Citric Acid → HCID 66669824, compound

HRID 1517842Notes

Reaction equation

[CH3:1][NH:2][CH2:3][C:4]([O:6][C@H:7]([CH3:45])[CH2:8][N:9]1[C:13]([CH3:14])=[C:12]([C:15](=[O:37])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]3[C:33]4[C:28](=[CH:29][C:30]([O:34][CH3:35])=[CH:31][CH:32]=4)[N:27]=[CH:26][CH:25]=3)=[C:19]([F:36])[CH:18]=2)[C:11](=[O:38])[N:10]1[C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)=[O:5].[C:46]([OH:58])(=[O:57])[CH2:47][C:48]([CH2:53][C:54]([OH:56])=[O:55])([C:50]([OH:52])=[O:51])[OH:49]>>[OH:49][C:48]([C:50]([OH:52])=[O:51])([CH2:53][C:54]([OH:56])=[O:55])[CH2:47][C:46]([OH:58])=[O:57].[CH3:1][NH:2][CH2:3][C:4]([O:6][C@H:7]([CH3:45])[CH2:8][N:9]1[C:13]([CH3:14])=[C:12]([C:15](=[O:37])[NH:16][C:17]2[CH:22]=[CH:21][C:20]([O:23][C:24]3[C:33]4[C:28](=[CH:29][C:30]([O:34][CH3:35])=[CH:31][CH:32]=4)[N:27]=[CH:26][CH:25]=3)=[C:19]([F:36])[CH:18]=2)[C:11](=[O:38])[N:10]1[C:39]1[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1)=[O:5]

Participants

Reactant 2

HCID 311Citric Acid

HCID 46937772(R)-1-(4-(3-fluoro-4-(7-methoxyquinolin-4-yloxy)phenylcarbamoyl)-5-methyl-3-oxo-2-phenyl-2,3-dihydropyrazol-1-yl)propan-2-yl 2-(methylamino)acetate

Product 1

HCID 66669824HCID 66669824, compound

Procedure

The title compound was prepared according to the procedure described in Example 39 step 3 by using (R)-1-(4-(4-(7-methoxyquinolin-4-yloxy)-3-fluorophenylcarbamoyl)-2,3-dihydro-5-methyl-3-oxo-2-phenylpyrazol-1-yl)propan-2-yl 2-(methylamino)acetate (82.3 mg, 0.134 mmol) and citric acid (51.5 mg, 0.268 mmol, Tianjin Chemical Factory). The title compound was abtained as a pale yellow solid (90.6 mg, 84%).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-5fb13403dc95404c8cb733b408d41044
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08232294B2

Reaction notes

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