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Hydrochloric Acid → (4R)-1-(5-chloro-3-[2-methoxy-5-(2-piperazin-1-ylethyl)phenyl]-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-N,N-dimethyl-L-prolinamide

HRID 1662765
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인쇄 미리보기

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HRID 1662765 반응식
Cl.[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([S:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:16]=1[O:23][C:24]([F:27])([F:26])[F:25])(=[O:14])=[O:13])[C:7](=[O:28])[C:6]2([C:40]1[CH:41]=[C:42]([CH2:48][CH2:49][N:50]2[CH2:55][CH2:54][N:53](C(OC(C)(C)C)=O)[CH2:52][CH2:51]2)[CH:43]=[CH:44][C:45]=1[O:46][CH3:47])[N:29]1[CH2:33][C@H:32]([OH:34])[CH2:31][C@H:30]1[C:35]([N:37]([CH3:39])[CH3:38])=[O:36].C([O-])(O)=O.[Na+]>CCOC(C)=O>[Cl:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([S:12]([C:15]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:16]=1[O:23][C:24]([F:25])([F:27])[F:26])(=[O:13])=[O:14])[C:7](=[O:28])[C:6]2([N:29]1[CH2:33][C@H:32]([OH:34])[CH2:31][C@H:30]1[C:35]([N:37]([CH3:38])[CH3:39])=[O:36])[C:40]1[CH:41]=[C:42]([CH2:48][CH2:49][N:50]2[CH2:51][CH2:52][NH:53][CH2:54][CH2:55]2)[CH:43]=[CH:44][C:45]=1[O:46][CH3:47]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 59867855tert-butyl 4-{2-[3-(5-chloro-3-{(2S,4R)-2-[(dimethylamino)carbonyl]-4-hydroxypyrrolidin-1-yl}-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-methoxyphenyl]ethyl}piperazine-1-carboxylate

생성물 1

HCID 59867843
(4R)-1-(5-chloro-3-[2-methoxy-5-(2-piperazin-1-ylethyl)phenyl]-1-{[4-methoxy-2-(trifluoromethoxy)phenyl]sulfonyl}-2-oxo-2,3-dihydro-1H-indol-3-yl)-4-hydroxy-N,N-dimethyl-L-prolinamide
수율 56.3%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

Concentrated hydrochloric acid (3.0 ml) was added to 120 mg of the compound obtained in Example 228, and the solution was stirred at room temperature for 30 minutes. The stirred solution was poured into a saturated aqueous solution of NaHCO3, and extraction was carried out with EtOAc. The extract was dried over Na2SO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. The obtained residue was purified by a preparative TLC plate (2 mm; mobile phase: CHCl3/8M ammonia MeOH solution=8/1; v/v) to obtain 60 mg of the title compound (colorless amorphous).

후처리

  1. dry with materialThe extract was dried over Na2SO4
  2. customthe drying agent was separated by filtration
  3. customthe solvent was evaporated under reduced pressure
  4. customThe obtained residue was purified by a preparative TLC plate (2 mm; mobile phase: CHCl3/8M ammonia MeOH solution=8/1; v/v)

출처 및 근거

ORD 기록
ord-640f983aed2849969315d45b81ad7513
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08030499B2

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