Lithium Hydroxide → HCID 86628830, compound

HRID 1009750Notes

Reaction equation

[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8](=[O:33])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[C:26]4[C:21](=[CH:22][C:23]([O:31][CH3:32])=[C:24]([C:27]([O:29]C)=[O:28])[CH:25]=4)[N:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=2)[S:5][CH:6]=1.[OH-].[Li+]>>[CH3:1][C:2]1[N:3]=[C:4]([NH:7][C:8](=[O:33])[CH2:9][C:10]2[CH:15]=[CH:14][C:13]([O:16][C:17]3[C:26]4[C:21](=[CH:22][C:23]([O:31][CH3:32])=[C:24]([C:27]([OH:29])=[O:28])[CH:25]=4)[N:20]=[CH:19][CH:18]=3)=[CH:12][CH:11]=2)[S:5][CH:6]=1

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 86628831HCID 86628831, compound

Product 1

HCID 86628830HCID 86628830, compoundYield 97%

Procedure

Using an analogous procedure to that described in Example 8, N-(4-methylthiazol-2-yl)-2-[4-(7-methoxy-6-methoxycarbonylquinolin-4-yloxy)phenyl]acetamide was reacted with lithium hydroxide to give the title compound in 97% yield; 1H NMR: (DMSOd6) 2.26 (d, 3H), 3.83 (s, 2H), 4.01 (s, 3H), 6.63 (d, 1H), 6.76 (s, 1H), 7.34 (d, 2H), 7.51 (d, 2H), 7.57 (s, 1H), 8.62 (s, 1H), 8.78 (d, 1H); Mass Spectrum: M+H+ 450.

Sources & evidence

ORD record: ord-fa2f5df5b13c4b5aa3db0017f1839f17
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07973164B2

Reaction notes

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