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Diisopropylethylamine → 6-chloro-4'-(3-chlorophenyl)-2'-(5-fluoro-2-methylphenyl)-1'-methyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione

HRID 1728010
ノート
印刷プレビュー

反応式

HRID 1728010 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]2[N:8](CCO)[C:9](=[O:33])[C:10]3([CH:15]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=4)[CH2:14][C:13](=[O:23])[N:12]([CH3:24])[CH:11]3[C:25]3[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=3[CH3:32])[C:5]2=[CH:4][CH:3]=1.CCN(C(C)C)C(C)C>CO>[Cl:1][C:2]1[CH:7]=[C:6]2[NH:8][C:9](=[O:33])[C:10]3([CH:15]([C:16]4[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=4)[CH2:14][C:13](=[O:23])[N:12]([CH3:24])[CH:11]3[C:25]3[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=3[CH3:32])[C:5]2=[CH:4][CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 81531DiisopropylethylamineHCID 775810676-Chloro-4'-(3-chlorophenyl)-2'-(5-fluoro-2-methylphenyl)-2,3-dihydro-1'-methyl-2,6'-dioxo spiro[indole-3,3'-piperidine]-1-ethanol

生成物 1

HCID 775808366-chloro-4'-(3-chlorophenyl)-2'-(5-fluoro-2-methylphenyl)-1'-methyl spiro[3H-indole-3,3'-piperidine]-2,6'(1H)-dione収率 70.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-2,3-dihydro-1′-methyl-2,6′-dioxospiro[indole-3,3′-piperidine]-1-ethanol (0.09 g, 0.175 mmol) prepared in example 56b in methanol (10 mL) was added N,N′-diisopropylethylamine (2 mL, 11.1 mmol) and the crude was refluxed for 1 h. The reaction mixture was concentrated and the residue was partitioned between ethyl acetate and water. The organic layer was separated, and concentrated. The residue was purified by chromatography (EtOAc:CH2Cl2=1:2) to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-(5-fluoro-2-methylphenyl)-1′-methylspiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (Yield 0.06 g, 70.6%).

後処理

  1. temperaturethe crude was refluxed for 1 h
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was partitioned between ethyl acetate and water
  4. customThe organic layer was separated
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography (EtOAc:CH2Cl2=1:2)

出典と根拠

ORDレコード
ord-dc8c4527ccfc493ebdec3f7690b30232
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07495007B2

反応ノート

読み込み中…

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