Lithium Hydroxide → HCID 67304717, compound

HRID 1009759Notes

Reaction equation

[CH2:1]([N:3]1[CH:7]=[C:6]([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][CH:24]=[C:25]([C:28]([O:30]C)=[O:29])[CH:26]=4)[N:21]=[CH:20][CH:19]=3)=[CH:13][C:12]=2[O:32][CH3:33])[CH:5]=[N:4]1)[CH3:2].[OH-].[Li+]>>[CH2:1]([N:3]1[CH:7]=[C:6]([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][CH:24]=[C:25]([C:28]([OH:30])=[O:29])[CH:26]=4)[N:21]=[CH:20][CH:19]=3)=[CH:13][C:12]=2[O:32][CH3:33])[CH:5]=[N:4]1)[CH3:2]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 67305133HCID 67305133, compound

Product 1

HCID 67304717HCID 67304717, compoundYield 82%

Procedure

Using an analogous procedure to that described in Example 8, N-(1-ethylpyrazol-4-yl)-2-[4-(6-methoxycarbonylquinolin-4-yloxy)-2-methoxyphenyl]acetamide was reacted with lithium hydroxide to give the title compound in 82% yield; 1H NMR: (DMSOd6) 1.33 (t, 3H), 3.61 (s, 2H), 3.78 (s, 3H), 4.07 (q, 2H), 6.73 (d, 1H), 6.88 (m, 1H), 7.04 (d, 1H), 7.36 (d, 1H), 7.42 (s, 1H), 7.88 (s, 1H), 8.11 (d, 1H), 8.28 (m, 1H), 8.81 (d, 1H), 8.96 (d, 1H), 10.05 (s, 1H), 13.34 (br s, 1H); Mass Spectrum: M+H+ 447.

Sources & evidence

ORD record: ord-84ea33cbaf1e4709978a5bc655dabd64
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07973164B2

Reaction notes

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