p-Toluenesulfonic acid → (S)-((S)-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-aminopropanoate 4-methylbenzenesulfonate

HRID 1517820Notes

Reaction equation

HRID 1517820 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([C:7]([O:13][C:14]3[CH:19]=[CH:18][C:17]([NH:20][C:21]([C:23]4[C:24](=[O:44])[N:25]([C:38]5[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=5)[N:26]([CH2:29][C@@H:30]([O:32][C:33](=[O:37])[C@@H:34]([NH2:36])[CH3:35])[CH3:31])[C:27]=4[CH3:28])=[O:22])=[CH:16][C:15]=3[F:45])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[C:46]1([CH3:56])[CH:51]=[CH:50][C:49]([S:52]([OH:55])(=[O:54])=[O:53])=[CH:48][CH:47]=1>>[CH3:56][C:46]1[CH:47]=[CH:48][C:49]([S:52]([OH:55])(=[O:54])=[O:53])=[CH:50][CH:51]=1.[F:45][C:15]1[CH:16]=[C:17]([NH:20][C:21]([C:23]2[C:24](=[O:44])[N:25]([C:38]3[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=3)[N:26]([CH2:29][C@@H:30]([O:32][C:33](=[O:37])[C@@H:34]([NH2:36])[CH3:35])[CH3:31])[C:27]=2[CH3:28])=[O:22])[CH:18]=[CH:19][C:14]=1[O:13][C:7]1[C:6]2[C:11](=[CH:12][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[N:10]=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 59491006(S)-((S)-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-aminopropanoate

Product 1

HCID 86645596(S)-((S)-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-aminopropanoate 4-methylbenzenesulfonate

Procedure

The title compound was prepared according to the procedure described in Example 13 Step 3 by using (2S)—(S)-1-(4-(4-(7-methoxyquinolin-4-yloxy)-3-fluoro-phenylcarbamoyl)-2,3-dihydro-5-methyl-3-oxo-2-phenylpyrazol-1-yl)propan-2-yl-2-aminopropanoate (61.3 mg, 0.1 mmol) and p-toluene sulfonic acid (38 mg, 0.2 mmol). The title compound was obtained as a yellow solid (70.8 mg, 71.5%).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-d052b9db921249a09cdbd4cf576f620b
Source dataset
uspto-grants-2012_07
Patent number
US08232294B2

Reaction notes

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