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Water → (+/-)-4-(3-chlorophenyl)-6-[hydroxy[4-(methoxymethyl)phenyl](1-methyl-1H-imidazol-5-yl)methyl]-1-methyl-2(1H)-quinolinone

HRID 346996
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인쇄 미리보기

반응식

HRID 346996 반응식
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([OH:35])([C:29]2[N:33]([CH3:34])[CH:32]=[N:31][CH:30]=2)[C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]([CH3:20])[C:15](=[O:21])[CH:14]=[C:13]3[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)=[CH:5][CH:4]=1.[CH3:36][O:37][Na].CO.O>CO>[Cl:28][C:24]1[CH:23]=[C:22]([C:13]2[C:12]3[C:17](=[CH:18][CH:19]=[C:10]([C:9]([OH:35])([C:6]4[CH:5]=[CH:4][C:3]([CH2:2][O:37][CH3:36])=[CH:8][CH:7]=4)[C:29]4[N:33]([CH3:34])[CH:32]=[N:31][CH:30]=4)[CH:11]=3)[N:16]([CH3:20])[C:15](=[O:21])[CH:14]=2)[CH:27]=[CH:26][CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 21082106(+/-)-6-[[4-(chloromethyl)phenyl]hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-4(3-chlorophenyl)-1-methyl-2(1H)-quinolinoneHCID 178501943HCID 178501943, 화합물

생성물 1

HCID 21082096(+/-)-4-(3-chlorophenyl)-6-[hydroxy[4-(methoxymethyl)phenyl](1-methyl-1H-imidazol-5-yl)methyl]-1-methyl-2(1H)-quinolinone수율 20.2%

시약·촉매·용매 1

HCID 887
Methanol
용매

실험 절차

A mixture of (±)-6-[[4-(chloromethyl)phenyl]hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-4-(3-chlorophenyl)-1-methyl-2(1H)-quinolinone (described in Example B14)(0.000397 mol) and MeONa/MeOH (0.000793 mol) in methanol (2 ml) was stirred at room temperature for 48 hours, poured out into H2O and extracted with EtOAc. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue (0.12 g) was purified by column chromatography over kromasil 10 μm (eluent: CH2Cl2/CH3OH/NH4OH; 97/3/0.1). The pure fractions were collected and the solvent was evaporated, yielding 0.04 g (20%) of (±)-4-(3-chlorophenyl)-6-[hydroxy[4-(methoxymethyl)phenyl](1-methyl-1H-imidazol-5-yl)methyl]-1-methyl-2(1H)-quinolinone, as a white foam, MS (ESI) m/z:500, 502 (MH+).

후처리

  1. extractionextracted with EtOAc
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customthe solvent was evaporated
  6. customThe residue (0.12 g) was purified by column chromatography over kromasil 10 μm (eluent: CH2Cl2/CH3OH/NH4OH; 97/3/0.1)
  7. customThe pure fractions were collected
  8. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-50979c24a90b418a9d87ee236c3b7e08
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07173040B2

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