Lithium Hydroxide → HCID 67304728, compound

HRID 1009749Notes

Reaction equation

[CH2:1]([C:3]1[O:7][N:6]=[C:5]([NH:8][C:9](=[O:34])[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[C:27]4[C:22](=[CH:23][C:24]([O:32][CH3:33])=[C:25]([C:28]([O:30]C)=[O:29])[CH:26]=4)[N:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2].[OH-].[Li+]>>[CH2:1]([C:3]1[O:7][N:6]=[C:5]([NH:8][C:9](=[O:34])[CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17][C:18]3[C:27]4[C:22](=[CH:23][C:24]([O:32][CH3:33])=[C:25]([C:28]([OH:30])=[O:29])[CH:26]=4)[N:21]=[CH:20][CH:19]=3)=[CH:13][CH:12]=2)[CH:4]=1)[CH3:2]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 67305006HCID 67305006, compound

Product 1

HCID 67304728HCID 67304728, compoundYield 78%

Procedure

Using an analogous procedure to that described in Example 8, N-(5-ethylisoxazol-3-yl)-2-[4-(7-methoxy-6-methoxycarbonylquinolin-4-yloxy)phenyl]acetamide was reacted with lithium hydroxide to give the title compound in 78% yield; 1H NMR: (DMSOd6) 1.2 (t, 3H), 2.68-2.78 (m, 2H), 3.76 (s, 2H), 3.99 (s, 3H), 6.5 (d, 1H), 6.64 (s, 1H), 7.29 (d, 2H), 7.47 (d, 2H), 7.51 (s, 1H), 8.56 (s, 1H), 8.68 (d, 1H), 11.22 (br s, 1H); Mass Spectrum: M+H+ 448.

Sources & evidence

ORD record: ord-d5e9ffdf3e064f6687bbda00293ace95
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07973164B2

Reaction notes

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