6-((3-((2-(4-(2-Aminoethyl)phenoxy)ethyl)(methyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide → (R)-6-((3-((2-(4-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)amino)ethyl)phenoxy)ethyl)(methyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HRID 1944951Notes

Reaction equation

[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:20]([O:66][Si:67]([C:70]([CH3:73])([CH3:72])[CH3:71])([CH3:69])[CH3:68])[CH2:21]NCCC2C=CC(NC(C3C=C(S(C4C=C5C(=C(C)C=4)N=CC(C(N)=O)=C5NC4C=CC=C(OC)C=4)(=O)=O)C=CC=3)=O)=CC=2)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:74][CH2:75][CH2:76][C:77]1[CH:121]=[CH:120][C:80]([O:81][CH2:82][CH2:83][N:84]([CH3:119])[C:85]([C:87]2[CH:88]=[C:89]([S:93]([C:96]3[CH:97]=[C:98]4[C:103](=[C:104]([CH3:106])[CH:105]=3)[N:102]=[CH:101][C:100]([C:107]([NH2:109])=[O:108])=[C:99]4[NH:110][C:111]3[CH:116]=[CH:115][CH:114]=[C:113]([O:117][CH3:118])[CH:112]=3)(=[O:95])=[O:94])[CH:90]=[CH:91][CH:92]=2)=[O:86])=[CH:79][CH:78]=1>>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([C@@H:20]([O:66][Si:67]([C:70]([CH3:71])([CH3:73])[CH3:72])([CH3:69])[CH3:68])[CH2:21][NH:74][CH2:75][CH2:76][C:77]2[CH:121]=[CH:120][C:80]([O:81][CH2:82][CH2:83][N:84]([CH3:119])[C:85]([C:87]3[CH:88]=[C:89]([S:93]([C:96]4[CH:97]=[C:98]5[C:103](=[C:104]([CH3:106])[CH:105]=4)[N:102]=[CH:101][C:100]([C:107]([NH2:109])=[O:108])=[C:99]5[NH:110][C:111]4[CH:116]=[CH:115][CH:114]=[C:113]([O:117][CH3:118])[CH:112]=4)(=[O:94])=[O:95])[CH:90]=[CH:91][CH:92]=3)=[O:86])=[CH:79][CH:78]=2)=[C:13]2[C:18]=1[NH:17][C:16](=[O:19])[CH:15]=[CH:14]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 669883066-((3-((2-(4-(2-Aminoethyl)phenoxy)ethyl)(methyl)carbamoyl)phenyl)sulfonyl)-4-((3-methoxyphenyl)amino)-8-methylquinoline-3-carboxamide

HCID 86659112(R)-6-[[3-[[4-[2-[[2-[8-(Benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl]-2-[(tert-butyldimethylsilyl)oxy]ethyl]amino]ethyl]phenyl]carbamoyl]-phenyl]sulfonyl]-4-[(3-methoxyphenyl)amino]-8-methylquinoline-3-carboxamide

Product 1

HCID 86675627(R)-6-((3-((2-(4-(2-((2-(8-(benzyloxy)-2-oxo-1,2-dihydroquinolin-5-yl)-2-((tert-butyldimethylsilyl)oxy)ethyl)amino)ethyl)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 140, using Intermediate 95 in place of Intermediate 94. ES/MS calcd for C60H67N6O9SSi+ 1075.45. Found m/z=1075.4 (M+H)+.

Sources & evidence

ORD record: ord-7796b73d30444250a9ad8656985ac950
Source dataset: uspto-grants-2013_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08394829B2

Reaction notes

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