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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
ノート
印刷プレビュー

反応式

HRID 1662765 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 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

生成物 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
収率 56.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-640f983aed2849969315d45b81ad7513
出典データセット
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08030499B2

反応ノート

読み込み中…

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