Aminophenyl)hex-5-yn-1-olHCID 669880286-[[3-[(8-Hydroxyoctyl)carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

Product 1

HCID 669882776-((3-((4-(6-Hydroxyhex-1-yn-1-yl)phenyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

Procedure

The title compound was synthesized in a manner analogous to that described for Intermediate 70, using Intermediate 48 in place of 8-aminooctanol. ES/MS calcd. for C37H35N4O6S+ 663.2. Found m/z=663.3 (M+H)+.

Sources & evidence

ORD record
ord-4388bf19ad7f426d9e9fcd962e69ed2b
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

Loading…