Lithium Hydroxide → HCID 67305814, compound

HRID 1009748Notes

Reaction equation

[CH2:1]([N:3]1[CH:7]=[CH: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)=[N:4]1)[CH3:2].[OH-].[Li+]>>[CH2:1]([N:3]1[CH:7]=[CH: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)=[N:4]1)[CH3:2]

Participants

Reactant 2

HCID 3939Lithium Hydroxide

HCID 67305470HCID 67305470, compound

Product 1

HCID 67305814HCID 67305814, compoundYield 92%

Procedure

Using an analogous procedure to that described in Example 8, N-(1-ethylpyrazol-3-yl)-2-[4-(7-methoxy-6-methoxycarbonylquinolin-4-yloxy)phenyl]acetamide was reacted with lithium hydroxide to give the title compound in 92% yield; 1H NMR: (DMSOd6) 1.34 (t, 3H), 3.67 (s, 2H), 3.99 (s, 3H), 4.0-4.06 (m, 2H), 6.43 (d, 1H), 6.55 (d, 1H), 7.29 (d, 2H), 7.49 (d, 2H), 7.53 (s, 1H), 7.58 (d, 1H), 8.58 (s, 1H), 8.71 (d, 1H), 10.71 (s, 1H); Mass Spectrum: M+H+ 447.

Sources & evidence

ORD record: ord-e79a7ee8022d4c2e879352c10ce3357d
Source dataset: uspto-grants-2011_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07973164B2

Reaction notes

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