(R)-5-(2-Azido-1-hydroxyethyl)-8-(benzyloxy)quinolin-2(1H)-one → 6-((3-(4-((6-Hydroxyhexyl)oxy)piperidine-1-carbonyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944908Notes

Reaction equation

HRID 1944908 reaction equation
N(C[C@@H](C1C=CC(OCC2C=CC=CC=2)=C2C=1C=CC(=O)N2)O)=[N+]=[N-].[Si]([O:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][O:40][CH:41]1[CH2:46][CH2:45][N:44]([C:47]([C:49]2[CH:50]=[C:51]([S:55]([C:58]3[CH:59]=[C:60]4[C:65](=[C:66]([CH3:68])[CH:67]=3)[N:64]=[CH:63][C:62]([C:69]([NH2:71])=[O:70])=[C:61]4[NH:72][C:73]3[CH:78]=[CH:77][CH:76]=[C:75]([O:79][CH3:80])[CH:74]=3)(=[O:57])=[O:56])[CH:52]=[CH:53][CH:54]=2)=[O:48])[CH2:43][CH2:42]1)(C(C)(C)C)(C)C>>[OH:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][O:40][CH:41]1[CH2:46][CH2:45][N:44]([C:47]([C:49]2[CH:50]=[C:51]([S:55]([C:58]3[CH:59]=[C:60]4[C:65](=[C:66]([CH3:68])[CH:67]=3)[N:64]=[CH:63][C:62]([C:69]([NH2:71])=[O:70])=[C:61]4[NH:72][C:73]3[CH:78]=[CH:77][CH:76]=[C:75]([O:79][CH3:80])[CH:74]=3)(=[O:57])=[O:56])[CH:52]=[CH:53][CH:54]=2)=[O:48])[CH2:43][CH2:42]1

Participants

3

Reactant 2

HCID 58505170(R)-5-(2-Azido-1-hydroxyethyl)-8-(benzyloxy)quinolin-2(1H)-oneHCID 66988582HCID 66988582, compound

Product 1

HCID 669883856-((3-(4-((6-Hydroxyhexyl)oxy)piperidine-1-carbonyl)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 5, using Intermediate 84 as a substrate. ES/MS calcd. for C36H43N4O7S+ 675.3. Found m/z=675.2 (M+H)+.

Sources & evidence

ORD record
ord-91fc730579554fcea875917d70a38f28
Source dataset
uspto-grants-2013_03
Patent number
US08394829B2

Reaction notes

Loading…