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(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-((benzyloxycarbonyl)(methyl)-amino)acetate → (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

HRID 1517829
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HRID 1517829 반응식
[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:54])[N:25]([C:48]5[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=5)[N:26]([CH2:29][C@H:30]([O:32][C:33](=[O:47])[CH2:34][N:35](C(OCC5C=CC=CC=5)=O)[CH3:36])[CH3:31])[C:27]=4[CH3:28])=[O:22])=[CH:16][C:15]=3[F:55])=[CH:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1>CCOC(C)=O.CO.[Pd]>[CH3:36][NH:35][CH2:34][C:33]([O:32][C@H:30]([CH3:31])[CH2:29][N:26]1[C:27]([CH3:28])=[C:23]([C:21](=[O:22])[NH:20][C:17]2[CH:18]=[CH:19][C:14]([O:13][C:7]3[C:6]4[C:11](=[CH:12][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)[N:10]=[CH:9][CH:8]=3)=[C:15]([F:55])[CH:16]=2)[C:24](=[O:54])[N:25]1[C:48]1[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1)=[O:47]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 66670738(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-((benzyloxycarbonyl)(methyl)-amino)acetate

생성물 1

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

시약·촉매·용매 3

HCID 23938Palladium촉매HCID 887Methanol
용매
HCID 8857Ethyl Acetate용매

실험 절차

To a solution of (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-(N-benzyloxycarbo-nyl-N-methylamino)acetate (1.404 g, 1.876 mmol) in a mixture of EtOAc (100 mL) and MeOH (100 mL) was added catalytic amount of Pd/C (10%, ˜55% w/w water content, 100 mg) under N2 atmosphere. The suspension was degassed under vacuum and then purged with H2. The reaction mixture was stirred at rt for 1 h under H2 balloon. The mixture was filtered and the residue was washed with MeOH (50 mL×3). The filtrate used for the next step immediately.

후처리

  1. customThe suspension was degassed under vacuum
  2. custompurged with H2
  3. filtrationThe mixture was filtered
  4. washthe residue was washed with MeOH (50 mL×3)

출처 및 근거

ORD 기록
ord-26592ac853aa4c04b6bea677ca4714ec
출처 데이터셋
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08232294B2

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