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Hydrochloric Acid → HCID 76567915, 화합물

HRID 1728066
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HRID 1728066 반응식
C([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][C:9]=1[CH:15]1[C:20]2([C:28]3[C:23](=[CH:24][C:25]([Cl:29])=[CH:26][CH:27]=3)[NH:22][C:21]2=[O:30])[CH:19]([C:31]2[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[CH:32]=2)[CH2:18][C:17](=[O:38])[NH:16]1)(=O)C.[OH-].[Na+].Cl>O1CCCC1.CO>[Cl:29][C:25]1[CH:24]=[C:23]2[NH:22][C:21](=[O:30])[C:20]3([CH:19]([C:31]4[CH:36]=[CH:35][CH:34]=[C:33]([Cl:37])[CH:32]=4)[CH2:18][C:17](=[O:38])[NH:16][CH:15]3[C:9]3[CH:10]=[C:11]([CH3:14])[CH:12]=[CH:13][C:8]=3[O:7][CH2:6][CH2:5][OH:4])[C:28]2=[CH:27][CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 76568097HCID 76568097, 화합물

생성물 1

HCID 76567915HCID 76567915, 화합물수율 47.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of racemic (2′R,3R,4′S)-2′-[2-(2-acetoxy-ethoxy)-5-methyl-phenyl]-6-chloro-4′-(3-chlorophenyl)spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione (0.16 g, 0.29 mmol) prepared in example 128c in tetrahydrofuran (30 mL) and methanol (10 mL) was added sodium hydroxide aqueous solution (1N, 10 mL). the reaction mixture was stirred at room temperature for 3 h, then neutralized to “pH” 7 by aqueous HCl. The mixture was then extracted with ethyl acetate. The organic layer was separated, concentrated, and purified by chromatography (EtOAc:MeOH=19:1) to give racemic (2′R,3R,4′S)-6-chloro-4′-(3-chlorophenyl)-2′-[2-(2-hydroxy-ethoxy)-5-methyl-phenyl]spiro[3H-indole-3,3′-piperidine]-2,6′(1H)-dione as a white solid (70 mg, 47%)

후처리

  1. extractionThe mixture was then extracted with ethyl acetate
  2. customThe organic layer was separated
  3. concentrationconcentrated
  4. custompurified by chromatography (EtOAc:MeOH=19:1)

출처 및 근거

ORD 기록
ord-623939318e2348c28ed9b4a5af6d6013
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495007B2

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