Oxalic acid dihydrate → (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-(dimethylamino)acetate oxalate

HRID 1517852Notes

Reaction equation

HRID 1517852 reaction equation
[CH3:1][N:2]([CH3:46])[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].O.O.[C:49]([OH:54])(=[O:53])[C:50]([OH:52])=[O:51]>>[C:49]([OH:54])(=[O:53])[C:50]([OH:52])=[O:51].[CH3:46][N:2]([CH3:1])[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

3

Reactant 2

HCID 61373Oxalic acid dihydrateHCID 46938003(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-(dimethylamino)acetate

Product 1

HCID 46938056(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-(dimethylamino)acetate oxalate

Procedure

The title compound was prepared according to the procedure described in Example 54 step 2 by using (R)-1-(4-(4-(7-methoxyquinolin-4-yloxy)-3-fluorophenyl-carbamoyl)-2,3-dihydro-5-methyl-3-oxo-2-phenylpyrazol-1-yl)propan-2-yl 2-(dimethyl-amino)acetate (100 mg, 0.16 mmol) and oxalic acid dihydrate (60.3 mg, 0.48 mmol). The title compound was obtained as a yellow solid (98.5 mg, 84%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-7b7bd8dc26b7435eaf8cd9928ebc2c26
Source dataset
uspto-grants-2012_07
Patent number
US08232294B2

Reaction notes

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