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

HRID 1944899Notes

Reaction equation

HRID 1944899 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][NH:10][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].N[C:46]1[CH:47]=C(C#CCCCO)C=C[CH:51]=1>>[OH:1][CH2:2][CH2:3][CH2:4][C:5]#[C:6][C:7]1[CH:8]=[C:9]([NH:10][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:21])=[O:20])[CH:16]=[CH:17][CH:18]=2)=[O:12])[CH:51]=[CH:46][CH:47]=1

Participants

3

Reactant 2

HCID 575169435-(3-Aminophenyl)pent-4-yn-1-olHCID 669880286-[[3-[(8-Hydroxyoctyl)carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

Product 1

HCID 669883546-((3-((3-(5-Hydroxypent-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 47 in place of 8-aminooctanol. ES/MS calcd. for C36H33N4O6S+ 649.2. Found m/z=649.3 (M+H)+.

Sources & evidence

ORD record
ord-53c366abeffa4e37a8e6f483733fc962
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

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