6-[[3-[[4-(2-Aminoethyl)phenyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide → 6-((3-((2-(4-(2-Aminoethyl)phenoxy)ethyl)(methyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944915Notes

Reaction equation

NCCC1C=CC(NC(C2C=C(S(C3C=C4C(=C(C)C=3)N=CC(C(N)=O)=C4NC3C=CC=C(OC)C=3)(=O)=O)C=CC=2)=O)=CC=1.[C:45]([C:48]1[CH:49]=[N:50][C:51]2[C:56]([C:57]=1[NH:58][C:59]1[CH:64]=[CH:63][CH:62]=[C:61]([O:65][CH3:66])[CH:60]=1)=[CH:55][C:54]([S:67]([C:70]1[CH:71]=[C:72]([CH:96]=[CH:97][CH:98]=1)[C:73]([N:75]([CH2:77][CH2:78][O:79][C:80]1[CH:95]=[CH:94][C:83]([CH2:84][CH2:85][NH:86]C(=O)OC(C)(C)C)=[CH:82][CH:81]=1)[CH3:76])=[O:74])(=[O:69])=[O:68])=[CH:53][C:52]=2[CH3:99])(=[O:47])[NH2:46]>>[NH2:86][CH2:85][CH2:84][C:83]1[CH:94]=[CH:95][C:80]([O:79][CH2:78][CH2:77][N:75]([CH3:76])[C:73]([C:72]2[CH:71]=[C:70]([S:67]([C:54]3[CH:55]=[C:56]4[C:51](=[C:52]([CH3:99])[CH:53]=3)[N:50]=[CH:49][C:48]([C:45]([NH2:46])=[O:47])=[C:57]4[NH:58][C:59]3[CH:64]=[CH:63][CH:62]=[C:61]([O:65][CH3:66])[CH:60]=3)(=[O:68])=[O:69])[CH:98]=[CH:97][CH:96]=2)=[O:74])=[CH:81][CH:82]=1

Participants

Reactant 2

HCID 585050736-[[3-[[4-(2-Aminoethyl)phenyl]carbamoyl]phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

HCID 66987981tert-butyl 4-(2-(3-((3-carbamoyl-4-((3-methoxyphenyl)amino)-8-methylquinolin-6-yl)sulfonyl)-N-methylbenzamido)ethoxy)phenethylcarbamate

Product 1

HCID 669883066-((3-((2-(4-(2-Aminoethyl)phenoxy)ethyl)(methyl)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 94, using Intermediate 83 as a substrate. ES/MS calcd for C36H38N5O6S+ 668.25. Found m/z=668.2 (M+H)+.

Sources & evidence

ORD record: ord-826b9a8ca6d14140a9f3cc36430f8d57
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08394829B2

Reaction notes

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